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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
7–12 Sept
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4.94 out of 5 average rating, 130 reviews
Guest favourite
Chalet in Stockbridge
Vermont Chalet
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.85 out of 5 average rating, 201 reviews
Top guest favourite
Home in Stockbridge
Riverfront Retreat in Stockbridge
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 164 reviews
Top guest favourite
Cabin in Stockbridge
RZEKA Cottage: Riverfront home in the Green mts.
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.95 out of 5 average rating, 66 reviews
Guest favourite
Home in Stockbridge
1800s Farmhouse with River Access. Private w/ Land
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 116 reviews
Guest favourite
Home in Stockbridge
Centrally located for your Vermont adventures
3 bedrooms, 5 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 9 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 96 reviews
Top guest favourite
Home in Killington
Holiday Haus- AC, game room, near golf
3 bedrooms, 6 beds, 2 bathrooms
11–16 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
3 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 164 reviews
Top guest favourite
Chalet in Stockbridge
Cozy Vermont Chalet
4 bedrooms, 9 beds, 2 bathrooms
3–8 Jan
4.94 out of 5 average rating, 103 reviews
Guest favourite
Cabin in Bethel
Pasture View Cabin
1 bedroom, 2 double beds, 1 bathroom
9–14 Aug
4.84 out of 5 average rating, 96 reviews
Cabin in Bethel
Charming Log Cabin- Private Waterfalls on 9 Acres
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
New place to stay
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 108 reviews
Guest favourite
Home in Stockbridge
Killington ski house jacuzzi great for large group
6 bedrooms, 12 beds, 4 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews