filters

Search results; Over 1,000 homes in Great Barrington

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
2 bedrooms, 3 beds, 1.5 private bathrooms
6–11 Sept
,
4.93 out of 5 average rating, 152 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, 168 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
1887 Victorian with garden and sauna
3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 55 reviews
Guest favourite
Chalet in Great Barrington
Exposed beams and endless woodland views
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 83 reviews
Guest favourite
Home in Great Barrington
Front porch and fenced backyard in Housatonic
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Great Barrington
Woodland - Stunning 5 bedroom home in GB!
5 bedrooms, 16 beds, 3 bathrooms
1–8 Sept
New place to stay
Guest favourite
Home in Great Barrington
4 minutes to skiing with a fire pit
3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Great Barrington
Walkable downtown bungalow, one block from Main
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.95 out of 5 average rating, 133 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
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 311 reviews
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 144 reviews
Guest favourite
Home in Great Barrington
Farmhouse with a grand piano and pool table
5 bedrooms, 9 beds, 2.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Great Barrington
Mid-century motel 2 miles from skiing
1 king bed, 1 bathroom
27 Jul – 1 Aug
4.87 out of 5 average rating, 229 reviews
Guest favourite
Home in Great Barrington
Mountain views and a stone fireplace
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.89 out of 5 average rating, 94 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 343 reviews
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
4.91 out of 5 average rating, 32 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
Superhost
Home in Great Barrington
Riverfront 1900 factory with wood-burning fireplaces
4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 6 reviews