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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
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4.97 out of 5 average rating, 133 reviews
Superhost
Home in Great Barrington
Woodland - Stunning 5 bedroom home in GB!
New place to stay, 5 bedrooms, 16 beds, 3 bathrooms
1–8 Sept
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4.95 out of 5 average rating, 168 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Great Barrington
A Berkshires Abode - Minutes to Ski & Downtown GB!
4.96 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
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
Guest favourite
Home in Great Barrington
Charming, view, large deck, private/walk downtown
4.89 out of 5 average rating, 94 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
4.83 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 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
Guest favourite
Home in Great Barrington
Berkshires Family Inn – For Getaways & Big Groups!
4.89 out of 5 average rating, 35 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
16–21 Aug
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 310 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4.97 out of 5 average rating, 140 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
26–31 Aug
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
Cozy. Clean. Free bagel shop.
4.92 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
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
Home in Great Barrington
Modern Escape Near Main Street
4.92 out of 5 average rating, 85 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
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
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