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$300

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Wyndham Bentley Brook at Jiminy Peak

Hancock resort – 6.1 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent9 Reviews

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(9)

Berkshires > Hancock resort
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 – 6.9 mi away
2 BR / 2 BA / Sleeps 4 | Quick view
Very Good1 Reviews

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(1)

Berkshires > Hancock house
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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(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 …

$130

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Apartment walking distance to Mass MoCa!!

North Adams condo – 10.3 mi away
2 BR / 1 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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(1)

Berkshires > North Adams condo
I have a 2 to 3 bedroom first floor apartment located in a dead end street. This spacious 8 room apartment is surrounded by woods and minutes from downtown North Adams or Williamstown!! It is also walking distance to Mass MoCa!!! Animals are welcome is needed. . The master bedroom has an extended queen sleep number…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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(1)

Friendly host ample space

Left on Jul 06, 2014 for a stay in July 2014

Stephanie was helpful and accommodating of us and our last minute request . Sheafs it easy to stay, come and go and we found the location convenient yet private and remote from noise.

$350

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Historic South Lee Schoolhouse near Stockbridge

Lee house – 19.8 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent6 Reviews

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(6)

Berkshires > Lee house
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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(6)

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.

$250

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Berkshire Farmhouse Vacation

West Stockbridge house – 20.0 mi away
5 BR / 2 BA / Sleeps 12 | Quick view
Excellent15 Reviews

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(15)

Berkshires > West Stockbridge house
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. …

$199

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The Cottage B&B near Tanglewood in The Berkshires

Stockbridge B&B – 18.9 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent23 Reviews

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(23)

Berkshires > Stockbridge B&B
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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(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 – 17.8 mi away
3 BR / 2 BA / Sleeps 5 | Quick view
Excellent2 Reviews

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(2)

Berkshires > Lee cottage
** 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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(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!

$150

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Gartner House, a charming home in Lenox

Lenox condo – 14.6 mi away
4 BR / 1 BA / Sleeps 7 | Quick view
Excellent19 Reviews

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(19)

Berkshires > Lenox condo
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 …

1 / 6

$70

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ROOM walking distance to Mass MoCa

North Adams apartment – 10.3 mi away
1 BR / 1 BA / Sleeps 2 | Quick view

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Berkshires > North Adams apartment
I have a two bedroom apartment and I am renting out the spare bedroom. It is at the end of a dead end street with a huge wooded backyard that includes a grill, picnic table and two fire pits. It is walking distance to Mass MoCA and minutes from downtown Williamstown and/or downtown North Adams. The spare bedroom …
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children

$145

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PanoramicView1000 sq ft Guest Quarters Berkshires

Hancock cottage – 6.8 mi away
1 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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(1)

Berkshires > Hancock cottage
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

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(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.

$250

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N. Adams/Williamstown Exclusive Lakeside Home

North Adams house – 10.2 mi away
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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(1)

Berkshires > North Adams house
Windsor Cottage is a beautiful, newly renovated lakeside retreat located on Windsor Lake in North Adams, MA. where you can enjoy your own private water access from your front lawn. You will feel like you are in the middle of the forest, yet you are in walking distance to the town, Mass MoCA and Massachusetts …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Fireplace
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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(1)

Charming, serene and immaculate cottage on Windsor Lake

Left on Aug 16, 2014 for a stay in August 2014

The cottage is well located, seemingly remote, but with nearby access to local attractions and restaurants. I enjoyed sitting on the deck, looking out over the water in the morning - very peaceful. The charming furnishings and immaculately maintained rooms made for a very pleasant stay. I would highly recommend this property.

