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Vacation rentals in Great Barrington, MA

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All 16 Rentals in Great Barrington
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From
$311
Per Night
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1 / 10
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2 Bedrooms, 1 Bathroom, Sleeps 5
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$280
Per Night
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1 / 10
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1 Bedroom, 1 Bathroom, Sleeps 3
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$747
Per Night
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1 / 33
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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$436
Per Night
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1 / 27
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5 Bedrooms, 4 Bathrooms, Sleeps 10
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Details Reviews (2) Make Enquiry
Amenities & Details
  • Safe
  • Satellite TV
  • Ceiling Fans
  • Dishwasher
  • DVD Player
  • Refrigerator
  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Shaker Hill is a quirky rambling farmhouse located less than 3 hours from NYC and Boston. Hidden away down a 400’ unpaved driveway on 30 acres of fields and forest in the heart of the Berkshires, Shaker Hill is totally private and surrounded by 30 acres of rolling fields, diverse wetlands,... View all property information
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3 of 5 stars Reviewed 11 September 2014
This is a very large house, more than adequate in size for a group of ten people. It has a big yard and a spectacular view of the mountains, especially from an upstairs window...
4 of 5 stars Reviewed 4 January 2015
MAにあるSki Butternut というスキー場を利用するため、クリスマスからお正月にかけて、6泊7日で滞在しました。4家族(大人7人、子供5人・子供は5歳と7歳)というグループでしたが部屋の広さは十分で、非常に快適に過ごすことができました。 【ロケーション】 Butternut...
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From
$810
Per Night
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1 / 22
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4 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Parking
  • Fireplace
  • Garage
  • Dishwasher
  • Washer
  • Grill
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This immaculate home is the place for relaxing, entertaining and sharing great times with family and friends. The house sets over 4 beautifully wooded acres. We call it the 'illision of seclusion,' as it is very private and yet is 5 minutes from the town as well as lakes, hiking, movies, theater,... View all property information
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From
$3,052
Per Week
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1 / 9
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5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Waterfront
  • Grill
  • Fireplace
  • Dryer
  • Ceiling Fans
  • Refrigerator
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Attractive year-round lakefront house in a wooded area on a pristine Round Pond in the Berkshires. Relax and enjoy the view from your deck or dock. Fish from the dock or take the boat out onto the lake. Ideal family retreat in Great Barrington and only a short drive to cultural attractions... View all property information
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From
$374
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1 / 23
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Ceiling Fans
  • Fireplace
  • Garage
  • Washer
  • Dryer
  • DVD Player
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautifully furnished, updated 3,000 square foot house. 3 bedrooms, 2 full baths; large sun room with great windows and sky-lights, comfortable seating area for 6 plus cafe table; dining room with table for 6 to 8 people; reading room with a wood-burning stove; living room with a fireplace;... View all property information
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From
$436
Per Night
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1 / 11
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4 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Garage
  • Microwave
  • Ceiling Fans
  • Dishwasher
  • Hot Tub
  • Refrigerator
  • Parking
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The perfect house for friends and family to share! Bright,uncluttered, and inviting, with privacy and views just minutes to town. There are two fireplaces,a sunken living room, dining room with seating for 10, 4 bedrooms, 2 full bathrooms, and a cozy hang out area in the basement. There is a washer... View all property information
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From
$249
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1 / 11
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Microwave
  • DVD Player
  • TV
  • Refrigerator
  • Hairdryer
  • Internet Access
  • Linens Provided
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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... View all property information
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From
$5,606
Per Week
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1 / 25
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6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • DVD Player
  • Microwave
  • Garage
  • Patio
  • Parking
  • Gym
  • Ceiling Fans
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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).... View all property information
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From
$249
Per Night
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1 / 15
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Washer
  • Garage
  • Parking
  • Dryer
  • Microwave
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sweet cozy house with plenty of room for large groups coming to enjoy the treasures of the Berkshires. Nestled behind Monument Mountain in Great Barrington. 4 bedrooms, 2.5 bathrooms, a spacious kitchen, living room, TV room, game room with pool/Ping-Pong table & two cars garage. Located within a... View all property information
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From
$249
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dryer
  • Dishwasher
  • Deck
  • Porch
  • Refrigerator
  • DVD Player
  • Washer
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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!)... View all property information
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From
$311
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1 / 19
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Ceiling Fans
  • Patio
  • Washer
  • Grill
  • DVD Player
  • Dryer
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Surrounded by one of the most beautiful gardens in the Berkshires, Maya's Garden House is an outstanding example of an 18th century barn converted into a modern, comfortable, semi-secluded home. Located less than a mile from Great Barrington, it is close to everything the Berkshires are famous for;... View all property information
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From
$445
Per Night
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1 / 23
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Refrigerator
  • Fireplace
  • Dryer
  • Dishwasher
  • Patio
  • Microwave
  • Ceiling Fans
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This Elegant Luxury Estate offers 6000+ SF of Living Space on 13+ park-like, sunny acres located within only minutes from the downtown Great Barrington. This fantastic home offers 5 Bedrooms, 4.5 bathrooms, sweeping dual staircase ending with the magnificent open gallery, the kitchen offers the... View all property information
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From
$234
Per Night
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1 / 12
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • Dryer
  • DVD Player
  • Washer
  • Microwave
  • TV
  • Dishwasher
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
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... View all property information
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From
$287
Per Night
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1 / 14
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Wi-Fi
  • Mountain Views
  • Linens Provided
  • Fireplace
  • There Is A Golf...
  • Internet Access
  • Ceiling Fans
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
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... View all property information
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  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

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