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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 beds, 2.5 private bathrooms
13–18 Sept
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4.95 out of 5 average rating, 185 reviews
Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.85 out of 5 average rating, 157 reviews
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 308 reviews
Flat in Stockbridge
Two bedrooms in Charming Berkshires Farmhouse
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Stockbridge
Guest House in Stockbridge 3 miles to Tanglewood
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.74 out of 5 average rating, 108 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, 312 reviews
Flat in Stockbridge
Historic Retreat
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.86 out of 5 average rating, 59 reviews
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 52 reviews
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 95 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
Home in Stockbridge
Light-filled Carpenter's Cottage
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed, 1 bathroom
23–28 Aug
4.88 out of 5 average rating, 130 reviews
Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 165 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Lee
Stylish Berkshires Retreat
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Stockbridge
Private Stockbridge Getaway
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 70 reviews
Guest favourite
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 161 reviews
Top guest favourite
Home in Stockbridge
Relaxing Berkshire Retreat with Lake Access
3 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Room in Lee
Warm & Welcoming Room w/ Private Bath
1 queen bed, 1 bathroom
4–9 Sept
4.98 out of 5 average rating, 242 reviews