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Search results; Over 1,000 homes in Stockbridge

Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
2 bedrooms, 2 beds, 1 private bathroom
23–28 Aug
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4.9 out of 5 average rating, 155 reviews
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed
18–23 Sept
4.98 out of 5 average rating, 41 reviews
Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed
12–17 Jul
4.85 out of 5 average rating, 149 reviews
Top guest favourite
Room in West Stockbridge
Standard Suite with a Patio at Shaker Mill Inn
3 beds
23–28 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Lee
GreenHouse
2 bedrooms, 2 beds
24–29 Oct
4.99 out of 5 average rating, 131 reviews
Superhost
Room in West Stockbridge
Deluxe Suite with a Patio Pets allowed
2 beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 90 reviews
Room in Stockbridge
Iris Room bright with 4 windows :)
1 bed
6–11 Jul
4.32 out of 5 average rating, 41 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed
7–12 Sept
4.93 out of 5 average rating, 342 reviews
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
2 beds
7–12 Sept
4.96 out of 5 average rating, 298 reviews
Guest favourite
Home in Stockbridge
Your Stockbridge Getaway
5 bedrooms, 8 beds
16–21 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Boutique hotel in Lee
Cozy 2-bedroom apartment with WiFi, fitness room
2 bedrooms, 3 beds
26–31 Jul
4.93 out of 5 average rating, 41 reviews
Guest favourite
Home in West Stockbridge
Beautiful And Private Home Centrally Located
4 bedrooms, 7 beds
21–26 Sept
4.97 out of 5 average rating, 62 reviews
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds
10–15 Jul
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds
20–25 Sept
4.99 out of 5 average rating, 310 reviews
Home in Lee
Lee Manor
5 bedrooms, 11 beds
6–11 Jul
4.73 out of 5 average rating, 15 reviews
Guest favourite
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
2 bedrooms, 2 queen beds
23–28 Aug
4.94 out of 5 average rating, 158 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds
2–7 Sept
4.98 out of 5 average rating, 62 reviews
Flat in Stockbridge
Quaint & cozy loft
1 bedroom, 1 queen bed
6–11 Jul