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Search results; Over 1,000 homes in Great Barrington

Guest favourite
Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
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4.98 out of 5 average rating, 49 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
4.93 out of 5 average rating, 166 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
4.91 out of 5 average rating, 167 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4.99 out of 5 average rating, 92 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
4.99 out of 5 average rating, 124 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Dec
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4.89 out of 5 average rating, 18 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Cottage in Great Barrington
The Cottage at The Barrington House
4.94 out of 5 average rating, 212 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
4.95 out of 5 average rating, 83 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
4.94 out of 5 average rating, 53 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Home in Town of Hillsdale
Secluded 19-Acre Hudson Valley Escape w/ Pool
New place to stay, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4.95 out of 5 average rating, 169 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4.96 out of 5 average rating, 114 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
4.99 out of 5 average rating, 134 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
Guest favourite
Home in Egremont
24 Main - The Egremont Village House
5.0 out of 5 average rating, 23 reviews, 7 bedrooms, 7 beds, 4.5 bathrooms
12–17 Aug
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 345 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 417 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Oct
Home in Monterey
Contemporary Modern Mountain Retreat
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 8 beds, 3 bathrooms
31 Aug – 5 Sept
Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Guest favourite
Home in Great Barrington
In the middle of it all
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug