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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 bed, 2 private bathrooms
7–12 Sept
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4.93 out of 5 average rating, 342 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4.96 out of 5 average rating, 113 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Superhost
Home in Great Barrington
Prime Location, Recently Redesigned, Riverfront!
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 6 beds, 2 bathrooms
10–15 Jul
Top guest favourite
Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
5.0 out of 5 average rating, 83 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
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
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4.95 out of 5 average rating, 167 reviews, 3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 144 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
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
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
4.96 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
4.91 out of 5 average rating, 159 reviews, 3 bedrooms, 4 beds, Toilet with sink
2–7 Aug
Guest favourite
Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
4.9 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
4.97 out of 5 average rating, 133 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
4.92 out of 5 average rating, 203 reviews, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
4.93 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
Guest favourite
Home in Great Barrington
Berkshires Retreat!
4.97 out of 5 average rating, 37 reviews, 5 bedrooms, 9 beds, 2.5 bathrooms
9–14 Sept
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
4.9 out of 5 average rating, 31 reviews, 2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
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