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Search results; Over 1,000 homes in West Stockbridge

Chalet in West Stockbridge
Modern Mtn Chalet | Great Barrington & Tanglewood
3 bedrooms, 10 beds, 2.5 private bathrooms
31 Aug – 5 Sept
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4.96 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
5.0 out of 5 average rating, 31 reviews, 2 beds, 1 bathroom
7–12 Sept
Guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
4.95 out of 5 average rating, 152 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cabin in West Stockbridge
Cozy, two-bedroom cabin in a wooded glen
4.98 out of 5 average rating, 140 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Superhost
Room in West Stockbridge
Deluxe Suite with a Balcony Pets allowed
5.0 out of 5 average rating, 6 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
4.87 out of 5 average rating, 104 reviews, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in West Stockbridge
Pixley Forest | 15 Mins To Tanglewood • Fireplace
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
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
26–31 Oct
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
4.92 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 346 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Lenox
High Above Cliffwood (Full Apartment)
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Top guest favourite
Room in Great Barrington
Cozy & Convenient
5.0 out of 5 average rating, 47 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Home in West Stockbridge
Quiet, 3 Bedroom, one Story Home on 17 acres.
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Barn in Town of Hillsdale
Blue Door Barn - Pond and Sweeping Views
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Aug
Guest favourite
Home in West Stockbridge
Modern Log Cabin w/Pool & Views By Evergreen Home
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
13–18 Sept
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
4.88 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
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
Guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
4.92 out of 5 average rating, 208 reviews, 1 bed, 1 bathroom
19–24 Aug
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
4.96 out of 5 average rating, 304 reviews, 2 beds, 1 bathroom
7–12 Sept