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$150

4 BR / 1 BA / Sleeps 7

19 Reviews

$150

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Gartner House, a charming home in Lenox

4 BR / 1 BA / Sleeps 7 | Quick view
“ Excellent ” 19 Reviews

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Reviews

(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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Reviews

(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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$250

3 BR / 2 BA / Sleeps 8

1 Reviews

$250

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N. Adams/Williamstown Exclusive Lakeside Home

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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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Reviews

(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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$200

1 BR / 1 BA / Sleeps 4

little blue cottage lots of cute! 1 mile to stockbridge center . pet friendly! - Berkshires vacation rentals
1 / 11

$200

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

1 BR / 1 BA / Sleeps 4 | Quick view

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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

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$172

3 BR / 2 BA / Sleeps 6

Charming get-a-way in Great Barrington Berkshires - Berkshires vacation rentals
1 / 16

$172

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Charming get-a-way in Great Barrington Berkshires

3 BR / 2 BA / Sleeps 6 | Quick view

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Charming get-a-way in a friendly residential neighborhood in Great Barrington. Our home is sunny and bright, with an eat-in-kitchen, casual living room and dining area with beautiful picture windows, three comfortable bedrooms, and 1.5 bathrooms. Fully furnished with an eclectic mix of modern and older finds from the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

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$500

3 BR / 2 BA / Sleeps 6

Vacation Home on 10 Acres with Pool and Spa - Berkshires vacation rentals
1 / 11

$500

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Vacation Home on 10 Acres with Pool and Spa

3 BR / 2 BA / Sleeps 6 | Quick view

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Vacation home centrally located in the Berkshires, 1 mile from Norman Rockwell and 3 miles from Tanglewood, on a quiet country road. Spacious grounds with large 2-level deck overlooking gardens and woods, private in-ground pool with pool house and deck, hot tub. House includes 3 bedrooms, 2 newly renovated baths, …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$120

1 BR / 1 BA / Sleeps 4

107 Reviews

$120

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Unique People & Pet-Welcoming Country Haven

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 107 Reviews

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Reviews

(107)

Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B's. We warmly welcome visitors who come to this beautiful and diverse area of Western Massachusetts with or without their companion animals. Since opening the cottage in…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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Reviews

(107)

A wonderful place to stay with or without pets.

Left on Mar 15, 2012 for a stay in February 2012

The cottage is clean, full of light and simply decorated. I have stayed in frilly, cutesy, flowery places that felt downright claustrophobic. The full-size kitchen has new appliances and is stocked with everything one could want, from coffee and teas to hot cereal and a variety of fresh fruit. Pat, the proprietor, spoiled me with fresh baked English scones each morning of my stay.
It is …

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$243

2 BR / 2 BA / Sleeps 4

1 Reviews

$243

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Cozy and clean in Gt Barrington- 1 week in summer!

2 BR / 2 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Our home is located in Great Barrington, given the title of the #1 Best Small Town in America by Smithsonian Magazine. There are many great restaurants, shopping, the Mahaiwe theater, a cineplex, golf, natural foods Co-op, a State Forest, yoga studio, and more. There are about twelve (12!) hiking trails in Great …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Porch
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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(1)

Easy, comfortable summer getaway!

Left on Feb 02, 2015 for a stay in August 2013

My cousin and I thoroughly enjoyed our stay. The house was cozy and very convenient for our needs. Having a laundry room just off the kitchen was great when we came back from the lake, the bedrooms were airy with cross ventilation and the screened in porch was a great place to linger over coffee in the morning. The location is also wonderful! It is only a 5 minute drive to lake Mansfield, 7or 8 …

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$170

1 BR / 1 BA / Sleeps 2

5 Reviews

$170

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RiverSong Suite In The Berkshires

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 5 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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Reviews

(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 …

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$140

3 BR / 1 BA / Sleeps 7

1 Reviews

$140

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Lakeside 2Bedroom Home in the Beautiful Berkshires

3 BR / 1 BA / Sleeps 7 | Quick view
“ Poor ” 1 Reviews

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Reviews

(1)

The Berkshires, in Western Massachusetts, are known as center of cultural activities, including but not limited to Tanglewood (the summer home of the Boston Symphony Orchestra), Shakespeare Theatre Festival, Jacobs Pillow, Williamstown Theatre Festival, plus numerous recreational opportunities for hiking, swimming, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(1)

Major Let Down

Left on Sep 10, 2014 for a stay in August 2014

I recently rented this vacation rental with a couple friends to go to Tanglewood and Kripalu. While the house has a lot of potential, it has been very poorly maintained. The owners require that you pay a $75 cleaning fee, but the house was clearly not cleaned before we arrived. The owners also mailed the wrong keys, so we were locked out of the house after Tanglewood until about midnight when …

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$250

3 BR / 2 BA / Sleeps 8

1 / 10

$250

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Josiah Loomis Homestead

3 BR / 2 BA / Sleeps 8 | Quick view

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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

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$225

2 BR / 2 BA / Sleeps 8

1 / 16

$225

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Wyndham Bentley Brook Jiminy Peak ski in/out

2 BR / 2 BA / Sleeps 8 | Quick view

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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

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$250

2 BR / 1 BA / Sleeps 5

2 Reviews

$250

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1940's Cabin with fantastic 180o mountain views!!

2 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Please note that this property is not winterized so it's not available this winter of 2012. I am winterizing this spring & the property will be available on a year around basis stating on 5/15/2013. Please go to (website: hidden) listing #219964 to see my reviews, I am new to flipkey. Located in South Egremont, 3 …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly

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Reviews

(2)

What a wonderful cabin! What an amazing location! - The perfect log cabin getaway

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

This was a perfect weekend for us. I am very picking when choosing a cabin rental because I want it to be "just right--" to fit into all of my ideal visions of the quintessential cozy cabin. Jonathan's Luka Lodge has it-- you feel totally isolated and yet you're only minutes away from delicious restaurants and gourmet shopping. The furnishings and decor are subdued and add to the rustic but …

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$100

2 BR / 1 BA / Sleeps 4

4 Reviews

$100

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The House in Pumpkin Hollow B&B

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

The House in Pumpkin Hollow Bed and Breakfast is nestled in the foothills of the Berkshires in Conway, Masschusetts. It is surrounded by woods. fields, and other historic homes. Ideally situated 6 miles off Route 9, it is close to Northampton, Deerfield, Brattleboro, Amherst and Shelburne Falls. This spacious, 1860 …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(4)

Lovely Stay

Left on Apr 03, 2014 for a stay in October 2013

We so enjoyed our stay at The House in Pumpkin Hollow in the sweet town of Conway. We needed a getaway and it was perfect. Diane and her darling dogs greeted us, and she was available for any questions we had. She's a warm and engaging host. The house is stunning with beautiful decor, antiques, large windows and a curving staircase up to our rooms. It was quiet and very private. Nice restaurants …

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$575

3 BR / 3 BA / Sleeps 5

1 / 5

$575

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Artist designed luxury in Stockbridge

3 BR / 3 BA / Sleeps 5 | Quick view

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Private setting on over three acres, this artist designed and newly renovated home has cathedral ceilings in all rooms. It features a luxurious and spacious master bedroom suite with jacuzzi tub & outdoor shower Skylights are everywhere and designed to let in the light and mountain views from every room. Relax in …
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible

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$445

5 BR / 5 BA / Sleeps 16

1 / 17

$445

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House On Main Street

5 BR / 5 BA / Sleeps 16 | Quick view

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Lots of space, great yard, plus you can walk to everything: restaurants, museums, Williams College, theater, night life, etc. This beautifully maintained historic House On Main Street was known as the Victorian Tourist & Antique House in a by-gone era. It was originally constructed in the mid 1700's and was …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Wheelchair accessible - ask

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$200

1 BR / 1 BA / Sleeps 6

1 / 7

$200

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the BIG room at chestnut lodge

1 BR / 1 BA / Sleeps 6 | Quick view

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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

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$300

2 BR / 2 BA / Sleeps 6

8 Reviews

$300

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Wyndham Bentley Brook at Jiminy Peak

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

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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Reviews

(8)

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 …

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$300

4 BR / 3 BA / Sleeps 10

1 / 9

$300

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Charming Village- Great House

4 BR / 3 BA / Sleeps 10 | Quick view

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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

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$175

2 BR / 2 BA / Sleeps 6

1 / 4

$175

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Berkshires Rental 15 minutes to Tanglewood

2 BR / 2 BA / Sleeps 6 | Quick view

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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

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$130

1 BR / 1 BA / Sleeps 4

1 / 16

$130

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Cultural Playground 1 bed, walk to Red Lion Inn.

