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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
3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 28 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 196 reviews
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 115 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
20–26 Jul
4.97 out of 5 average rating, 163 reviews
Guest favourite
Tent in Stockbridge
Serene & lovely camp site #2
1 bed, No bathroom
9–14 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.95 out of 5 average rating, 64 reviews
Guest favourite
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
4.96 out of 5 average rating, 84 reviews
Guest favourite
Home in Pittsfield
Green Mountain/Killington Getaway
3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
4.84 out of 5 average rating, 87 reviews
Top guest favourite
Home in Bethel
Vermont private retreat with gorgeous views.
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 156 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Killington
BearNecessities- Pool, Hot Tub, Gym
1 bedroom, 3 beds, 1 bathroom
26–31 Jul
4.89 out of 5 average rating, 88 reviews
Guest favourite
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
7 bedrooms, 11 beds, 5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Jul
4.98 out of 5 average rating, 40 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 2 queen beds, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 107 reviews