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Search results; Over 1,000 homes in Great Barrington

Guest favourite
Home in Great Barrington
Great Barrington, Cabin Sleeps 14, Walk To Town
3 bedrooms, 6 beds, 2.5 private bathrooms
16–21 Aug
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4.85 out of 5 average rating, 137 reviews
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 king bed
9–14 Aug
4.93 out of 5 average rating, 175 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds
9–14 Sept
4.99 out of 5 average rating, 92 reviews
Guest favourite
Tiny home in New Marlborough
Bedroom Forest View I Sauna I Fire-pit I Trails
2 bedrooms, 2 beds
20–25 Sept
4.94 out of 5 average rating, 187 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
1 king bed
9–14 Aug
4.85 out of 5 average rating, 107 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds
23–28 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed
26–31 Oct
4.95 out of 5 average rating, 421 reviews
Guest favourite
Cottage in Egremont
Kayak on Prospect Lake, Paddle Boards, Swim Dock+!
3 bedrooms, 5 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Loft in Great Barrington
The Nest 5 min walk to downtown Great Barrington
1 bedroom, 1 queen bed
31 Aug – 5 Sept
5.0 out of 5 average rating, 62 reviews
Home in Great Barrington
Cozy Riverside Retreat in the Berkshires
3 bedrooms, 4 beds
23–28 Aug
4.48 out of 5 average rating, 27 reviews
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms, 3 beds
7–12 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Guest house in Great Barrington
Berkshires Guest Barn
2 bedrooms, 5 beds
16–21 Aug
4.94 out of 5 average rating, 35 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds
16–21 Aug
4.95 out of 5 average rating, 171 reviews
Guest favourite
Home in Great Barrington
Light & bright modern tree house
3 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Egremont
Modern Farmhouse 5 minutes from Great Barrington
2 bedrooms, 2 beds
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Flat in Great Barrington
Charming 2/1 Overlooking Rising Pond!
2 bedrooms, 2 beds
14–19 Aug
New place to stay
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds
9–14 Aug
4.91 out of 5 average rating, 35 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds
9–14 Sept
4.87 out of 5 average rating, 256 reviews
Home in Great Barrington
Spacious and Rustic retreat in the Berkshires
4 bedrooms, 6 beds
16–21 Apr
5.0 out of 5 average rating, 4 reviews