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$300

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Wyndham Bentley Brook at Jiminy Peak

Hancock resort – 12.0 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent9 Reviews

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Reviews

(9)

On-site Amenities Include: Heated Indoor/Outdoor Pool (year round), Alpine Slide (warmer months), Berkshire Express Chairlift to Summit Lodge during ski season. The Berkshire Express provides scenic rides during warmer months. Bentley Brook is situated Slope Side for SKI/IN - SKI/OUT all winter long. Jiminy Peak …
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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(9)

Fall Colors

Left on Oct 04, 2011 for a stay in October 2011

Great location and they really work to keep the place well kept and painted. The beds are very comfortable. Unfortunately the walls are paper thin and the bedrooms butt up against each other. We could hear the conversations of the couple next door without listening-even ear-plugs didn't help. The kitchen has no cabinet to store spices or groceries. Water pressure in showers was very weak. There …

$229

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Golden Triangle in the Berkshires

Hancock house – 15.4 mi away
2 BR / 2 BA / Sleeps 4 | Quick view
Very Good1 Reviews

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Reviews

(1)

Cozy ranch home 3 miles away from Jiminy Peak Ski Resort. Near MASS MOCA, Clark Art Institute, Williams College Contemperary Museum of Art, Williamstown Theatre Festival, Tanglewood, shopping, golf courses. Wrap around deck with beautiful mountain views. Family room with full wet bar & flat screen TV to unwind after a…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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Reviews

(1)

Spacious, adequate, nice views!

Left on Aug 11, 2013 for a stay in August 2013

Aside from the excessive amount of men's shirts in the closets (closets and drawers had not been emptied so storage space was minimal), the full trash bins and dirty dishes waiting for us on our arrival, we had a very nice stay. Nice mountain view from the deck, mostly clean house, and the three of us and our cat were very comfortable!

Good selection of movies for rainy days, great grill on …

$169

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RiverSong Suite In The Berkshires

North Egremont condo – 13.4 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent5 Reviews

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Reviews

(5)

Located in the Berkshire mountains on more than 5 acres surrounded by 29 acres of conservation land. Featuring beautiful views of meadows, mountains and farm land bordering the crystal clear Green River (great trout fishing).Only 10 minutes from Great Barrington's Main Street stores, resturaunts, theaters, and events…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(5)

Enjoyable stay

Left on Aug 23, 2013 for a stay in August 2013

My husband and I stayed 2 nights at Riversong suite - a lower level studio/suite in Barbara and Philip's house. Their property is beautiful overlooking an open field and we enjoyed sitting in the rocking chairs in the gazebo out back. We enjoyed being away from congestion in a peaceful setting. Barbara has thought of everything in terms of furnishing and decorating the space and making sure …

$350

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Historic South Lee Schoolhouse near Stockbridge

Lee house – 8.2 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent5 Reviews

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(5)

Enjoy all the Berkshires has to offer in our new (2014) restoration and outstanding renovation of the historic South Lee Schoolhouse. Perched on a hillside just across the road from the Housatonic River and Beartown State Forest in the hamlet of South Lee, just outside of Stockbridge, the 1892 schoolhouse has been …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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(5)

spacious, comfortable, and otherwise delightful

Left on Apr 13, 2015 for a stay in April 2015

Great place to stay; would be ideal for family groups or others looking for a mix of private spaces and togetherness.

$199

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The Cottage B&B near Tanglewood in The Berkshires

Stockbridge B&B – 6.1 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent23 Reviews

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(23)

The Cottage, in picturesque Stockbridge, has the PERFECT location -- minutes from Main Street Lenox, Main Street Stockbridge, The Norman Rockwell Museum, Berkshire Botanical Gardens, Tanglewood Music Festival, The Shrine of the Divine Mercy at the Congregation of Marians, shops, theaters, hiking an biking. Private…
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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Reviews

(23)

Location, location, location

Left on Apr 09, 2011 for a stay in August 2006

This place is in one of the absolutely ideal locations in Berkshire Co. You are a 10 minute drive to Tanglewood (and away from all the traffic jams in Lenox and Lee) a walk to Stockbridge center, and Great Barrington is just down Route 7 a few miles. People who want to go to the theatre in Stockbridge or concerts at Tanglewood are nuts not to stay here. If you are not into a breakfast with 5 …

$300

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Perfect Getaway for Body, Mind and Soul

Lee cottage – 9.3 mi away
3 BR / 2 BA / Sleeps 5 | Quick view
Excellent2 Reviews

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Reviews

(2)

** Rental is only available for 2 week minimum during the summer (July - August) Special Summer Deal -- Rent for the Season (July and August) and get either the last week in June OR the first week in September for half price! This adorable cottage has all the ingredients for the ultimate retreat for body, mind and …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(2)

Great getaway!

Left on Feb 12, 2012 for a stay in August 2011

We had the most amazing time. This adorable home is so close to everything and yet is feels very private and secluded. It provided a perfect balance for relaxation and adventure. One of the best parts for us was the awesome lake. We certainly hope to come back very soon!

$250

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Berkshire Farmhouse Vacation

West Stockbridge house – 5.9 mi away
5 BR / 2 BA / Sleeps 12 | Quick view
Excellent15 Reviews

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(15)

Quaint, , 2 story 1850's farmhouse in the Berkshires with original ceiling beams and 16" floor boards in much of the house. Fully furnished with 5 bedrooms, 2 full baths and a gorgeous screened-in porch overlooking 4 acres of gardens, stream and wooded mountains. Country kitchen with dish washer, microwave, toaster …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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(15)

Fantastic place to stay in the Berkshires

Left on Jan 08, 2014 for a stay in December 2013

Elaine was a very gracious host, and the...accommodations were lovely
and in a great location. The historic house has a lot of charm and many
nice updates, especially the clean, updated bathrooms and the huge
screened-in porch. ... We had room to spare, and everyone had a room to
themselves. The kitchen was well stocked, and the living room very cozy...
This would be a great place for skiers. …

$150

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Gartner House, a charming home in Lenox

Lenox condo – 3.8 mi away
4 BR / 1 BA / Sleeps 7 | Quick view
Excellent19 Reviews

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(19)

Located on a quiet side street in the charming Berkshire town of Lenox, Gartner House is a great place to call home while exploring this scenic, historical, and culturally rich area of Western Massachusetts. Walk to breakfast, lunch or dinner at one of the town's many charming restaurants, explore quirky little shops …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Suitable for children - ask

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(19)

Quaint & Cozy Condo!

Left on Jan 10, 2012 for a stay in December 2011

Having stayed at Gartner House a few times, I would recommend it to anyone looking for a comfortable getaway. It is a convenient, short walk to the center of Lenox allowing easy access to all of the wonderful little shops and some great places to eat.
The condo offers all the comforts of home including full kitchen, land line phone, microwave, washer/dryer and a small side yard. Its spacious …

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$265

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Beautiful Berkshire post and beam house

Monterey house – 16.2 mi away
5 BR / 3 BA / Sleeps 12 | Quick view

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This is a beautiful Berkshire, post and beam private house nestled in the woods just off the Appalachian trail. Set on one of the Berkshires most coveted roads close to fresh water swimming in Lake Garfield, boating, fishing, classical outdoor concerts at Tanglewood & Skiing are all close by. The Space The large …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

$145

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PanoramicView1000 sq ft Guest Quarters Berkshires

Hancock cottage – 12.2 mi away
1 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

Low long term rates. Call $2500/mo for 3 months. Free Electric Vehicle Charging Station! (240V 40A no J1772) Thanksgiving Special - Nov 24 - Dec 1 - $500 Christmas Special - Dec 20 - Dec 27 - $800 Ski Season Dec 1 - Mar 31 $8000 April $50/nt Summer Cultural May 26, 2014 - Seot 2, 2014 $7500 Summer $200/nt Other $150/…
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Clean, Comfortable and Convenient

Left on Oct 16, 2014 for a stay in October 2014

This property is perfect for people with pets.

Serene setting with a gorgeous view. The hosts, Tom and Susan, were gracious and very helpful. Highly recommended if your travels take you to Northwest MA.

$175

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Berkshires House, 40 wooded acres, Lake Frontage

Monterey house – 15.7 mi away
3 BR / 2 BA / Sleeps 7 | Quick view
Excellent13 Reviews

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Reviews

(13)

Charming house with the feeling of a cottage, set on a knoll with adjacent cathedral-like pine forest. ** Stone fireplace, woodstove, beautiful kitchen with modern appliances (gas stove, microwave, refrigerator with water/ice dispenser, dishwasher, breadmaker, crockpot, blender, etc.) ** Cathedral-ceiling living area…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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(13)

Awesome Venue!

Left on Jul 17, 2012 for a stay in June 2012

The Hill Cottage is absolutely charming. It is nestled in the forest surrounded by soaring, magnificent pines on a private country road. The atmosphere is very tranquil and peaceful. The cottage is spacious, clean, and well stocked.It is very comfortable and inviting. The cottage is rustic with attractive wide pine floors and knotty pine walls, yet it has very modern amenities including a Jacuzzi…

$499

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Beautiful New Construction Vacation Home

Stockbridge house – 7.7 mi away
4 BR / 4 BA / Sleeps 12 | Quick view
Excellent2 Reviews

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Reviews

(2)

We call this house ‘South Sedgwick’ because of its location on a piece of land formerly used by the Sedgwick family for picnicking–an ideal spot for relaxation with stunning views of Monument Mountain and Ice Glen. The house is newly constructed with ash hardwood floors, custom white pine trim and mahogany …
  • Mountain Views
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

A true gem. New and beautiful with incredible space and wonderdul amenities, right in the heart of

