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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 bed, 1 private bathroom
21–26 Jul
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4.94 out of 5 average rating, 128 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
4.95 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
Guest favourite
Chalet in Stockbridge
Vermont Chalet
4.86 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4.97 out of 5 average rating, 163 reviews, 4 bedrooms, 6 beds, 2 bathrooms
20–26 Jul
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
5.0 out of 5 average rating, 115 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Guest favourite
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
4.94 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Guest favourite
Cabin in Rochester
The Pond Cabin at Sky Hollow
4.96 out of 5 average rating, 94 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Cabin in Bethel
Firefly Cottage
4.96 out of 5 average rating, 84 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Aug
Top guest favourite
Cabin in Royalton
Genuine Vermont Sugar House on 70 peaceful acres.
4.99 out of 5 average rating, 258 reviews, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Jul
Top guest favourite
Flat in Randolph
Phil's Place: Neat apartment close to downtown
4.99 out of 5 average rating, 229 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Home in Bethel
Vermont private retreat with gorgeous views.
4.96 out of 5 average rating, 156 reviews, 3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
4.98 out of 5 average rating, 872 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
5.0 out of 5 average rating, 42 reviews, 4 bedrooms, 7 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
4.96 out of 5 average rating, 97 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Aug
Guest favourite
Tent in Stockbridge
Serene & lovely camp site #2
5.0 out of 5 average rating, 7 reviews, 1 bed, No bathroom
9–14 Jul