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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
,
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
22–27 Aug
4.92 out of 5 average rating, 208 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
1 king bed
2–7 Aug
4.87 out of 5 average rating, 104 reviews
Home in Egremont
Nature Retreat Near Prospect Lake
3 bedrooms, 6 beds
9–14 Aug
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed
10–15 Aug
4.99 out of 5 average rating, 364 reviews
Guest favourite
Home in Great Barrington
2 Docks, Directly on Lake Buel, Sunsets: Sleeps 8!
4 bedrooms, 5 beds
25–30 Aug
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed
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
1–6 Aug
4.94 out of 5 average rating, 54 reviews
Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 83 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds
2–7 Aug
4.99 out of 5 average rating, 92 reviews
Guest favourite
Home in Great Barrington
In the middle of it all
3 bedrooms, 4 beds
7–12 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Egremont
The Catamount Ski Haus with Pool & Hot Tub
4 bedrooms, 4 king beds
7–12 Sept
5.0 out of 5 average rating, 68 reviews
Guest favourite
Home in Great Barrington
Berkshires Retreat!
5 bedrooms, 9 beds
9–14 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds
13–18 Sept
4.95 out of 5 average rating, 184 reviews
Top guest favourite
Home in Great Barrington
GB at your doorstep
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.95 out of 5 average rating, 134 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 170 reviews
Guest favourite
Home in Great Barrington
Due to cancellation - a rare summer week is open!
4 bedrooms, 5 beds
16–23 Aug
4.91 out of 5 average rating, 137 reviews
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
3 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 56 reviews
Guest favourite
Home in Great Barrington
Charming, view, large deck, private/walk downtown
3 bedrooms, 4 beds
16–21 Aug
4.89 out of 5 average rating, 95 reviews