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$225

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Wyndham Bentley Brook Jiminy Peak ski in/out

Hancock condo – 6.1 mi away
2 BR / 2 BA / Sleeps 8 | Quick view

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Berkshires > Hancock condo
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 / 7

$750

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Deluxe New Home, 2 Master Suites, Tanglewood Area

Lee house – 18.3 mi away
5 BR / 5 BA / Sleeps 12 | Quick view

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Berkshires > Lee house
--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

$360

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

Lee house – 17.5 mi away
5 BR / 3 BA / Sleeps 11 | Quick view
Very Good8 Reviews

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(8)

Berkshires > Lee house
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 …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional

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    (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 – 17.2 mi away
    3 BR / 2 BA / Sleeps 7 | Quick view
    Excellent4 Reviews

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    (4)

    Berkshires > Stockbridge cottage
    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

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    (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 …

    $150

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    the yellow room at the chestnut lodge

    Lee B&B – 17.4 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view
    Excellent1 Reviews

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    Reviews

    (1)

    Berkshires > Lee B&B
    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

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    (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 – 17.4 mi away
    2 BR / 1 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

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    (2)

    Berkshires > West Stockbridge condo
    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

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    (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 – 17.5 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view
    Excellent1 Reviews

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    Reviews

    (1)

    Berkshires > Lee B&B
    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

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    (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, …

    $200

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    Stockbridge Bowl house

    Stockbridge house – 17.8 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Very Good3 Reviews

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    Reviews

    (3)

    Berkshires > Stockbridge house
    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

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    (3)

    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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    $200

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    Retreat in the Woods

    Savoy house – 9.7 mi away
    2 BR / 1 BA / Sleeps 4 | Quick view

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    Berkshires > Savoy house
    Located in a quiet corner of the northern Berkshires, this lovely two-bedroom home has a combined living room/kitchen with cathedral ceilings and a spacious bathroom complete with a 2-person jacuzzi tub. The house is located about a mile from beautiful Tannery Falls in the Savoy State Forest and other hiking trails …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Porch
    • Parking
    • Suitable for children - over five
    • Suitable for the elderly - ask
    1 / 18

    $500

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    BEAUTIFUL LINDAL CEDAR HOME WITH GREAT LAKE VIEW

    Hinsdale house – 8.1 mi away
    4 BR / 3 BA / Sleeps 8 | Quick view

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    Berkshires > Hinsdale house
    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 / 18

    $400

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    LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE

    Lenox house – 16.9 mi away
    4 BR / 2 BA / Sleeps 10 | Quick view

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    Berkshires > Lenox house
    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

    $150

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    Berkshire's Getaway ---Peace & Tranquility

    Pittsfield house – 9.8 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

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    Reviews

    (1)

    Berkshires > Pittsfield house
    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.

    $175

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    Berkshire Gorge House

    New Ashford house – 5.1 mi away
    4 BR / 3 BA / Sleeps 7 | Quick view
    Excellent15 Reviews

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    (15)

    Berkshires > New Ashford house
    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

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    (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 …

    $135

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    Lakeview home with swingset & firepit!

    Richmond house – 12.7 mi away
    3 BR / 1 BA / Sleeps 6 | Quick view
    Excellent4 Reviews

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    Reviews

    (4)

    Berkshires > Richmond house
    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

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    (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 …

    $300

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    Private Berkshire Retreat. Pets Welcome.

    Hancock house – 7.0 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent8 Reviews

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    Reviews

    (8)

    Berkshires > Hancock house
    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

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    (8)

    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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    LAST MINUTE AUGUST DATES 3rd week plus LABOR DAY

    West Stockbridge house – 17.5 mi away
    3 BR / 3 BA / Sleeps 7 | Quick view
    Excellent5 Reviews

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    Reviews

    (5)

    Berkshires > West Stockbridge house
    Located in West Stockbridge minutes from everything . Nestled in the Berkshire Mountains. Convenient yet Private Visit our web-site ataberkshirehomeThe 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, a …
    • Mountain Views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

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    (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…

    $212

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    Berkshire house w/ fireplace, A/C, WiFi & laundry

    Plainfield house – 11.6 mi away
    3 BR / 2 BA / Sleeps 10 | Quick view
    Excellent16 Reviews

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    Reviews

    (16)

