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Search results; Over 1,000 homes in West Stockbridge

Guest favourite
Home in West Stockbridge
1850's Berkshire farmhouse
5 bedrooms, 6 beds, 2 private bathrooms
4–9 Sept
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4.87 out of 5 average rating, 94 reviews
Guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
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
Guest house in West Stockbridge
Guest House near hiking trails and excellent cafés
2 beds, 1 bathroom
21–26 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
2–7 Sept
5.0 out of 5 average rating, 11 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
24–29 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in West Stockbridge
Cozy, two-bedroom cabin in a wooded glen
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Nov
4.98 out of 5 average rating, 143 reviews
Top guest favourite
Home in West Stockbridge
The Filomena: Historical charm + modern design
5 bedrooms, 6 beds, 4 bathrooms
4–9 Sept
4.96 out of 5 average rating, 54 reviews
Superhost
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.92 out of 5 average rating, 25 reviews
Guest favourite
Home in West Stockbridge
Crossbridge - Vintage Charm & Unique Character
6 bedrooms, 6 beds, 7 bathrooms
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in West Stockbridge
Shaker Pine Cabin: your cozy Berkshires retreat
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Room in West Stockbridge
Standard Suite at Shaker Mill Inn
2 queen beds, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 7 reviews
Home in Stockbridge
Light Filled - Modern Rustic Home
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds, 1 bathroom
11–16 Sept
4.95 out of 5 average rating, 174 reviews
Top guest favourite
Home in Lee
Berkshire 4 season home
3 bedrooms, 3 queen beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 249 reviews
Superhost
Home in West Stockbridge
Crossbridge Main House - Vintage Charm & Unique Ch
4 bedrooms, 4 beds, 5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Austerlitz
Private Pool Retreat w/ Deck Near the Berkshires
6 bedrooms, 9 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Austerlitz
Private cottage close to shopping, dining, skiing.
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 15 reviews