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Search results; Over 1,000 homes in Stockbridge

Guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 private bathrooms
1–6 Sept
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4.96 out of 5 average rating, 67 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
7–13 Sept
4.97 out of 5 average rating, 165 reviews
Top guest favourite
Cabin in Stockbridge
1958 Classic "Hunting Cabin" w/ Breathtaking Views
1 bedroom, 1 double bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 132 reviews
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 116 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 38 reviews
Guest favourite
Chalet in Stockbridge
BENT TREE Vermont, Mtn Chalet 25 min to Killington
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed, 1 bathroom
12–17 Nov
4.97 out of 5 average rating, 98 reviews
Home in Rochester
Iron Springs Cabin (Black Haus 2.0)
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.95 out of 5 average rating, 109 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Rochester
The Guest House at Sky Hollow
2 bedrooms, 2 beds, 1.5 bathrooms
8–13 Sept
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Home in Pittsfield
NEW 3BR Home: Hot Tub, AC, EV & Lift Ticket Deals
3 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Bethel
Pasture View Cabin
1 bedroom, 2 double beds, 1 bathroom
14–19 Sept
4.84 out of 5 average rating, 98 reviews
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Stockbridge
Buck & Bev’s Bungalow (Triple B)
2 bedrooms, 3 beds, 1.5 bathrooms
3–8 Jan
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Plymouth
Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 205 reviews