Left on Jul 18, 2014 for a stay in July 2014

Our family of 5 rented this home over July 4th weekend and we couldn't have been more pleased. The home has just been newly renovated, is very tastefully appointed and looks and feels brand new both inside and out. It also has every amenity we could've hoped for, such as state-of-the-art kitchen appliances, wi-fi, cable TV plus Netflix, dual zone central air, a nice gas grill, multiple outdoor…

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$200

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Wyndham Bentley Brook Jiminy Peak ski in/out

Hancock condo – 12.0 mi away
2 BR / 2 BA / Sleeps 8 | Quick view

Details

Bentley Brook is a ski in/ski out resort located at the base of Jiminy Peak ski resort. On-site Amenities Include: Heated Indoor/Outdoor Pool (year round), 3 hot tubs, 'Get out & Play ' children's program, 3 tennis courts, game room, exercise equipment, sauna, theater with nightly movies.. At Jiminy - Alpine Slide (…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible
1 / 8

$225

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Romantic Berkshire Cottage on Storybook Estate

Tyringham cottage – 11.2 mi away
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Charming, One Bedroom Cottage, former sculpting studio on the Santarella Estate in Tyringham, MA. Known as the "Silo Studio", there is a bedroom with queen bed upstairs, sitting room, wet bar with Micro/Fridge and bath downstairs. Fall asleep to sounds of babbling brook and views to pond and forest from large screened…
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 12

$129

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Berkshires Resort Apartment

South Lee condo – 8.2 mi away
1 BR / 2 BA / Sleeps 4 | Quick view

Details

RIght off the Mass Pike Exit 2, Berkshire family vacation condo with full kitchen and all amenities.Take in Boston Symphony at Tanglewood and dance at Jacob's Pillow, theatre at Shakespeare & Company, Yoga at Kripalu, a spa day at Canyon Ranch, the Norman Rockwell Museum, Hancock Shaker Village, Edith Wharton's The …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$500

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Charming and Spacious Colonial Farmhouse on 4 Acre Estate

Tyringham villa – 11.3 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Located on the Santarella Estate, an historic site located in the the Massachussetts' Berkshires. The colonial home is the former residence of sculptor Sir Henry Hudson Kitson. The estate includes the landmark, iconic storybook style 'Gingerbread House,' designed by Kitson to look like an English Country Cottage, the …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
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$750

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Deluxe New Home, 2 Master Suites, Tanglewood Area

Lee house – 10.2 mi away
5 BR / 5 BA / Sleeps 12 | Quick view

Details

--Brand new 3400 sq ft Lee home in a private lake community, Berkshires --Situated on 4 wooded acres on a quiet country road --Pristine home features two master bedroom suites plus 3 additional bedrooms, 5 bathrooms --Spacious living room with vaulted ceiling & skylights --Fully equipped kitchen, --New 25' Dining …
  • Suitable for children
  • Suitable for the elderly

$150

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Cultural Playground 1 bed, walk to Red Lion Inn.

Stockbridge condo – 7.3 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

One bedroom air conditioned apartment with private entrance in 18th century house in Historic District of Stockbridge. Wonderful views of the river, 18th green of Stockbridge Golf Club and the Berkshire Hills. 5 minutes walk to the famous Red Lion Inn/town center. Self contained and private. You have private bedroom …
  • Waterfront
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Very nice and well kept place to stay, and owners were very gracious.

Left on May 29, 2015 for a stay in May 2015

Stayed 3 nights in the one-bedroom apartment connected to the main house. The apartment was very private, well kept and well appointed. Very quiet also. Owners were very accommodating and provided all that was needed for a pleasant trouble-free stay. The apartment was located a short 5-minute walk from downtown Stockbridge shops and restaurants.

Definitely would stay there again. Highly …

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$225

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Cultural Playground 2 bed, 5 minutes to Tanglewood

Stockbridge cottage – 7.3 mi away
2 BR / 2 BA / Sleeps 6 | Quick view

Details

This 1600 sq. ft. cottage boasts everything you would need for your visit to the Berkshires whether it be for a full summer / winter season to explore this beautiful area or a quick getaway to Tanglewood, The recently added master suite features a queen size bed, en-suite bathroom and a bonus separate sitting area…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

$125

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The Smith Farm Homestead

Alford B&B – 10.9 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent3 Reviews

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Reviews

(3)

The Smith Homestead in Alford Massachusetts has been homesteaded and farmed by our family for the past two centuries. Located on one of the nicest settings in the Berkshires, with 30 acres of fields and woods, and the crystal clear Alford Brook running through, we are central to all the cultural events and outdoor …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access

    Details

    Reviews

    (3)

    Beautiful

    Left on Apr 09, 2013 for a stay in March 2013

    Five stars! Perfect location for a getaway. A quick ride into the beautiful downtown Great Barrington. I have had many good night rests in this room. The hillside view is spectacular. And the best cup of coffee around.

    $360

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    Bird Watchers Delight! Country Get-Away w/Pond!

    Lee house – 10.8 mi away
    5 BR / 3 BA / Sleeps 11 | Quick view
    Very Good8 Reviews

    Details

    Reviews

    (8)

    Beautiful house surrounded by protected woodland and a small beaver pond behind your backyard. All kinds of birds and wildlife. 5 Bedrooms, 2.5 baths, brand new kitchen, open living/dining room, laundry room. Wood stove that can function as a fireplace. 3 heating zones for comfort. All new electric and plumbing in …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Central heating

      Details

      Reviews

      (8)

      Great Girlfriends' Getaway!

      Left on Jan 31, 2012 for a stay in January 2012

      We decided on fairly short notice to get away with a group of girlfriends to the Berkshires. Robin was so gracious to accommodate us on short notice. We arrived on a frigid day to find a clean and comfortable house, with a fire laid and ready for us. The kitchen had everything we needed for preparing our meals. We especially love the oversized coffee mugs! It's the little things that make a …

      $225

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      Family-friendly Cottage Near Lake, Tanglewood

      Stockbridge cottage – 4.4 mi away
      3 BR / 2 BA / Sleeps 7 | Quick view
      Excellent4 Reviews

      Details

      Reviews

      (4)

      Located a short walk to the town beach on the Stockbridge Bowl, and 1.5 miles from Tanglewood's Hawthorn entrance, this casual summer cottage is a great get away for the whole family. The master bedroom is equipped with a queen bed; two twins in the 2nd bedroom, and a full-size bed in the 3rd bedroom. A sofa in the …
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Deck
      • Suitable for children
      • Suitable for the elderly - ask

      Details

      Reviews

      (4)

      Hidden Gem

      Left on Jul 18, 2013 for a stay in July 2013

      I would like to tell you not to go here. I would like to say stay away, that way it will be availible whenever we want to go back. It is the perfect place to use as a centre to see the area, or sit and do nothing. It was my wife, kids and grand mothers. We did hike, we did spend a day on the beach right by the house, but we also felt at ease to just sit on the screened porch and play cards or …

      $375

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      Shaker Hill

      Great Barrington house – 9.2 mi away
      5 BR / 4 BA / Sleeps 10 | Quick view
      Very Good2 Reviews

      Details

      Reviews

      (2)

      Shaker Hill is a quirky rambling farmhouse located less than 3 hours from NYC and Boston. Hidden away down a 400’ unpaved driveway on 30 acres of fields and forest in the heart of the Berkshires, Shaker Hill is totally private and surrounded by 30 acres of rolling fields, diverse wetlands, wildlife and forest. It…
      • Mountain Views
      • Internet Access
      • Outdoor Dining Area
      • A/C or climate control
      • Central heating
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      Big house, private, but a few drawbacks

      Left on Sep 11, 2014 for a stay in August 2014

      This is a very large house, more than adequate in size for a group of ten people. It has a big yard and a spectacular view of the mountains, especially from an upstairs window. The playroom is a nice touch for those with kids. There are two staircases, which is also nice.

      I was under the impression that there were four full bathrooms (which I took to mean with showers). When we arrived, we…

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      $300

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      Sunroom comfort, spread-out room for everyone

      Great Barrington house – 13.3 mi away
      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Beautifully furnished, updated 3,000 square foot house. 3 bedrooms, 2 full baths; large sun room with great windows and sky-lights, comfortable seating area for 6 plus cafe table; dining room with table for 6 to 8 people; reading room with a wood-burning stove; living room with a fireplace; private fence-enclosed …
      • Mountain Views
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Suitable for children
      • Suitable for the elderly

      $199

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      Berkshires: Romantic Cottage with spectacular view

      Great Barrington cottage – 12.6 mi away
      1 BR / 1 BA / Sleeps 3 | Quick view
      Excellent12 Reviews

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      Reviews

      (12)

      Berkshires: Romantic Berkshires Cottage with Stunning Views (Great Barrington) The Berkshires in spring, summer and fall are alive with beauty, and now is the time to plan your restoring getaway in this idyllic studio cottage with its glorious views of the rolling hills and verdant meadows.. Nature lovers, artists…
      • Mountain Views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Central heating
      • Parking
      • Pet friendly - ask
      • Suitable for children - ask
      • Suitable for the elderly

      Details

      Reviews

      (12)

      Peaceful and relaxing weekend

      Left on Sep 06, 2011 for a stay in August 2011

      My husband and I stayed here while visiting Great Barrington for the weekend. The space is immaculate and very quaintly designed. There is ample space to spread out. Bed is comfortable, full bath is very clean and towels are provided. No stovetop, but a full fridge and kitchen sink. Not much need for a kitchen since downtown is just minutes away and offers plenty of excellent restaurants. The …

      $150

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      the yellow room at the chestnut lodge

      Lee B&B – 9.3 mi away
      1 BR / 1 BA / Sleeps 2 | Quick view
      Excellent1 Reviews

      Details

      Reviews

      (1)

      first floor queensized bed, bath with shower. floors are wood ceiling has exposed beams and is furnished with oak antiques and a big wingbacked chair.built in bookshelf was from a companionway on a wooden sailing vessel owned by a sea captain that owned and ran the lodge back at the turn of the 20th century. the …
      • Pet friendly - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      I have stayed here several times

      Left on Jun 17, 2014 for a stay in June 2013

      And I hope to stay here again in the future. I feel very comfortable here - good privacy, the house is huge, rustic charm, generally very quiet. The property is massive - and the region is one of the most beautiful in the world.

