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Search results; Over 1,000 homes in Great Barrington

Descriptions are based on details hosts provide
Guest favourite
Cottage in Great Barrington
The Cottage at The Barrington House
1 bedroom, 1 bed, 1 private bathroom
22–27 Aug
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4.94 out of 5 average rating, 211 reviews
Top guest favourite
Flat in Great Barrington
Mid-century modern, walkable to restaurants
1 king bed, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 206 reviews
Top guest favourite
Flat in Great Barrington
Fire pit and a stroll to downtown
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 42 reviews
Guest favourite
Flat in Great Barrington
Mid-century modern, 2 miles from skiing
1 king bed, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 156 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, 168 reviews
Top guest favourite
Home in Great Barrington
1887 Victorian with garden and sauna
3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 55 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
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
Top guest favourite
Loft in Great Barrington
Renovated 1830 barn with exposed beams
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 364 reviews
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.96 out of 5 average rating, 24 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
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.9 out of 5 average rating, 21 reviews
Guest favourite
Home in Egremont
Historic home with wood-burning fireplaces
7 bedrooms, 7 beds, 4.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 23 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
Cottage in Great Barrington
Artsy vintage cottage with a private lodge
1 bedroom, 1 queen bed, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 343 reviews
Guest favourite
Treehouse in New Marlborough
Double treehouse with a live tree inside
3 bedrooms, 4 beds, WC
2–7 Aug
4.91 out of 5 average rating, 160 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Home in Great Barrington
Remodeled ranch on 7 acres with hot tub
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 124 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 41 reviews