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Search results; Over 1,000 homes in Stockbridge

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Treehouse in Stockbridge
Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT
1 bedroom, 2 beds, 1 private bathroom
21–26 Jul
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4.9 out of 5 average rating, 154 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
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, 31 reviews
Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 double bed, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 129 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
4.97 out of 5 average rating, 163 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 bedroom, 1 queen bed, 1 bathroom
25–30 Jul
4.98 out of 5 average rating, 189 reviews
Guest favourite
Tent in Stockbridge
Serene & lovely camp site #2
1 bed, No bathroom
21–26 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Bethel
Phoebe’s Perch
1 bedroom, 3 beds, WC
26–31 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 88 reviews
Guest favourite
Cabin in Bethel
Pasture View Cabin
1 bedroom, 2 double beds, 1 bathroom
24–29 Jul
4.85 out of 5 average rating, 91 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, 160 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Stockbridge
Buck & Bev’s Bungalow (Triple B)
2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Jan
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 2 queen beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Killington
Bright Ski on/off Condo Full Kitchen-Free Shuttle!
2 beds, 1 bathroom
30 Jul – 4 Aug
4.95 out of 5 average rating, 214 reviews
Guest favourite
Cabin in Bethel
Green Stone Getaway
2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Killington
Entire home- Killington, Vermont Ski, Hike, Bike
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Jul
5.0 out of 5 average rating, 18 reviews