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Search results; Over 1,000 homes in Great Barrington

Descriptions are based on details hosts provide
Superhost
Home in Great Barrington
Relaxing Housatonic Retreat
3 bedrooms, 3 beds, 1.5 shared bathrooms
1–6 Oct
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4.7 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Great Barrington
Mid-century modern, walkable to restaurants
4.92 out of 5 average rating, 206 reviews, 1 bed, 1 bathroom
22–27 Aug
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
4.96 out of 5 average rating, 179 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 364 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Guest favourite
Guest house in Great Barrington
Renovated Victorian duplex in Housatonic
4.95 out of 5 average rating, 168 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Great Barrington
Victorian porch with garden and mountain views
4.95 out of 5 average rating, 417 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Oct
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
5.0 out of 5 average rating, 55 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
Top guest favourite
Cabin in Mount Washington
10 acres with a pond and fireplace
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Cottage in Great Barrington
Artsy vintage cottage with a private lodge
4.93 out of 5 average rating, 343 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Sept
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
4.91 out of 5 average rating, 160 reviews, 3 bedrooms, 4 beds, WC
2–7 Aug
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
Top guest favourite
Home in Great Barrington
Seekonk Hill
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
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
Guest favourite
Home in Great Barrington
Mid-century home with fireplace and lake access
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Home in Great Barrington
5-minute walk to downtown Great Barrington
4.93 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug
Top guest favourite
Home in Lee
Berkshire 4 season home
4.98 out of 5 average rating, 248 reviews, 3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
4.98 out of 5 average rating, 65 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Sheffield
Bull Hill Bungalow
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.96 out of 5 average rating, 182 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Sept