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Search results; Over 1,000 homes in Great Barrington

Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds, 1.5 private bathrooms
7–12 Sept
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4.87 out of 5 average rating, 31 reviews
Guest favourite
Flat in Great Barrington
Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
1 king bed
7–12 Sept
4.89 out of 5 average rating, 183 reviews
Top guest favourite
Home in Sheffield
Belle Meade
2 bedrooms, 2 beds
8–13 Dec
4.99 out of 5 average rating, 133 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed
13–18 Sept
4.88 out of 5 average rating, 139 reviews
Top guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds
13–18 Sept
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
7–12 Sept
4.87 out of 5 average rating, 23 reviews
Top guest favourite
Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
3 bedrooms, 3 beds
29 Oct – 3 Nov
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 queen beds
26–31 Oct
4.98 out of 5 average rating, 46 reviews
Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
1 bedroom, 1 double bed
12–17 Oct
4.81 out of 5 average rating, 303 reviews
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds
14–19 Sept
4.97 out of 5 average rating, 142 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds
11–16 Sept
4.95 out of 5 average rating, 174 reviews
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
3 bedrooms, 5 beds
13–18 Sept
4.99 out of 5 average rating, 139 reviews
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds
7–12 Sept
4.99 out of 5 average rating, 137 reviews
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds
9–14 Sept
4.97 out of 5 average rating, 140 reviews
Guest favourite
Cottage in Sheffield
Cheerful 3-bedroom cottage with woodstove.
3 bedrooms, 3 beds
20–25 Sept
4.92 out of 5 average rating, 192 reviews
Guest favourite
Cottage in Great Barrington
THE GREAT ESCAPE BERKSHIRE SKI COTTAGE w/HOT TUB!
5 bedrooms, 11 beds
3–8 Sept
4.87 out of 5 average rating, 52 reviews
Top guest favourite
Home in Great Barrington
Close to Butternut Ski with Views & Cozy Fireplace
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds
7–12 Sept
4.99 out of 5 average rating, 318 reviews