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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Guest house in Stockbridge
Cottage with exquisite views
4 bedrooms, 5 beds, 4 private bathrooms
10–15 Sept
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4.96 out of 5 average rating, 23 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, 61 reviews
Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.85 out of 5 average rating, 171 reviews
Guest favourite
Home in Stockbridge
Light Filled - Modern Rustic Home
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
4.96 out of 5 average rating, 124 reviews
Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds, 1.5 bathrooms
10–15 Sept
4.89 out of 5 average rating, 254 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds, 2 bathrooms
11–16 Sept
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Stockbridge
Three bedroom duplex in Stockbridge on the river
3 bedrooms, 3 beds, 1.5 bathrooms
10–15 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Lee
GreenHouse
2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Nov
4.99 out of 5 average rating, 137 reviews
Guest favourite
Flat in Stockbridge
The Hideaway on Main
2 bedrooms, 2 beds, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Stockbridge
Relaxing Berkshire Retreat with Lake Access
3 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
1–6 Dec
4.93 out of 5 average rating, 353 reviews
Guest favourite
Home in Stockbridge
Your Stockbridge Getaway
5 bedrooms, 8 beds, 2.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Stockbridge
Stone Hearth Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio
1 king bed, 1 bathroom
13–18 Sept
4.84 out of 5 average rating, 116 reviews
Top guest favourite
Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Stockbridge
Stockbridge pied-à-terre
1 bedroom, 1 king bed, 1 bathroom
10–15 Nov
4.96 out of 5 average rating, 45 reviews
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
21–26 Oct
4.95 out of 5 average rating, 188 reviews