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Search results; Over 1,000 homes in Stockbridge

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Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds, 1.5 private bathrooms
1–6 Oct
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4.89 out of 5 average rating, 255 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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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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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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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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Flat in Stockbridge
Quaint & cozy loft
1 bedroom, 1 queen bed
1–6 Oct
5.0 out of 5 average rating, 4 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
Your Stockbridge Getaway
5 bedrooms, 8 beds
12–17 Oct
4.96 out of 5 average rating, 28 reviews
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Barn in West Stockbridge
Berkshires Barn Stay on Working Homestead
2 bedrooms, 3 beds
17–22 Oct
4.82 out of 5 average rating, 11 reviews
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Guest favourite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
3 bedrooms, 4 beds
3–8 Jan
4.89 out of 5 average rating, 127 reviews
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Top guest favourite
Home in Stockbridge
Stockbridge pied-à-terre
1 bedroom, 1 king bed
15–20 Nov
4.96 out of 5 average rating, 47 reviews
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Guest favourite
Villa in Stockbridge
The Taggart House
6 bedrooms, 8 beds
1–6 Oct
4.86 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Stockbridge
Just a min from Downtown Stockbridge on 11 Acres
4 bedrooms, 8 beds
18–23 Oct
4.9 out of 5 average rating, 94 reviews
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Guest favourite
Home in Stockbridge
Renovated Historic Home in the Berkshires
2 bedrooms, 3 beds
2–7 Nov
5.0 out of 5 average rating, 57 reviews
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Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds
24–29 Oct
4.92 out of 5 average rating, 103 reviews
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Guest favourite
Home in Stockbridge
New England Family Retreat in Stockbridge, MA
4 bedrooms, 5 beds
1–6 Oct
4.83 out of 5 average rating, 89 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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Guest favourite
Flat in Lee
Beautiful Berkshires 1-BR Apartment
1 bedroom, 1 double bed
1–6 Oct
4.89 out of 5 average rating, 36 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