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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
31 Aug – 5 Sept
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4.94 out of 5 average rating, 129 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
Guest favourite
Chalet in Stockbridge
Vermont Chalet
4.85 out of 5 average rating, 199 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
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
2–7 Aug
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
4.94 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
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
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
4.95 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 2 bathrooms
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
1–6 Aug
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
5.0 out of 5 average rating, 11 reviews, 6 bedrooms, 10 beds, 5 bathrooms
16–21 Aug
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Cabin in Bethel
Firefly Cottage
4.97 out of 5 average rating, 92 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Sept
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Cabin in Barnard
Romantic Retreat in Vermont
4.95 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Yurt in Randolph
Howling Wolf Farm Yurt--A Magical Glamping Retreat
4.99 out of 5 average rating, 160 reviews, 1 bed, WC
2–7 Aug
Top guest favourite
Cottage in Bridgewater
Riverside Cottage - Bridgewater Vermont
4.98 out of 5 average rating, 89 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–13 Sept
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
4.98 out of 5 average rating, 162 reviews, 3 bedrooms, 3 beds, 1 bathroom
12–17 Aug
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
4.97 out of 5 average rating, 459 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Nov
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
2–7 Jan