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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, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 191 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 Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 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, 2 bathrooms
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, 2 bathrooms
4–9 Aug
4.84 out of 5 average rating, 88 reviews
Top guest favourite
Home in Pittsfield
Chalet Suite | 2BR+Loft (15 min to Killington Mtn)
2 bedrooms, 4 beds, 1 bathroom
7–12 Aug
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Pittsfield
Riverside Retreat: Hike & Bike From Your Doorstep
3 bedrooms, 6 beds, 2.5 bathrooms
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 bathrooms
4–9 Aug
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Cabin in Bethel
Phoebe’s Perch
1 bedroom, 3 beds, WC
25–30 Aug
5.0 out of 5 average rating, 19 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, 116 reviews
Superhost
Flat in Killington
Bernie’s Bear Den- pool, hot tub, private sauna
2 bedrooms, 5 beds, 2.5 bathrooms
4–9 Aug
Top guest favourite
Flat in Killington
Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
1 bedroom, 2 beds, 1 bathroom
11–16 Aug
4.98 out of 5 average rating, 120 reviews
Guest favourite
Hotel in Pittsfield
Clear River Inn - 1 King Bed (Ground Floor)
1 bedroom, 1 king bed, 1 bathroom
4–9 Aug
4.77 out of 5 average rating, 26 reviews
Top guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
4 bedrooms, 6 beds, 2 bathrooms
4–9 Aug
4.97 out of 5 average rating, 164 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
Flat in Rochester
Green Mountain Collection: Charming VT Escape
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.91 out of 5 average rating, 67 reviews
Guest favourite
Cabin in Rochester
The Pond Cabin at Sky Hollow
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 98 reviews