      $125

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      Cozy & Modern Home -mins from Tanglewood & Kripalu

      West Stockbridge condo – 4.0 mi away
      2 BR / 1 BA / Sleeps 6 | Quick view
      Excellent2 Reviews

      Details

      Reviews

      (2)

      Cozy and modern two bedroom and one bath vacation home with lake nearby Come visit our brand new fully furnished cozy and modern vacation home in the Berkshires. This luxury home can sleep up to 6 people and has lake access nearby. Enjoy a nice cup of hot chocolate by the fireplace in the living room, fall foliage and…
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (2)

      Great home, great location

      Left on Nov 26, 2013 for a stay in November 2013

      Beautiful, modern and cosy home which proved to be a great base for the trip! The fire was an added treat at the end of the day! Location wise the cottage was perfect - close to some wonderful hikes, gorgeous villages and towns and some wonderful food options and restaurants. Already looking forward to the next visit!

      $200

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      Writer's Room at Chestnut Lodge

      Lee B&B – 9.3 mi away
      1 BR / 1 BA / Sleeps 2 | Quick view
      Excellent1 Reviews

      Details

      Reviews

      (1)

      The Writer's Room is at the top of the stairs on the right. This handsome room is made completely of wood. Ceilings are higher and there's a sitting area in the big dormer. dormer faces east and get the morning sun! The floors are wide plank cherry milled from the property. the walls are pine. there's a double bed, a…
      • Mountain Views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Outdoor Dining Area
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      vintage New England...home and hearth, the nearby arts and surrounding countryside

      Left on Jun 17, 2014 for a stay in June 2013

      We have taken the Writer's Room each Summer for about three years now. We find the Lodge to be authentic New England... our natural wood room to the rest of the house. It is rustic 18th century all the way.

      We either make our own meals or join in with others...cooking indoors and eating at the big banquet table, or outside at the BBQ.

      We love the arts...Jacob's Pillow for dance, …

      $250

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      Renovated Early 1800s Greek Revival Farmhouse

      Stockbridge house – 6.9 mi away
      3 BR / 2 BA / Sleeps 6 | Quick view
      Excellent2 Reviews

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      Reviews

      (2)

      Welcome to our family getaway in the Berkshires which we also rent out. Set on 2 acres in the Stockbridge hamlet of Glendale, the house is conveniently located - just a short walk to the Norman Rockwell Museum, Chesterwood House, and Botanical Gardens. The sunny 1st floor features a living room with fireplace open to…
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area

        Details

        Reviews

        (2)

        Awesome home and great getaway destination!

        Left on Jan 22, 2015 for a stay in October 2014

        This home has everything. It also happens to be a wonderfully furnished home. The home owner left little treats for us as we arrived late the first night.

        The surrounding towns had great food, fun music, good hiking, solitude and peaceful spots to stop and take in the great views!

        $200

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        Stockbridge Bowl house

        Stockbridge house – 4.5 mi away
        3 BR / 2 BA / Sleeps 8 | Quick view
        Average1 Reviews

        Details

        Reviews

        (1)

        3-bedroom home on lake, near Tanglewood. 2 baths, den, screened porch, large yard.
        • Waterfront
        • Ocean or water views
        • Mountain Views
        • Internet Access
        • Fireplace
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible

        Details

        Reviews

        (1)

        Great location, tired house

        Left on Jul 30, 2014 for a stay in July 2014

        Nice house but tired bathrooms and kitchen. One great bedroom, two so so. Hot one nite and needed non existing a/c. Great screened porch with view of water. Canoe was a plus. With a little updating and a good cleaning,it could be fantastic.

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        $500

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        BEAUTIFUL LINDAL CEDAR HOME WITH GREAT LAKE VIEW

        Hinsdale house – 14.0 mi away
        4 BR / 3 BA / Sleeps 8 | Quick view

        Details

        The best place in the world to watch the sunset! Set up high on a hill and nestled amidst the pine trees, this four year old, private and spacious contemporary home overlooks Lake Ashmere (across the road) in Hindsdale. The great room with cathedral ceilings and a wall of windows overlooking the lake, is open to the …
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible - ask
        1 / 22

        $650

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        Country Elegance in the Berkshires

        Great Barrington house – 10.5 mi away
        4 BR / 6 BA / Sleeps 12 | Quick view

        Details

        This immaculate home is the place for relaxing, entertaining and sharing great times with family and friends. The house sets over 4 beautifully wooded acres. We call it the "illision of seclusion," as it is very private and yet is 5 minutes from the town as well as lakes, hiking, movies, theater, shops, and more. …
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly - ask
        1 / 18

        $400

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        LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

        Lenox house – 5.5 mi away
        4 BR / 2 BA / Sleeps 10 | Quick view

        Details

        220+ Acres W\ Tennis Cts, Indoor / Outdoor Pool, Canoe, Fishing Boat, Hot Tub. New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces, large deck with 8 person hot tub and super seating for beautiful sunsets…
        • Ocean or water views
        • Mountain Views
        • Hot Tub/Jacuzzi
        • Sauna
        • Internet Access
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible
        1 / 10

        $200

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        Berkshire Schoolhouse Cottage

        Great Barrington cottage – 14.0 mi away
        2 BR / 1 BA / Sleeps 4 | Quick view

        Details

        Welcome to our School House Cottage located in the heart of the Berkshires. Set in front of the ledges of Warner Mountain, this historic home was originally a three room schoolhouse. An addition in the 1960's transformed it into a private home which it remained for many years. Now updated, the cottage has become a …
        • Internet Access
        • Housekeeping Optional
        • A/C or climate control
        • Parking
        • Books
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible - ask

        $350

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        Field View Cottage , Convenient to All Berkshire

        Great Barrington house – 15.4 mi away
        4 BR / 2 BA / Sleeps 9 | Quick view
        Excellent1 Reviews

        Details

        Reviews

        (1)

        The perfect house for friends and family to share! Bright,uncluttered, and inviting, with privacy and views just minutes to town. There are two fireplaces,a sunken living room, dining room with seating for 10, 4 bedrooms, 2 full bathrooms, and a cozy hang out area in the basement. There is a washer and dryer, …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Best Memorable Thanksgiving Ever

        Left on Feb 05, 2015 for a stay in November 2014

        This was the first time we had a rental cottage, but it surpassed all of our expectations. The cottage was clean and well arranged. Kitchen was spacious enough for more than a few people cook together. Fireplace was lovely and so fun! The neighborhood was so quiet and calm. It snowed right before Thanksgiving, and the view was priceless! We would like to come back again!

        $150

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        Berkshire's Getaway ---Peace & Tranquility

        Pittsfield house – 4.7 mi away
        3 BR / 2 BA / Sleeps 8 | Quick view
        Excellent1 Reviews

        Details

        Reviews

        (1)

        House is very private and located on 4 acres of Land. Back yard is peaceful and overlooks ponds. The backyard has a patio/picnic area with gas grill and firepit. One of the ponds has a spurting and lighted fountain that is relaxing ...so have a campfire at night and watch the lighted fountain for a relaxing evening. …
        • Waterfront
        • Mountain Views
        • Internet Access
        • Fireplace
        • Washing Machine
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Quaint home on its own lake--don't miss this!

        Left on Nov 29, 2014 for a stay in November 2014

        The photos speak for themselves. Overall, the home was a great escape from city life, and included its own scenery and lake. My only complaint is that our stay was so short-lived. From our email communication with the owners, they seemed just as charming. We'll be back again.

        $135

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        Lakeview home with swingset & firepit!

        Richmond house
        3 BR / 1 BA / Sleeps 6 | Quick view
        Excellent4 Reviews

        Details

        Reviews

        (4)

        Fantastic spot for families and for those looking for a quiet getaway. Come have some summer fun, enjoy the autumn colors or play in the snow. This year round cottage is the perfect spot for those who enjoy outdoor activities. The house is on a private dead end road, has a wonderful lake view and very private …
        • Ocean or water views
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Pet friendly - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (4)

        Best little hidden treasure

        Left on Jul 07, 2010 for a stay in June 2010

        We contacted the owners on a referal from a friend and had all our questions answered and more in regards to the propery and its amenities . Upon our arrival we got out of the car and was immediately greeted with a spectacular view of the lake. The house , was immaculate , clean , organized and big enough for me and my family to feel at home. We had a fantastic vacation and I would highly …

        $175

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        Berkshire Gorge House

        New Ashford house – 16.5 mi away
        4 BR / 3 BA / Sleeps 7 | Quick view
        Excellent15 Reviews

        Details

        Reviews

        (15)

        The Berkshire Gorge House sits beside the Green River above a turbulent set of cascades, on the western slopes of Mt. Greylock. This 5-bedroom house was built in 1910 by New England's finest craftsmen. It has been recently remodeled and is offered for rent. The house offers a new kitchen with gas range, new washer/…
        • Ocean or water views
        • Mountain Views
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (15)

        A peaceful setting minutes away from action and activities

        Left on Apr 16, 2012 for a stay in March 2012

        A fantastic, rustic house on a wonderful piece of property with easy access to skiing and other activities at Jiminy Peak, historic Williamstown, and the rest of the Berkshires. The house has a ton of character - we especially appreciated its an abundance of rooms and space for us to host friends and family for overnight visits; the new kitchen (including new appliances) was perfect for a ski …

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        $300

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        Charming Village- Great House

        Housatonic house – 9.3 mi away
        4 BR / 3 BA / Sleeps 10 | Quick view

        Details

        This house is a perfect family retreat in the Berkshires. Nestled in the Village of Housatonic you will be centrally located to all Berkshire attractions. Less that ten minutes from skiing and Tanglewood, as well as the shops and restaurants of Stockbridge, Lenox, and Great Barrington, this is really the ideal …
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Central heating
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly

        $300

        Inquire

        Berkshire Retreat. Pets Welcome. No Extra Fees.

