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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 bed, 2 private bathrooms
2–7 Aug
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4.93 out of 5 average rating, 346 reviews
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 208 reviews
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
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 364 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.95 out of 5 average rating, 418 reviews
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 43 reviews
Guest favourite
Home in Great Barrington
Great Barrington Lakeside Getaway w/ Kayak & Grill
4 bedrooms, 6 beds, 4 bathrooms
10–15 Sept
4.83 out of 5 average rating, 41 reviews
Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 83 reviews
Guest favourite
Home in Great Barrington
In the middle of it all
3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort
1 king bed, 1 bathroom
22–27 Aug
4.87 out of 5 average rating, 232 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Home in Egremont
The Catamount Ski Haus with Pool & Hot Tub
4 bedrooms, 4 king beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 68 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 170 reviews
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms, 4 beds, WC
2–7 Aug
4.91 out of 5 average rating, 162 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 184 reviews
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Great Barrington
Berkshires Retreat!
5 bedrooms, 9 beds, 2.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Great Barrington
Due to cancellation - a rare summer week is open!
4 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
4.91 out of 5 average rating, 137 reviews