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Search results; Over 1,000 homes in Stockbridge

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Guest favourite
Home in Stockbridge
Your Stockbridge Getaway
5 bedrooms, 8 beds
12–17 Oct
4.96 out of 5 average rating, 28 reviews
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Guest favourite
Home in Stockbridge
Classic Stockbridge Cottage
4 bedrooms, 4 beds
1–6 Oct
4.92 out of 5 average rating, 37 reviews
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Superhost
Home in Stockbridge
Meadow's Edge - Modern Retreat w/ In Law Suite
4 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 queen bed
12–17 Oct
4.96 out of 5 average rating, 125 reviews
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Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds
27 Oct – 1 Nov
4.95 out of 5 average rating, 191 reviews
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Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds
1–6 Oct
4.89 out of 5 average rating, 255 reviews
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Superhost
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds
4–9 Oct
4.92 out of 5 average rating, 25 reviews
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Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed
4–9 Oct
4.98 out of 5 average rating, 61 reviews
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Guest favourite
Home in Stockbridge
Light Filled - Modern Rustic Home
4 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
2 bedrooms, 2 queen beds
25–30 Oct
4.94 out of 5 average rating, 168 reviews
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Top guest favourite
Home in Stockbridge
Relaxing Berkshire Retreat with Lake Access
3 bedrooms, 4 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Stockbridge
Just a min from Downtown Stockbridge on 11 Acres
4 bedrooms, 8 beds
28 Oct – 2 Nov
4.9 out of 5 average rating, 94 reviews
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Top guest favourite
Home in Stockbridge
Secluded Family Home in Serene Stockbridge Woods
3 bedrooms, 4 beds
17–22 Oct
4.99 out of 5 average rating, 88 reviews
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Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
2 bedrooms, 2 queen beds
13–18 Oct
4.91 out of 5 average rating, 175 reviews
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Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed
13–18 Oct
4.86 out of 5 average rating, 173 reviews
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Hotel room in Lee
Endless Family Fun: Pools, Arcade Room & Mini Golf
2 bedrooms
4–9 Oct
4.67 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds
25–30 Oct
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Flat in Stockbridge
The Hideaway on Main
2 bedrooms, 2 beds
23–28 Oct
5.0 out of 5 average rating, 6 reviews