        Hancock house – 13.7 mi away
        3 BR / 2 BA / Sleeps 8 | Quick view
        Excellent7 Reviews

        Details

        Reviews

        (7)

        Secluded mountain home surrounded by 27 acres yet convenient to major attractions including Jiminy Peak, Williamstown, Hancock Shaker Village, Tanglewood, and MassMOCA. Home offers 3 bedrooms and 2 full baths with finished basement recreation room. Updated kitchen with all amenities needed for home cooked meals. …
        • Mountain Views
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Central heating
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (7)

        Heaven in Hancock

        Left on Sep 18, 2012 for a stay in January 2011

        Clean, quiet, and peaceful! This is one of our favorite spots in New England to ski, watch the autumn leaves, and go pumpkin picking. We love to hike on the trails from the back door leading into the woods and past a tranquil stream. The kitchen was recently renovated and we love the open, airy floor plan. Lots of natural light. The deck is huge and a perfect place for barbequing, evening …

        $250

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        Perfect Location Perfect House Perfect Vacation

        West Stockbridge house – 3.1 mi away
        3 BR / 3 BA / Sleeps 7 | Quick view
        Excellent5 Reviews

        Details

        Reviews

        (5)

        Located in West Stockbridge minutes from everything . Nestled in the Berkshire Mountains. Convenient yet Private Visit our web-site at aberkshirehome The Berkshires is a world unto itself. It is scenic beauty married to cultural bounty. It is urban sophistication in an idyllic, rural setting. It is a destination…
        • Mountain Views
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (5)

        A memorable weekend getaway includes the most perfect house..

        Left on Apr 17, 2013 for a stay in July 2012

        My husband and I had the pleasure to rent out this house last summer with another married couple and their son. Although our daughter and their son truly enjoyed Tanglewood and our visits into Town (which are both extremely close), I can't help but think that my favorite part of our vacation was the house we were staying in! The space felt both warm and welcoming and fit our group size perfectly…

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        $643

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        Berkshire Estate: Exquisitely furnished 7,000sf

        Great Barrington villa – 14.3 mi away
        6 BR / 6 BA / Sleeps 12 | Quick view

        Details

        This home is uniquely and magnificently furnished by a retired couple that spent 18 years traveling and living abroad. Even local real estate agents have called the house “special”. It has 7,000 sf of living space (3 floors) with plenty of places to be together or to be alone (as one so chooses). It is on 9 …
        • Mountain Views
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Washing Machine
        • Suitable for children - ask
        • Suitable for the elderly - ask

        $139

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        Serene Lakefront Cottage

        Becket house – 17.1 mi away
        2 BR / 2 BA / Sleeps 4 | Quick view
        Excellent9 Reviews

        Details

        Reviews

        (9)

        Pretty cottage in the woods on a beautiful private lake with a stream running through the property's two acres of land. Newly constructed, spacious and sunny second floor with views of the lake. Hardwood floors throughout the house. Swim, kayak, canoe or fish from the back yard, or just lounge all day watching the …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Outdoor Dining Area
        • A/C or climate control
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (9)

        Idyllic retreat

        Left on Oct 08, 2012 for a stay in October 2012

        Quiet rural getaway in a beautiful setting. The backyard ends in the pond shown in the picture, which is surrounded by trees in full fall color. I spent a few hours perched at its edge and lost track of time for the first time in weeks. A complete absence of traffic noise means that the only outside sounds are of running water and rustling leaves, so you can hear yourself breathe. Not much by way…

        $119

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        Quiet Comfortable Cabin 5 Min. Walk to Lake

        Becket house – 17.6 mi away
        2 BR / 1 BA / Sleeps 4 | Quick view
        Excellent8 Reviews

        Details

        Reviews

        (8)

        Remember the simple pleasures of a country, lakeside vacation where you can spend the day swimming or boating, exploring new towns and attractions, or just spending a lazy afternoon reading on the screened-in porch? Get back to those simple pleasures in our cabin, which is located in a beautiful, quiet country …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (8)

        Quaint,relaxing Berkshire getaway

        Left on May 20, 2013 for a stay in April 2013

        We really enjoyed our stay at your cottage---it was just what we were hoping for! You do a wonderful job of making sure everything's covered with the detailed instruction list, and all the amenities you advertise are just as you said. We loved being able to take the canoe out on the lake, and we used the firepit the first evening we arrived. The cottage itself is great,and we felt right at home…

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        $200

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        Charming Berkshires lakefront house, great views

