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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, 135 reviews
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 king bed, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 175 reviews
Superhost
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 614 reviews
Home in Lenox
The Gardener's Cottage 1893 at Ventfort Hall
2 bedrooms, 2 queen beds, 1.5 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 308 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
1 king bed, 1 bathroom
9–14 Aug
4.85 out of 5 average rating, 107 reviews
Top guest favourite
Room in Great Barrington
Large, light bedroom on The Hill (Eco Airbnb)
1 double bed, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Cottage in Great Barrington
Cottage on Scenic Road
1 bedroom, 1 queen bed, 1 bathroom
25–30 Aug
4.91 out of 5 average rating, 275 reviews
Top guest favourite
Cabin in Town of Ancram
2bed farm stay as seen in Dezeen, architects cabin
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 54 reviews
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 95 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.87 out of 5 average rating, 256 reviews
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Cottage in Great Barrington
The Cottage at The Barrington House
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 214 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Great Barrington
Berkshires Guest Barn
2 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 35 reviews
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
1 single bed, 1.5 bathrooms
17–22 Aug
4.93 out of 5 average rating, 54 reviews