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Search results; Over 1,000 homes in Stockbridge

Descriptions are based on details hosts provide
Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 bed, 1 private bathroom
28 Jul – 2 Aug
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4.94 out of 5 average rating, 129 reviews
Guest favourite
Chalet in Stockbridge
11 private acres with a pond
4.86 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Stockbridge
Mountain views with a fire pit
5.0 out of 5 average rating, 115 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Chalet in Stockbridge
Mountain views from every room, with sauna
4.97 out of 5 average rating, 163 reviews, 4 bedrooms, 6 beds, 2 bathrooms
20–26 Jul
Guest favourite
Tent in Stockbridge
Serene & lovely camp site #2
5.0 out of 5 average rating, 7 reviews, 1 bed, No bathroom
15–20 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
9–14 Aug
Top guest favourite
Home in Stockbridge
Arcade room with mountain views near Killington
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in Bethel
Firefly Cottage
4.97 out of 5 average rating, 86 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Guest favourite
Home in Pittsfield
Wood stove and deck overlooking mountain woods
4.84 out of 5 average rating, 88 reviews, 3 bedrooms, 6 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Cabin in Stockbridge
Riverfront hot tub near Killington slopes
4.95 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Home in Stockbridge
Mountain views near Killington with arcade
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 10 beds, 5 bathrooms
26–31 Jul
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1 bathroom
29 Jul – 3 Aug
Guest favourite
Home in Pittsfield
Architect-designed chalet with vaulted wood ceilings
4.96 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Home in Stockbridge
Sauna, fireplace, and mountain views
5.0 out of 5 average rating, 42 reviews, 4 bedrooms, 7 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Flat in Killington
Hot tub, sauna, and pool on-site
4.89 out of 5 average rating, 88 reviews, 1 bedroom, 3 beds, 1 bathroom
5–10 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
19–24 Jul
Top guest favourite
Home in Killington
Hot Tub|Sauna|Relax! 5 mins to downtown Killington
4.98 out of 5 average rating, 49 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Home in Pittsfield
The Guernsey Brook Cabin
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Jul