1 BR / 1 BA / Sleeps 4 | Quick view

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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
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$200

2 BR / 1 BA / Sleeps 4

1 / 10

$200

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Berkshire Schoolhouse Cottage

2 BR / 1 BA / Sleeps 4 | Quick view

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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

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$300

3 BR / 4 BA / Sleeps 6

1 / 16

$300

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Charming Home Nestled in the Berkshires

3 BR / 4 BA / Sleeps 6 | Quick view

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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

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$199

1 BR / 1 BA / Sleeps 3

12 Reviews

$199

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Berkshires: Romantic Cottage with spectacular view

1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 12 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

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(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 …

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$375

4 BR / 3 BA / Sleeps 8

16 Reviews

$375

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Beautiful Berkshire House w/ Tennis

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 16 Reviews

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Reviews

(16)

Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hours north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. 88 acres of land with views of Mt. Washington and Mount Everett promises privacy, …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(16)

home on the range

Left on Jul 08, 2010 for a stay in May 2003

my wife and i stayed at this lovely home for the entire summer, may through october, and we returned during the new year holiday the following winter. the setting is extremely private and sits on a gorgeous field surrounded on one side by the mountains and the other side of woods and cleared fields with an infinite skyscape, especially interesting on a starry night for heaven seekers.
the home …

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$200

2 BR / 2 BA / Sleeps 6

1 / 24

$200

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Cultural Playground 2 bed, 5 minutes to Tanglewood

2 BR / 2 BA / Sleeps 6 | Quick view

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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
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$250

2 BR / 1 BA / Sleeps 5

1 / 14

$250

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Lenox Walk to Town / Tanglewood

2 BR / 1 BA / Sleeps 5 | Quick view

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This summer cottage built in the 1950's has recently been completely renovated from stem to stern to bring it up to date with the most current design standards. It is a 2-bedroom, 1-bathroom space with a beautiful backyard for grilling. There is also an amazing dining room surrounded by windows and the lush forest …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$150

3 BR / 2 BA / Sleeps 8

1 Reviews

$150

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Berkshire's Getaway ---Peace & Tranquility

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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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.

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$500

3 BR / 3 BA / Sleeps 8

1 Reviews

$500

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

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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 …

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$150

3 BR / 1 BA / Sleeps 5

1 / 9

$150

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Hillside Hideaway with Trout Stream

3 BR / 1 BA / Sleeps 5 | Quick view

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You can 'have it all' in the Berkshires! Our cozy contemporary home is less than 30 minutes from all Berkshire cultural and historical attractions, but tucked away in woodsy peace and privacy. Our four acres look out over a large lawn, lovely flower and herb garden, old apple orchard, and trout stream to a facing …
  • Suitable for children

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$120

2 BR / 1 BA / Sleeps 8

1 Reviews

$120

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Apartment walking distance to Mass MoCa!!

2 BR / 1 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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

Details

Reviews

(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.

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$200

1 BR / 1 BA / Sleeps 2

1 Reviews

$200

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Writer's Room at Chestnut Lodge

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

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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, …

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$150

1 BR / 1 BA / Sleeps 2

1 Reviews

$150

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the yellow room at the chestnut lodge

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

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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.

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$450

1 BR / 1 BA / Sleeps 2

1 Reviews

$450

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rustic Chestnut Lodge! vintage Berkshires home !

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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.

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$150

1 BR / 2 BA / Sleeps 4

1 / 12

$150

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Berkshires Resort Apartment

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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$145

1 BR / 1 BA / Sleeps 6

1 Reviews

$145

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PanoramicView1000 sq ft Guest Quarters Berkshires

1 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

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.

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$375

2 BR / 2 BA / Sleeps 6

1 / 5

$375

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July4th Berkshires/James Taylor/2Bed Presidential

2 BR / 2 BA / Sleeps 6 | Quick view

Details

I have a corner unit first floor 2-bed resort presidential suite in beautiful Berkshires! Just 2 hours drive down the Mass Pike from Boston. It's July 4th week and James Taylor will be playing at Tanglewood. This is one of the most sought after concerts every year and you wouldn't want to miss it! Tanglewood/Lenox is …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$600

2 BR / 2 BA / Sleeps 5

3 Reviews

$600

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July 26 to August 2 Berkshire Oak & Spruce resort

