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Search results; Over 1,000 homes in Great Barrington

Superhost
Home in Great Barrington
Great Barrington, Cabin Sleeps 14, Walk To Town
3 bedrooms, 6 beds, 2.5 private bathrooms
7–12 Sept
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4.85 out of 5 average rating, 137 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds, 4.5 bathrooms
9–14 Sept
4.99 out of 5 average rating, 93 reviews
Guest favourite
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
1 king bed, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 70 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
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
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 43 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 171 reviews
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, 36 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
Loft in Great Barrington
The Nest 5 min walk to downtown Great Barrington
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 421 reviews
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Cottage in Egremont
Kayak on Prospect Lake, Paddle Boards, Swim Dock+!
3 bedrooms, 5 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 54 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, 35 reviews
Guest favourite
Home in Great Barrington
Light & bright modern tree house
3 bedrooms, 3 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Room in Great Barrington
Cozy & Convenient
1 queen bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 50 reviews
Rooms in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 83 reviews
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 112 reviews