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Search results; Over 1,000 homes in West Stockbridge

Guest favourite
Room in West Stockbridge
Standard Suite at Shaker Mill Inn
1 bedroom, 2 beds, 1 private bathroom
23–28 Sept
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5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House near hiking trails and excellent cafés
2 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in West Stockbridge
Modern Log Cabin w/Pool & Views By Evergreen Home
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.95 out of 5 average rating, 154 reviews
Guest favourite
Home in West Stockbridge
Beautiful And Private Home Centrally Located
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 67 reviews
Top guest favourite
Home in West Stockbridge
Secluded Chic Mountain Chalet near Tanglewood
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 58 reviews
Guest favourite
Home in West Stockbridge
Pixley Forest | 15 Mins To Tanglewood • Fireplace
4 bedrooms, 6 beds, 2 bathrooms
18–23 Oct
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in West Stockbridge
Expansive Mountainside Escape by Evergreen Home
6 bedrooms, 10 beds, 4.5 bathrooms
26–31 Oct
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
4.98 out of 5 average rating, 64 reviews
Bed and breakfast in Lenox
Secluded on Main Street: Ludlow Cottage
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Guest favourite
Home in West Stockbridge
Rustic Modern Retreat
3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 73 reviews
Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds, 1.5 bathrooms
15–20 Sept
4.89 out of 5 average rating, 254 reviews
Guest favourite
Home in West Stockbridge
Spacious Retreat near Tanglewood & Ski Resorts
6 bedrooms, 7 beds, 3.5 bathrooms
8–13 Nov
4.88 out of 5 average rating, 25 reviews
Superhost
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 25 reviews
Top guest favourite
Home in Stockbridge
Secluded Family Home in Serene Stockbridge Woods
3 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.99 out of 5 average rating, 87 reviews
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
27 Oct – 1 Nov
4.95 out of 5 average rating, 190 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 West Stockbridge
Crossbridge - Vintage Charm & Unique Character
6 bedrooms, 6 beds, 7 bathrooms
23–28 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in West Stockbridge
The Filomena: Historical charm + modern design
5 bedrooms, 6 beds, 4 bathrooms
21–26 Sept
4.96 out of 5 average rating, 54 reviews