2 BR / 2 BA / Sleeps 5 | Quick view
“ Very Good ” 3 Reviews

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Reviews

(3)

Prime week 2br 2ba Berkshire Oak & Spruce resort time share. Full amenities indoor and outdoor pools. Tennis, basketball, mini golf, game room, movie theater on resort. A short drive to tangle wood, lakes etc.
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Peaceful, Quiet, and Scenic

Left on Jun 25, 2014 for a stay in June 2014

I was planning to spend the week traveling around the upper Northeast of the US (Conn, Rhode Island, New Hampsire, Vermont, Maine, and New York.) I chose this resort based on its central location and that it had two bedroom/two bath untis available.

Other than checking in late at night (quite efficient and pleasent by the way), the only other contact I had with resort staff was the minor …

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$350

3 BR / 2 BA / Sleeps 5

1 / 16

$350

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Berkshire Waterfront Home

3 BR / 2 BA / Sleeps 5 | Quick view

Details

Lovey 3 Bedroom house on 200 acres in the Beautiful Berkshires. Drive in, close the gate and enjoy the privacy, sunny lawn leading to a small private lake for swimming, canoeing, fishing. Fully furnished and stocked with everything you need for a stay with family or friends. New bathrooms and kitchen, Pine Cone …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$230

1 BR / 1 BA / Sleeps 2

1 / 16

$230

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Cill Aodain Cabin

1 BR / 1 BA / Sleeps 2 | Quick view

Details

One bedroom, one bathroom cottage on beautiful country road. Private garden and screened-in porch. Two miles to shops and restaurants of downtown Great Barrington. Enjoy nearby skiing, cycling, fishing, hiking and golf. The Space: Quaint cottage with wood burning stove. Ideal base for enjoying the best of the …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Deck
  • Parking
  • Pet friendly
  • Suitable for children - ask

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$175

1 BR / 1 BA / Sleeps 2

1 / 2

$175

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chestnut lodge Queens Room

1 BR / 1 BA / Sleeps 2 | Quick view

Details

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

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$99

3 BR / 2 BA / Sleeps 6

22 Reviews

$99

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The Cottage B&B near Tanglewood in The Berkshires

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 22 Reviews

Details

Reviews

(22)

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

Details

Reviews

(22)

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 …

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$225

1 BR / 1 BA / Sleeps 2

1 / 8

$225

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Romantic Berkshire Cottage on Storybook Estate

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

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$125

1 BR / 1 BA / Sleeps 2

1 / 10

$125

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ground floor garden room

1 BR / 1 BA / Sleeps 2 | Quick view

Details

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

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$185

2 BR / 2 BA / Sleeps 4

9 Reviews

$185

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Serene Lakefront Cottage

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 9 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…

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$150

3 BR / 2 BA / Sleeps 7

13 Reviews

$150

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Berkshires House, 40 wooded acres, Lake Frontage

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 13 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

Details

Reviews

(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…

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$188

4 BR / 2 BA / Sleeps 10

1 / 12

$188

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Lakefront Berkshires Ski/Summer House, Great Views

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Located in a wooded area overlooking a pristine lake, this woodsy style contemporary is a sportsman's paradise. It's a short drive to skiing (Jiminy Peak, Butternut, Catamount) and cultural attractions, (Tanglewood, National Music Center, Aston Magna, etc.) or you can fish, swim, boat, hike, or lounge on the deck and …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$750

5 BR / 5 BA / Sleeps 12

1 / 7

$750

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Deluxe New Home, 2 Master Suites, Tanglewood Area

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

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$643

6 BR / 6 BA / Sleeps 12

1 / 25

$643

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Berkshire Estate: Exquisitely furnished 7,000sf

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

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$300

3 BR / 2 BA / Sleeps 5

2 Reviews

$300

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Perfect Getaway for Body, Mind and Soul

3 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 2 Reviews

Details

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

Details

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!

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$250

1 BR / 1 BA / Sleeps 4

1 / 8

$250

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Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate

1 BR / 1 BA / Sleeps 4 | Quick view

Details

Santarella Estate and Gardens in Tyringham, MA is a magical destination in the heart of one of the Berkshires' most beautiful valleys, located 3 miles from Interstate 90 and 15 minutes from most of the principal attractions (Tanglewood, Jacob's Pillow, Norman Rockwell museum, etc.) Pictures are worth a thousand words…
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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