filters

Search results; Over 1,000 homes in Great Barrington

Guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Aug
,
4.95 out of 5 average rating, 83 reviews
Guest favourite
Flat in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
4.91 out of 5 average rating, 151 reviews, 1 bed, 1 bathroom
26–31 Jul
Home in Town of Hillsdale
Secluded 19-Acre Hudson Valley Escape w/ Pool
New place to stay, 3 bedrooms, 6 beds, 2.5 bathrooms
12–17 Aug
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
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4.99 out of 5 average rating, 92 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 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
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 346 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Aug
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
26–31 Jul
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
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
4.99 out of 5 average rating, 125 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Dec
Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4.96 out of 5 average rating, 114 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
4.99 out of 5 average rating, 134 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
Home in Egremont
Nature Retreat Near Prospect Lake
3 bedrooms, 6 beds, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
4.93 out of 5 average rating, 152 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
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
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
5.0 out of 5 average rating, 111 reviews, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
4.87 out of 5 average rating, 255 reviews, 3 bedrooms, 3 beds, 1 bathroom
9–14 Sept
Guest favourite
Home in Great Barrington
Berkshires Black Abbey
5.0 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug