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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Loft in Great Barrington
Studio in Bucolic Berkshire Setting
Studio, 2 beds, 1 shared bathroom
28 Sept – 3 Oct
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4.97 out of 5 average rating, 139 reviews
Guest favourite
Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds, 2.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 50 reviews
Guest favourite
Flat in Great Barrington
Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
1 king bed, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 186 reviews
Home in Great Barrington
Mountain Views + Scenic Berkshires Hideaway
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 141 reviews
Top guest favourite
Guest house in Great Barrington
Trailside Cottage
1 bedroom, 3 beds, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
3 bedrooms, 3 beds, 2 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 370 reviews
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 142 reviews
Guest favourite
Home in Great Barrington
Perfect Nature Retreat In Great Barrington
3 bedrooms, 3 beds, 3 bathrooms
9–14 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Great Barrington
Close to Butternut Ski with Views & Cozy Fireplace
3 bedrooms, 5 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 queen beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 46 reviews
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds, 1 bathroom
9–14 Sept
4.87 out of 5 average rating, 38 reviews
Top guest favourite
Home in Great Barrington
Country Castle-Complete privacy-minutes from town
6 bedrooms, 8 beds, 3 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 139 reviews
Home in Great Barrington
Luxurious Victorian, Walking Distance to Town
4 bedrooms, 4.5 bathrooms
11–16 Sept
Top guest favourite
Home in Great Barrington
A Berkshires Abode - Minutes to Ski & Downtown GB!
3 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.9 out of 5 average rating, 10 reviews