filters

Search results; Over 1,000 homes in Stockbridge

Descriptions are based on details hosts provide
Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
2 bedrooms, 2 beds, 1 private bathroom
30 Aug – 4 Sept
,
4.91 out of 5 average rating, 159 reviews
Top guest favourite
Home in Stockbridge
Renovated 1800s farmhouse on 5 acres
4.96 out of 5 average rating, 182 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Sept
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 343 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Sept
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Aug
Guest favourite
Flat in Stockbridge
Mountain views and a fire pit
4.97 out of 5 average rating, 91 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Stockbridge
Stockbridge Cape Near Tanglewood!
4.93 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Room in Stockbridge
Berkshire views from a 13-acre farm
4.33 out of 5 average rating, 43 reviews, 1 bed, 1 bathroom
24–29 Jul
Top guest favourite
Home in Lee
GreenHouse
4.99 out of 5 average rating, 132 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Oct
Guest favourite
Flat in Great Barrington
Mid-century motel, walkable to restaurants
4.89 out of 5 average rating, 62 reviews, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
4.84 out of 5 average rating, 152 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Stockbridge
Three bedroom duplex in Stockbridge on the river
4.98 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Home in Great Barrington
Front porch and fenced backyard in Housatonic
4.83 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Cottage in Stockbridge
Rustic woods cottage, 2 miles from Tanglewood
4.95 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Lee
Split-level ranch near Tanglewood with fireplace
4.98 out of 5 average rating, 248 reviews, 3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Flat in Lenox
Main Street Delight One Bedroom Apartment
4.98 out of 5 average rating, 90 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Home in Great Barrington
1862 church with sauna and game loft
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
5.0 out of 5 average rating, 55 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug