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Search results; Over 1,000 homes in Stockbridge

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Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds
20–25 Sept
4.97 out of 5 average rating, 165 reviews
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Guest favourite
Chalet in Stockbridge
BENT TREE Vermont, Mtn Chalet 25 min to Killington
4 bedrooms, 7 beds
17–22 Sept
4.94 out of 5 average rating, 50 reviews
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Guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds
8–13 Oct
4.96 out of 5 average rating, 68 reviews
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Chalet in Stockbridge
Perfect, private chalet! Ski, bike, hike, 100mbps
6 bedrooms, 10 beds
29 Sept – 4 Oct
4.9 out of 5 average rating, 21 reviews
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Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed
21–26 Sept
5.0 out of 5 average rating, 117 reviews
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Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds
3–8 Nov
4.86 out of 5 average rating, 209 reviews
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Guest favourite
Cabin in Stockbridge
North Country Cabin - Private Mountain Retreat
4 bedrooms, 8 beds
18–23 Sept
4.96 out of 5 average rating, 27 reviews
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Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds
11–16 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds
17–22 Sept
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds
25–30 Sept
4.95 out of 5 average rating, 38 reviews
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Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 22 reviews
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Home in Rochester
The Amee Farm Lodge
15 bedrooms, 18 beds
26–31 Oct
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Home in Pittsfield
Green Mountain Farmhouse | 7 Miles to Killington
3 bedrooms, 4 beds
17–22 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 double bed
1–6 May
4.94 out of 5 average rating, 135 reviews
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Superhost
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
6 bedrooms, 10 beds
20–25 Sept
4.93 out of 5 average rating, 14 reviews
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Guest favourite
Home in Stockbridge
Buck & Bev’s Bungalow (Triple B)
2 bedrooms, 3 beds
3–8 Jan
5.0 out of 5 average rating, 5 reviews
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Chalet in Pittsfield
Near Killington: Serene Architect-Designed Chalet
4 bedrooms, 5 beds
18–23 Sept
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