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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
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
4.87 out of 5 average rating, 104 reviews, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Flat in Great Barrington
Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
4.89 out of 5 average rating, 170 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
4.93 out of 5 average rating, 54 reviews, 1 single bed, 1.5 bathrooms
15–20 Aug
Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
4.81 out of 5 average rating, 301 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Guest favourite
Room in Great Barrington
Art Studio
4.96 out of 5 average rating, 28 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Room in Great Barrington
Large, light bedroom on The Hill (Eco Airbnb)
4.97 out of 5 average rating, 30 reviews, 1 double bed, 1 bathroom
15–20 Aug
Superhost
Flat in Great Barrington
Spacious, walkable apartment on the Hill
4.57 out of 5 average rating, 58 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Room in Great Barrington
Cozy & Convenient
5.0 out of 5 average rating, 48 reviews, 1 queen bed, 1 bathroom
2–7 Aug
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
Top guest favourite
Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5.0 out of 5 average rating, 13 reviews, 5 bedrooms, 6 beds, 3 bathrooms
13–18 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
23–28 Aug
Top guest favourite
Flat in Great Barrington
Cozy, Quiet Apt. in Housatonic, Great Barrington
5.0 out of 5 average rating, 38 reviews, 1 bedroom, 2 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
4.98 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
4.98 out of 5 average rating, 133 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Guest suite in Sheffield
The Sunset Suite~Great South Berkshire Location!
5.0 out of 5 average rating, 93 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
4.94 out of 5 average rating, 232 reviews, 1 queen bed, 1 bathroom
6–11 Sept
Superhost
Home in Great Barrington
The Docent's House - Honoring a Legacy
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug