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Search results; Over 1,000 homes in Great Barrington

Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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4.81 out of 5 average rating, 301 reviews
Guest favourite
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
4.89 out of 5 average rating, 64 reviews, 1 bed, 1 bathroom
2–7 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
23–28 Sept
Top guest favourite
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 365 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
4.88 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Home in Egremont
Nature Retreat Near Prospect Lake
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 1 bathroom
17–22 Aug
Guest favourite
Tiny home in New Marlborough
Bedroom Forest View I Sauna I Fire-pit I Trails
4.94 out of 5 average rating, 185 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
Guest favourite
Home in Great Barrington
Great Barrington Lakeside Getaway w/ Kayak & Grill
4.83 out of 5 average rating, 41 reviews, 4 bedrooms, 6 beds, 4 bathrooms
10–15 Sept
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Oct – 1 Nov
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 421 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Oct
Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
4.95 out of 5 average rating, 84 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
4.99 out of 5 average rating, 135 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Home in Great Barrington
Cozy. Clean. Free bagel shop.
4.93 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
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
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.95 out of 5 average rating, 184 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
13–18 Sept
Guest favourite
Home in Great Barrington
Never too early to book for the Holidays & NYE!
4.91 out of 5 average rating, 138 reviews, 4 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort
4.87 out of 5 average rating, 232 reviews, 1 bed, 1 bathroom
22–27 Aug
Guest favourite
Home in Great Barrington
2 Docks, Directly on Lake Buel, Sunsets: Sleeps 8!
4.94 out of 5 average rating, 35 reviews, 4 bedrooms, 5 beds, 2 bathrooms
25–30 Aug