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Search results; Over 1,000 homes in Stockbridge

Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 private bathroom
16–21 Aug
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4.85 out of 5 average rating, 203 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, 131 reviews
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 116 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, 35 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 bathrooms
11–16 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, 37 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 164 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
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Yurt in Randolph
Howling Wolf Farm Yurt--A Magical Glamping Retreat
1 queen bed, WC
23–28 Aug
4.99 out of 5 average rating, 162 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
Home in Barnard
The Looking Glass, a modernistic escape
1 bedroom, 1 bed, 1.5 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 463 reviews
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
3 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 165 reviews
Guest favourite
Campsite in Vershire
Camping on a Private Pond
1 queen bed, No bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 230 reviews
Guest favourite
Tent in Stockbridge
Serene & lovely camp site #2
1 bed, No bathroom
12–17 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Tiny home in Pittsfield
Tiny Home: VT Mountain Cabin
1 bedroom, 2 beds, 1 bathroom
1–6 May
5.0 out of 5 average rating, 40 reviews
Cottage in Strafford
Grace Cottage - Serene Private Location
1 bedroom, 2 queen beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Bethel
Vermont private retreat with gorgeous views.
3 bedrooms, 3 beds, 2 bathrooms
21–26 Oct
4.96 out of 5 average rating, 160 reviews
Top guest favourite
Guest house in Woodstock
Cozy Little Spot (Self Check-in)
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 304 reviews