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Search results; Over 1,000 homes in Great Barrington

Guest favourite
Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
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4.98 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed
7–12 Sept
4.93 out of 5 average rating, 343 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, 206 reviews
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4 bedrooms, 4 beds
23–28 Aug
4.89 out of 5 average rating, 18 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, 168 reviews
Guest favourite
Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.9 out of 5 average rating, 21 reviews
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds
7–12 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
2 bedrooms, 2 queen beds
2–7 Dec
4.99 out of 5 average rating, 124 reviews
Guest favourite
Home in Egremont
24 Main - The Egremont Village House
7 bedrooms, 7 beds
12–17 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in Great Barrington
King Bed|Berkshires|2m Ski Resort|Patio|Wi-Fi
1 king bed
19–24 Jul
4.87 out of 5 average rating, 156 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed
1–6 Sept
4.99 out of 5 average rating, 364 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds
8–13 Sept
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4 bedrooms, 6 beds
23–28 Aug
4.96 out of 5 average rating, 114 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, 14 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
Top guest favourite
Home in Lee
Berkshire 4 season home
3 bedrooms, 3 queen beds
25–30 Oct
4.98 out of 5 average rating, 248 reviews
Superhost
Home in Great Barrington
The Docent's House - Honoring a Legacy
4 bedrooms, 5 beds
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds
6–11 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Great Barrington
Beautiful House in the Woods: Huge Yard, Hot Tub
4 bedrooms, 5 beds
26–31 Aug
5.0 out of 5 average rating, 24 reviews