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Search results; Over 1,000 homes in Great Barrington

Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds, 2 private bathrooms
26–31 Jul
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4.95 out of 5 average rating, 83 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 king bed, 1 bathroom
26–31 Jul
4.93 out of 5 average rating, 166 reviews
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed, 1 bathroom
26–31 Jul
4.91 out of 5 average rating, 167 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 124 reviews
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.89 out of 5 average rating, 18 reviews
Guest favourite
Cottage in Great Barrington
The Cottage at The Barrington House
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 212 reviews
Home in Town of Hillsdale
Secluded 19-Acre Hudson Valley Escape w/ Pool
3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
4.96 out of 5 average rating, 114 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 169 reviews
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 134 reviews
Guest favourite
Home in Egremont
24 Main - The Egremont Village House
7 bedrooms, 7 beds, 4.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 23 reviews
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
2–7 Aug
4.93 out of 5 average rating, 345 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.95 out of 5 average rating, 417 reviews
Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
4 bedrooms, 2 queen beds, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Great Barrington
In the middle of it all
3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug
4.93 out of 5 average rating, 15 reviews
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms, 4 beds, WC
2–7 Aug
4.91 out of 5 average rating, 161 reviews