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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 private bathroom
19–24 Jul
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4.98 out of 5 average rating, 129 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, 205 reviews
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 364 reviews
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed, 1 bathroom
26–31 Jul
4.91 out of 5 average rating, 166 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, 23 reviews
Guest favourite
Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 124 reviews
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
New place to stay
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds, 2.5 bathrooms
12–17 Jul
4.97 out of 5 average rating, 140 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 181 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, 167 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, 14 reviews
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
4.96 out of 5 average rating, 114 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 Lee
Berkshire 4 season home
3 bedrooms, 3 queen beds, 2 bathrooms
25–30 Oct
4.98 out of 5 average rating, 248 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds, 2 bathrooms
2–7 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, 3.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 24 reviews
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
4.9 out of 5 average rating, 31 reviews