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Search results; Over 1,000 homes in Stockbridge

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Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 private bathroom
25–30 Oct
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4.86 out of 5 average rating, 209 reviews
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Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds
16–21 Oct
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed
23–28 Oct
5.0 out of 5 average rating, 118 reviews
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Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds
16–21 Oct
4.97 out of 5 average rating, 165 reviews
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Guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds
13–18 Oct
4.96 out of 5 average rating, 68 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, 136 reviews
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Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds
13–18 Oct
4.95 out of 5 average rating, 38 reviews
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Guest favourite
Chalet in Stockbridge
BENT TREE Vermont, Mtn Chalet 25 min to Killington
4 bedrooms, 7 beds
1–6 Oct
4.94 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds
1–6 Oct
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds
12–18 Oct
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Home in Pittsfield
Green Mountain/Killington Getaway
3 bedrooms, 6 beds
1–6 Oct
4.84 out of 5 average rating, 88 reviews
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Top guest favourite
Home in Pittsfield
Trailside Retreat: Hike & Bike From Your Doorstep
3 bedrooms, 6 beds
4–9 Oct
4.95 out of 5 average rating, 65 reviews
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Guest favourite
Home in Pittsfield
Killington area home - 4 seasons - hot tub and A/C
3 bedrooms, 11 beds
12–17 Oct
4.85 out of 5 average rating, 256 reviews
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Home in Pittsfield
Green Mountain Farmhouse | 7 Miles to Killington
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
9 bedrooms, 14 beds
18–23 Oct
5.0 out of 5 average rating, 52 reviews
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Guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
5 bedrooms, 4 beds
1–6 Oct
4.96 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Pittsfield
Woodland Acres ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Killington
Killington Chalet: Hot Tub, Fireplace, spacious 4b
4 bedrooms, 5 beds
18–23 Oct
4.95 out of 5 average rating, 80 reviews
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Guest favourite
Cabin in Stockbridge
North Country Cabin - Private Mountain Retreat
4 bedrooms, 8 beds
1–6 Oct
4.96 out of 5 average rating, 27 reviews