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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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5.0 out of 5 average rating, 116 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
27 Aug – 1 Sept
4.97 out of 5 average rating, 164 reviews
Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 double bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 132 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.95 out of 5 average rating, 66 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.95 out of 5 average rating, 38 reviews
Home in Rochester
Iron Springs Cabin (Black Haus 2.0)
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 96 reviews
Top guest favourite
Home in Rochester
The Guest House at Sky Hollow
2 bedrooms, 2 beds, 1.5 bathrooms
8–13 Sept
4.97 out of 5 average rating, 236 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Bethel
Vermont private retreat with gorgeous views.
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 160 reviews
Top guest favourite
Room in Bridgewater
MT Retreat / Killington, Woodstock, Rutland, Okemo
1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 182 reviews
Top guest favourite
Cottage in Bridgewater
Riverside Cottage - Bridgewater Vermont
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 92 reviews
Top guest favourite
Cabin in Royalton
Genuine Vermont Sugar House on 70 peaceful acres.
1 bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 263 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 108 reviews
Top guest favourite
Home in Rochester
Tiny House set between ski resorts and mtn bikehub
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Room in Tunbridge
Grandma's Pond
2 beds, 1.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 33 reviews