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$72

2 BR / 2 BA / Sleeps 8

2 Reviews

$72

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Wyndham Bentley Brook - 2 Bedroom 2 Bath

2 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

The Two-Bedroom Condos are the ultimate Hancock, Massachusetts vacation retreat. Apart from two ultra-spacious private bedrooms and two oversized bathrooms, take advantage of the washer and dryer and fully equipped kitchen for additional travel savings. Create fun filled memories just minutes from Wyndham Bentley …
  • Sauna
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Nice place to gather with friends

Left on Aug 19, 2014 for a stay in August 2014

The condo has a full kitchen and living room, making it pleasant to gather with family and/or friends in the evening or on a rainy day.

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$130

3 BR / 2 BA / Sleeps 7

New Timberframe House Rental in the Berkshire Mountains, Masschusetts - Berkshires vacation rentals
1 / 8

$130

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New Timberframe House Rental in the Berkshire Mountains, Masschusetts

3 BR / 2 BA / Sleeps 7 | Quick view

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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

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$122

2 BR / 2 BA / Sleeps 4

Berkshires on the Pond - Berkshires vacation rentals
1 / 6

$122

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Berkshires on the Pond

2 BR / 2 BA / Sleeps 4 | Quick view

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Lovely house on pond, Beautiful views of pond from every room, except one. Lounge on the deck with a glass of wine watch the Great Blue Heron has he stalks his fish, see the beavers swim lazily across the pond, flapping their tails to let you know they are there. Every room but one has a water view. Bedroom sleeps …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly - ask

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$130

1 BR / 1 BA / Sleeps 4

Cultural Playground 1 bed, walk to  Red Lion Inn. - Berkshires vacation rentals
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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$70

1 BR / 1 BA / Sleeps 2

ROOM walking distance to Mass MoCa - Berkshires vacation rentals
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$70

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ROOM walking distance to Mass MoCa

1 BR / 1 BA / Sleeps 2 | Quick view

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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

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$125

2 BR / 1 BA / Sleeps 6

2 Reviews

$125

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Cozy & Modern Home -mins from Tanglewood & Kripalu

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

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

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Reviews

(2)

Great home, great location

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

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

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$100

1 BR / 1 BA / Sleeps 5

1 Reviews

$100

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Yankee Suites Extended Stays

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

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Reviews

(1)

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

Details

Reviews

(1)

Excellent Rooms Plus Exceptional Service

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

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

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

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$43

2 BR / 2 BA / Sleeps 8

1 Reviews

$43

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Vacation Village BerkshiresMar20-Apr.3, Only$299WK

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

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Reviews

(1)

Fantastic Value at over 50% off the retail rates! Great Fall Season pricing of only $299 for each entire week's stay! No other fees due! We own this timeshare and can't use it this year! March 20-27th and March 27 to April 3, 2015.-. 2 bedroom, 2 bath, sleeps 6 Fully furnished with cooking utensils, linens and …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - adapted

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Reviews

(1)

Secluded spot, not overly commercialised

Left on Feb 16, 2015 for a stay in September 2014

Didn't go late enough for the Fall Foliage, but even as the leaves were just turning this was a lovely resort to visit. We go to the Highlands of Scotland every other year where the air is so fresh and pure that you want to bottle it. But in this corner of New England we found an environment that nearly matched the Caledonian air!

But in it's favour it is much warmer and the outdoor pool and…

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$134

3 BR / 2 BA / Sleeps 6

1 / 13

$134

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Berkshires- 2015 Summer Rental July And August

3 BR / 2 BA / Sleeps 6 | Quick view

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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

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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

Details

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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$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

Details

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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$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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$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

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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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$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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$50

1 BR / 1 BA / Sleeps 1

1 / 6

$50

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SKI HOUSE IN MONTEREY MASSACHUSETTS

1 BR / 1 BA / Sleeps 1 | Quick view

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We rent our house for a full winter season from November through March. You can enjoy all holidays, school breaks, weekends during the winter in your own winter wonderland. Contact us for all details. Walk to charming 200 year old Monterey with library, playground, playing fields, ice skating rink.15 minutes to Great …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$100

4 BR / 3 BA / Sleeps 15

8 Reviews

$100

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Race Mountain House

4 BR / 3 BA / Sleeps 15 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

The Race Mountain House is set high on the slopes of the Taconic Mountains in Southern Berkshire County. Large, east-facing windows look out over a sweeping view of the Housatonic River Valley. In the early hours, the house floods with warm morning light and sunrises are spectacular. The inviting, creative design …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(8)

Perfect weekend getaway!

Left on Feb 12, 2014 for a stay in December 2013

A truly beautiful house in such a magical place! I spent a lovely weekend here with a group of friends from NYC, and we all had our own space to relax, and enjoyed coming together to cook and unwind in the spacious kitchen and living room (the fire place is awesome!). The perfect spot for a peaceful weekend in the woods, plus it's only a short walk to Race Brook Lodge to enjoy some food and …

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$125

2 BR / 1 BA / Sleeps 4

8 Reviews

$125

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Quiet Comfortable Cabin 5 Min. Walk to Lake

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

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

Details

Reviews

(8)

Quaint,relaxing Berkshire getaway

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

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


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