        Cheshire house – 14.4 mi away
        2 BR / 1 BA / Sleeps 5 | Quick view

        Details

        Comfortable house situated on the shore of Hoosac Lake with beautiful, long views stretching across the large lake. It's fully furnished, with cable TV, stereo, and high-speed Internet. There's a big kitchen, with a central island for dining. The expansive living/dining room and attached study, with distinctive wood …
        • Waterfront
        • Ocean or water views
        • Mountain Views
        • Internet Access
        • Washing Machine
        • Suitable for children - ask
        • Suitable for the elderly - ask

        $189

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        Berkshires Vacation Rental - Bentley Brook Resort Suite

        Hancock condo – 12.0 mi away
        2 BR / 2 BA / Sleeps 6 | Quick view
        Very Good1 Reviews

        Details

        Reviews

        (1)

        A fully furnished and nicely appointed 2br/2ba suite. There's a full kitchen, living room with sofa sleeper, king bed in master bedroom, 2nd bedroom has either a king bed or two queen size beds(varies), washer/dryer, private balcony with mountain or valley views. Everything you need on your vacation. Free parking and…
        • Mountain Views
        • Shared outdoor pool (unheated)
        • Hot Tub/Jacuzzi
        • Sauna
        • Internet Access
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible

        Details

        Reviews

        (1)

        Beautiful area in the fall

        Left on Oct 25, 2014 for a stay in October 2014

        Lovely place with pool, spa, gym, and movie theater. Units are a bit noisy between floors but otherwise nice and quiet. We had the unfortunate experience of having three small children above us. They enjoyed running and moving furniture. Oh well. Still had a nice stay despite that and a couple of days of rain.

        $150

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        Stone School Cottage

        Lanesboro cottage – 12.5 mi away
        2 BR / 1 BA / Sleeps 4 | Quick view
        Excellent12 Reviews

        Details

        Reviews

        (12)

        If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a vacation getaway. It is perfect for romantic weekends or family adventures. We are …
        • Mountain Views
        • Internet Access
        • Housekeeping Optional
        • Outdoor Dining Area
        • Central heating
        • Suitable for children

        Details

        Reviews

        (12)

        Great location, with wonderful scenic spots very close by

        Left on Oct 17, 2011 for a stay in October 2011

        The best thing about this place was the location. We came here to see the foliage, and we didn't have to go anywhere else driving around looking for it. This is right on the road to Mt Greylock which has so many hiking trails and scenic overlooks.

        The Old Stone School cottage is a quaint setup, and the classroom doubles as a bedroom. This is not much of a bedroom, but just a big room with 2 …

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        $350

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        Berkshire Lakefront House

        Great Barrington house – 9.6 mi away
        5 BR / 3 BA / Sleeps 10 | Quick view

        Details

        Attractive year-round lakefront house in a wooded area on a pristine Round Pond in the Berkshires. Relax and enjoy the view from your deck or dock. Fish from the dock or take the boat out onto the lake. Ideal family retreat in Great Barrington and only a short drive to cultural attractions (Tanglewood, Rockwell Museum…
        • Waterfront
        • Ocean or water views
        • Mountain Views
        • Internet Access
        • Fireplace
        • Suitable for children
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        $100

        Inquire

        Yankee Suites Extended Stays

        Pittsfield condo – 6.0 mi away
        1 BR / 1 BA / Sleeps 5 | Quick view
        Excellent1 Reviews

        Details

        Reviews

        (1)

        A Fully-Furnished Extended Stay property in the Berkshires. Located across the street from the Colonial Theatre and within minutes of most Berkshire County attractions. Each spacious, efficiency (condo-style) single bedroom apartment includes living room, kitchen with full size appliances, bathroom, and deck. Enjoy …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Excellent Rooms Plus Exceptional Service

        Left on Jul 03, 2013 for a stay in January 2013

        WOW, this place was very nice! What you get is a place with a five minute walk from downtown, well kept buidlings and grounds, excellent floor plans, new furniture, modern kitchen, large closets, a lot of storage space, outside deck, deckbawasher and dryer in the basement, latest technology i.e. cable TV, internet, maid service twice a week.

        Plus a friendly staff on-site seven days a week …

        $250

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        Berkshires Spacious Comfortable Charming Farmhouse

        Lee condo – 6.8 mi away
        3 BR / 2 BA / Sleeps 8 | Quick view
        Very Good2 Reviews

        Details

        Reviews

        (2)

        Experience a little of old New England. Our vacation rental is a charming historic family farmhouse apartment with lots of room and comfort,2100Sq.ft., situated on 22 acres. Built in 1782, our farm was famous for breeding Plymouth Barred Rock chickens. In the 1800's, one of these barred rock roosters won the grand …
        • Mountain Views
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (2)

        lovely stay

        Left on Sep 24, 2010 for a stay in August 2010

        The house is comfortable, clean, and convenient to Lenox, Stockbridge, and the rest of the Berkshires. Traffic from the street can be a bit loud at times, but it quiets down at night.

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