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Search results; Over 1,000 homes in Great Barrington

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Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
2 bedrooms, 2 beds, 1 private bathroom
7–12 Dec
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4.99 out of 5 average rating, 129 reviews
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Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort
1 king bed, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 245 reviews
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Home in Great Barrington
Garden Retreat, 1st fl KING ste, EV, close to all
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed, 1 bathroom
28 Sept – 3 Oct
4.92 out of 5 average rating, 217 reviews
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Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.87 out of 5 average rating, 23 reviews
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Guest favourite
Home in Great Barrington
Great Barrington 4BR home on 3 wooded acres
4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Sept
4.88 out of 5 average rating, 16 reviews
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Superhost
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 87 reviews
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Home in Sheffield
Belle Meade
2 bedrooms, 2 beds, 2 bathrooms
10–15 Nov
4.99 out of 5 average rating, 133 reviews
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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
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Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 16 reviews
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Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 137 reviews
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Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 45 reviews
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Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 138 reviews
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Superhost
Room in Great Barrington
Quiet refuge in Great Barrington
1 queen bed, 1 bathroom
14–19 Sept
4.92 out of 5 average rating, 241 reviews
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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
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Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
1 bedroom, 1 double bed, 1 bathroom
12–17 Oct
4.81 out of 5 average rating, 303 reviews
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Home in Great Barrington
Perfect Nature Retreat In Great Barrington
3 bedrooms, 3 beds, 3 bathrooms
3–8 Sept
4.98 out of 5 average rating, 42 reviews
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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, 138 reviews