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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
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4.97 out of 5 average rating, 135 reviews
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
4.92 out of 5 average rating, 208 reviews, 1 bed, 1 bathroom
22–27 Aug
Home in Egremont
Nature Retreat Near Prospect Lake
3 bedrooms, 6 beds, 1 bathroom
9–14 Aug
Top guest favourite
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 364 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 418 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Oct
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Great Barrington
Seekonk Hill
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
4.95 out of 5 average rating, 83 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Great Barrington
Great Barrington Lakeside Getaway w/ Kayak & Grill
4.83 out of 5 average rating, 41 reviews, 4 bedrooms, 6 beds, 4 bathrooms
10–15 Sept
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
4.86 out of 5 average rating, 103 reviews, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Great Barrington
In the middle of it all
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.95 out of 5 average rating, 184 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
13–18 Sept
Guest favourite
Home in Great Barrington
Due to cancellation - a rare summer week is open!
4.91 out of 5 average rating, 137 reviews, 4 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
Top guest favourite
Home in Great Barrington
GB at your doorstep
4.95 out of 5 average rating, 134 reviews, 3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
4.98 out of 5 average rating, 66 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Great Barrington
Berkshire Vacation Home
4.98 out of 5 average rating, 54 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Sheffield
Bull Hill Bungalow
4.98 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Great Barrington
Charming, view, large deck, private/walk downtown
4.89 out of 5 average rating, 94 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug