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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
Guest favourite
Home in West Stockbridge
Expansive Mountainside Escape by Evergreen Home
6 bedrooms, 10 beds, 4.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in West Stockbridge
Modern Log Cabin w/Pool & Views By Evergreen Home
4 bedrooms, 5 beds, 3.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in West Stockbridge
8 Mi to Tanglewood & Butternut Ski: Spacious Home!
6 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
4.88 out of 5 average rating, 25 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House near hiking trails and excellent cafés
2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in West Stockbridge
Pixley Forest | 15 Mins To Tanglewood • Fireplace
4 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in West Stockbridge
Secluded Chic Mountain Chalet near Tanglewood
3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.93 out of 5 average rating, 57 reviews
Guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 154 reviews
Guest favourite
Home in West Stockbridge
Farmhouse with Pool on 63 Acres
5 bedrooms, 5 beds, 3.5 bathrooms
1–8 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in West Stockbridge
Cozy, two-bedroom cabin in a wooded glen
2 bedrooms, 2 queen beds, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Home in West Stockbridge
Berkshires-Enjoy The Peak, private home
3 bedrooms, 3 beds, 2.5 bathrooms
30 Oct – 4 Nov
4.94 out of 5 average rating, 107 reviews
Guest favourite
Home in West Stockbridge
Beautiful And Private Home Centrally Located
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
30 Oct – 4 Nov
4.93 out of 5 average rating, 351 reviews
Guest favourite
Room in West Stockbridge
Standard Suite with a Patio at Shaker Mill Inn
3 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in West Stockbridge
1850's Berkshire farmhouse
5 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
4.87 out of 5 average rating, 94 reviews
Top guest favourite
Home in West Stockbridge
Berkshires Forest Retreat with Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.98 out of 5 average rating, 85 reviews
Guest favourite
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in West Stockbridge
Shaker Pine Cabin: your cozy Berkshires retreat
4 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews