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Search results; Over 1,000 homes in Stockbridge

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Guest favourite
Chalet in Stockbridge
Private Mountain Sanctuary | 15 Min to Killington
1 bedroom, 1 bed, 1 private bathroom
7–12 Sept
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4.92 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
7–13 Sept
4.97 out of 5 average rating, 165 reviews
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Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.85 out of 5 average rating, 206 reviews
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Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 38 reviews
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Guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 67 reviews
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Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Chalet in Stockbridge
BENT TREE Vermont, Mtn Chalet 25 min to Killington
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 50 reviews
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Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 116 reviews
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Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
9 bedrooms, 14 beds, 10 bathrooms
1–6 Sept
5.0 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 double bed, 1 bathroom
1–6 May
4.94 out of 5 average rating, 132 reviews
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Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 22 reviews
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Superhost
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
6 bedrooms, 10 beds, 5 bathrooms
4–9 Sept
4.92 out of 5 average rating, 13 reviews
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Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 42 reviews
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Home in Bethel
150 acres of serenity at Light Hill in Barnard, VT
6 bedrooms, 8 beds, 2.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 76 reviews
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Home in Pittsfield
Killington Area Family-Friendly Home | Sleeps 14
5 bedrooms, 8 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 23 reviews
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Guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
5 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
4.96 out of 5 average rating, 49 reviews