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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
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
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
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
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
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 Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
5.0 out of 5 average rating, 9 reviews, 7 bedrooms, 11 beds, 5 bathrooms
26–31 Jul
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
30 Aug – 4 Sept
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Jul
Guest favourite
Home in Stockbridge
Killington ski house jacuzzi great for large group
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 12 beds, 4 bathrooms
8–13 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
Guest favourite
Home in Pittsfield
Green Mountain/Killington Getaway
4.84 out of 5 average rating, 87 reviews, 3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Stockbridge
Buck & Bev’s Bungalow (Triple B)
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Dec
Guest favourite
Home in Pittsfield
Killington area home - 4 seasons - hot tub and A/C
4.85 out of 5 average rating, 255 reviews, 3 bedrooms, 10 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Jul
Top guest favourite
Home in Killington
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
4.99 out of 5 average rating, 168 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
5.0 out of 5 average rating, 52 reviews, 9 bedrooms, 14 beds, 10 bathrooms
8–13 Jul
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