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Search results; Over 1,000 homes in Great Barrington

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, 212 reviews
Home in Great Barrington
Garden Retreat, 1st fl KING ste, EV, close to all
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
4–9 Aug
Guest favourite
Flat in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
4.91 out of 5 average rating, 150 reviews, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
4.92 out of 5 average rating, 53 reviews, 1 single bed, 1.5 bathrooms
15–20 Aug
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio
4.82 out of 5 average rating, 106 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
4.93 out of 5 average rating, 230 reviews, 1 queen bed, 1 bathroom
6–11 Sept
Guest favourite
Room in Great Barrington
Art Studio
4.96 out of 5 average rating, 27 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Room in Great Barrington
Cozy & Convenient
5.0 out of 5 average rating, 47 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
4.81 out of 5 average rating, 300 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
4.98 out of 5 average rating, 132 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
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
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
4.98 out of 5 average rating, 47 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Sept
Guest favourite
Guest house in Great Barrington
1-bed unit 3/4 mi. from GB dwntwn.
4.85 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 417 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Oct
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 346 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Aug
Guest favourite
Guest suite in Great Barrington
Walk to Lake + Downtown • Private Studio w/ Patio
4.73 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Guest favourite
Flat in Sheffield
Historic Kellogg House Apartments - Upstairs
4.83 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Jul
Guest favourite
Home in Great Barrington
In the middle of it all
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.95 out of 5 average rating, 183 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
13–18 Sept