    Massachusetts > Plainfield house
    Experience a Berkshire get-away in this huge secluded luxury modern house. It's the only house that is surrounded by 10,000 Acres of protected Hawley State forest. Escape from headaches and the rat race. No cell phone reception here! But we have WiFi and a house phone. We like to define our country home as a place to …
    • Ocean or water views
    • Mountain Views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (16)

    Majestic peaceful location

    Left on Mar 25, 2013 for a stay in July 2012

    The house is large and roomy with a nice open porch. The backyard opens onto a beautiful lake which is fun to hike around, explore the old water mill ruins and fish. Had great time tubing down the river and visiting the locale historic sites. Great place to stay

    1 / 19

    $200

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    Charming Berkshires lakefront house, great views

    Cheshire house
    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    Berkshires > Cheshire house
    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 – 6.0 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Berkshires > Hancock condo
    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.

    $135

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    Flight's End-A Country Home with Babbling Brook

    Hawley house – 15.5 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent5 Reviews

    Details

    Reviews

    (5)

    Massachusetts > Hawley house
    3 Bedroom house, know as Flight's End, is for rent by day, weekend, week or month. Great for romantic get away or a family outdoor vacation. Not a party house. Fifteen minutes to Charlemont, Ashfield and Shelburne Falls. House is located on a brook and across the road from a private pond (not suitable for …
    • Ocean or water views
    • Mountain Views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (5)

    lovely bucolic setting in the berkshires

    Left on Jun 07, 2014 for a stay in May 2014

    Such a sweet little home. Tucked away but easy drive to so many sights and activities. We loved the decor, the gardens around the home, the pond across the street.

    Great getaway.

    Thanks,

    Caleb and Anu

    $150

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    Stone School Cottage

    Lanesboro cottage – 2.8 mi away
    2 BR / 1 BA / Sleeps 4 | Quick view
    Excellent12 Reviews

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    Reviews

    (12)

    Berkshires > Lanesboro cottage
    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. We are about 8 minutes away from Jiminy Peak and near Tanglewood …
    • 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 …

    $100

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    Yankee Suites Extended Stays

    Pittsfield condo – 8.6 mi away
    1 BR / 1 BA / Sleeps 5 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Berkshires > Pittsfield condo
    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 – 16.2 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Very Good2 Reviews

    Details

    Reviews

    (2)

    Berkshires > Lee condo
    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.

    1 / 8

    $130

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    New Timberframe House Rental in the Berkshire Mountains, Masschusetts

    Hinsdale house – 12.1 mi away
    3 BR / 2 BA / Sleeps 7 | Quick view

    Details

    Berkshires > Hinsdale house
    Located on 19 acres of forest and a creek, mixing modern and traditional with a charming two story wall of windows overlooking a back deck. This comfortable furnished home has two bedrooms with an additional open loft area for a third bedroom, two baths, all hardwood floors, and contains a large kitchen with all new …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Central heating
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    1 / 8

    $432

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    Hawk Mountain Lodge at Zoar Outdoor

    Charlemont house – 15.6 mi away
    5 BR / 3 BA / Sleeps 14 | Quick view

    Details

    Berkshires > Charlemont house
    Hawk Mountain Lodge offers a year-round New England vacation experience! Enjoy comfortable accommodations conveniently located in Charlemont in the northern Berkshires, just 2.5 hours from Boston and 3.5 to 4 hours from New York City. Overlooking the Deerfield River Valley and Berkshire East Ski Resort, our …
    • Ocean or water views
    • Mountain Views
    • Internet Access
    • Housekeeping Optional
    • Central heating
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    $225

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    2200sf Country House on 16 Acres-2 Miles to Jiminy

    Hancock house – 6.5 mi away
    4 BR / 2 BA / Sleeps 10 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Berkshires > Hancock house
    Come and enjoy our beautiful mountain retreat - A home for every season. This charming home away from home is a wonderful place for family, friends and romance. Only 3 minutes from Jiminy Peak! With over 2200 square feet, this new country home has plenty of space for everyone yet a very cozy feel. Each one of the 3…
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    Had a great time!

