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Search results; Over 1,000 homes in Pittsfield

Superhost
Hotel in Pittsfield
Clear River Inn - 1 King Bed (2nd Floor)
1 bedroom, 1 bed, 1 private bathroom
16–21 Aug
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5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 bedroom, 1 queen bed
9–14 Aug
4.98 out of 5 average rating, 190 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 bedrooms, 2 beds
8–13 Aug
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Killington
Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
1 bedroom, 2 beds
3–8 Aug
4.98 out of 5 average rating, 119 reviews
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 bedrooms, 3 beds
3–8 Aug
4.98 out of 5 average rating, 42 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds
6–11 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Pittsfield
Green Mountain/Killington Getaway
3 bedrooms, 6 beds
3–8 Aug
4.84 out of 5 average rating, 88 reviews
Guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
3 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Pittsfield
Riverside Retreat: Hike & Bike From Your Doorstep
3 bedrooms, 6 beds
9–14 Aug
4.95 out of 5 average rating, 63 reviews
Guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
5 bedrooms, 4 beds
3–8 Aug
4.96 out of 5 average rating, 48 reviews
Superhost
Flat in Killington
Bernie’s Bear Den- pool, hot tub, private sauna
2 bedrooms, 5 beds
3–8 Aug
Top guest favourite
Guest suite in Stockbridge
Studio Suite with Vermont Style & Amazing Views
1 bedroom, 1 bed
4–9 Aug
5.0 out of 5 average rating, 115 reviews
Top guest favourite
Home in Killington
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
4 bedrooms, 5 beds
3–8 Aug
5.0 out of 5 average rating, 38 reviews
Guest favourite
Cabin in Rochester
The Pond Cabin at Sky Hollow
1 bedroom, 1 double bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 98 reviews
Guest favourite
Flat in Rochester
Green Mountain Collection: Charming VT Escape
1 bedroom, 1 queen bed
3–8 Aug
4.92 out of 5 average rating, 66 reviews
Guest favourite
Hotel in Pittsfield
Clear River Inn - 1 King Bed (Ground Floor)
1 bedroom, 1 king bed
3–8 Aug
4.77 out of 5 average rating, 26 reviews
Top guest favourite
Home in Killington
CozyDen - AC, Grill, Bike to Mountain, Porch!
1 bedroom, 2 beds
16–21 Aug
4.98 out of 5 average rating, 207 reviews
Top guest favourite
Home in Pittsford
Upstairs Adventurer's Retreat
1 bedroom, 2 beds
3–8 Aug
4.94 out of 5 average rating, 119 reviews