    Left on Oct 07, 2010 for a stay in August 2010

    The house was very clean and well supplied. The location is very convenient to fun family activities.

    1 / 10

    $250

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    Josiah Loomis Homestead

    Richmond house – 13.3 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Berkshires > Richmond house
    In 1832, Josiah Loomis bought a parcel of land "and the structures thereon", along what was then known as "Massachusetts Turnpike No. 10," the toll road between Albany, NY and Hartford, CT. Josiah Loomis, when he owned this property, could never have imagined what it would look like 180 years later. His 3 room …
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    1 / 16

    $300

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    Charming Home Nestled in the Berkshires

    Becket house – 17.8 mi away
    3 BR / 4 BA / Sleeps 6 | Quick view

    Details

    Berkshires > Becket house
    Charming 3 bedroom home nestled on 5 acres of secluded woods in the beautiful Berkshire Mountains. Located in the lovely town of Becket on a private road. Completely updated home with a large, open floor plan. Master bedroom with attached private full bathroom on first floor, two additional bedrooms on second …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    $250

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    Charming, secluded 1860's farmhouse

    Lenox house – 12.5 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Berkshires > Lenox house
    Charming, spacious and comfortable 1860's farmhouse adjacent to wildlife sanctuary. Cozy country decor with original wide plank floors, lovely views and outdoor dining or lounging on porch or deck. Walking distance to hiking trails in Pleasant Valley Wildlife Preserve or Kennedy Park. Quiet and private, yet …
    • Mountain Views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Comfortable and funky home for family vacation

    Left on Jul 08, 2015 for a stay in July 2015

    Lovely farmhouse, convenient to Tanglewood and shops in Lenox as well as other nearby towns and sights. We were a family of 7, including a 2 year old, and the swing set in the backyard was a great plus. Very comfortable furnishings with room for all. Enjoyed the ping pong table and access to the kayaks. Enjoyed nearby lakes and hiking. Good wifi. Quiet surroundings. Great porch for reading…

    1 / 4

    $175

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    Berkshires Rental 15 minutes to Tanglewood

    South Lee apartment – 19.9 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Berkshires > South Lee apartment
    Two Bedroom two bathroom condo located on beautiful resort in the Berkshires. Oak and Spruce Resort located 15 minutes to Tanglewood is the summer home in the Berkshires of the Boston Symphony Orchestra. Condominium sleeps 6 with an eat in kitchen and living area. Recreational activities, ample parking located in …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    $450

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    rustic Chestnut Lodge! vintage Berkshires home !

    Lee B&B – 17.1 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Berkshires > Lee B&B
    handsome and welcoming, this authentic Berkshire lodge will make you feel like you`re in an old fashioned Christmas card! fireplace blazing, wood floors post and beam, hand planed planks. in the kitchen the floor is marble slabs from the famous lee marble quarry. Daniel Chester French, the designer of the Lincoln …
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Washing Machine
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Beautiful, historic, atmospheric, peaceful, getaway lodge.

    Left on Jun 12, 2014 for a stay in August 2013

    I had several summer months here, it never disappoints. Full of nature's bounty, hospitable host, friendly vacationers. Very close to all the best of the Berkshires, Tanglewood, dance, theater, Shakespeare, art, homes of historical writers and sculptors. Or just relaxing and reading and often game nights. Smoke free. I look forward to my return.

    1 / 2

    $175

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    chestnut lodge Queens Room

    Lee B&B – 17.5 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    Berkshires > Lee B&B
    Sunny, light , bright and wide! the queens room is one of the biggest rooms and has private ensuite bathroom with tub/shower. 2 big closets, large writing desk, comfy conversation area, 2 dressers full sized bed. a section of the room has original ceilings so persons taller than 6'2" would be happier in the writer'…
    • Pet friendly - ask
    • Suitable for the elderly - ask
    1 / 7

    $200

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    the BIG room at chestnut lodge

    Lee B&B – 17.5 mi away
    1 BR / 1 BA / Sleeps 6 | Quick view

    Details

    Berkshires > Lee B&B
    sleeps 4 can combine with writer's room for large suite, private entrance. fireplace or windowed woodstove, ceiling fans cathedral ceiling, terrace with seating, pasture and forest views. windows line both sides of room and feels like a treehouse. beautiful wood floors and soft carpets make you feel right at home, …
    • Pet friendly
    • Suitable for children - ask
    1 / 10

    $125

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    ground floor garden room

    Lee B&B – 17.4 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    Berkshires > Lee B&B
    the garden room is a small room with a full sized bed. everything is floral, even the closet walls. it 's a sweet room with even a wood stove. it has an entrance to the courtyard just outside in the hall, the bath may be shared depending on the situation. bath has shower and lovely old sink. bath is ceramic tiled. …
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Outdoor Dining Area
    • Balcony or terrace
    • Pet friendly - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    1 / 11

    $200

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    little blue cottage lots of cute! 1 mile to stockbridge center . pet friendly!

    Lee cottage – 19.9 mi away
    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Berkshires > Lee cottage
    cute cozy cottage, screened porch with views, close to everything, sleeps 4 . nice yard with big old trees and soft grass. gas bbq, just one mile to stockbridge center , Berkshire theatre festival. 5 miles to tanglewood, lenox , kripalu. 10 minutes to great barrington. bath has shower. full kitchen with peninsula…
    • Mountain Views
    • Internet Access
    • Fireplace
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    $500

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    Fall/ Winter- Spectacular Setting-Family- Ski Sled Hike Fish Relax

    Stockbridge house – 19.3 mi away
    3 BR / 3 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Berkshires > Stockbridge house
    A home for the family: SKIING, SNOWSHOEING, AND SLEDDING. Fall and Winter availability. Behind the house, on the property is a HUGE hill that is great for sledding. 12 mins to Butternut. 25 mins to Jiminy. Across the road is a park that is great fun to hike, snowshoe, CC ski, and explore. A 1/4 mile driveway …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Pet friendly
    • Suitable for the elderly

    Details

    Reviews

    (1)

    A little piece of paradise!

    Left on May 18, 2010 for a stay in July 2009

    This house had it all... my wife and I loved our time there. During the day we would either sit on the deck and read or go swimming in our own private lake that was very, very clean. It was close to town for us to go shopping and there were lot's of places to take walks and things to see and do. At night we would make a fire outside in the fire pit and we would soak in the hot tub. The house was …

    1 / 10

    $300

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    Comfortable Farmhouse in the Berkshires

    West Stockbridge farmhouse barn – 18.3 mi away
    5 BR / 3 BA / Sleeps 12 | Quick view

    Details

    Berkshires > West Stockbridge farmhouse barn
    Rent a comfortable 1840 farmhouse with 26 acres in the Berkshire mountains. Walk to the village of West Stockbridge or a short drive to all the Berkshire attractions. Close to the ski resorts of Butternut, Bousquet, Catamount and Jiminy Peak. The house sleeps 10 to 12 people and is fully equipped. There's a sewing …
    • Mountain Views
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    1 / 13

    $200

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    Berkshires- 2015 Summer Rental July And August

    Hancock condo – 7.7 mi away
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Berkshires > Hancock condo
    Luxury condo in hancock, ma ....Three bedrooms, loft, 2 baths, living room, kitchen with dining area, a/c, deck w/grill et al, heated pool, tennis court, mountain view. Near williamstown theater, clark art museum, tanglewood and three local golf courses.
    • Mountain Views
    • Sauna
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Suitable for children
    • Suitable for the elderly
    1 / 6

    $250

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    Jiminy Peak Ski Resort-Country Village's Best Unit

    Hancock condo – 6.2 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Berkshires > Hancock condo
    Two Bedroom Ski Condo at base of Jiminy Peak. Renovated kitchen, fireplace, deck and a large livingroom with vaulted ceilings. Rent from the owner and save.
    • Fireplace
    • Housekeeping Optional
    • Central heating
    • Linens Provided
    • Towels Provided
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
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