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Search results; Over 1,000 homes in Pittsfield

Guest favourite
Serviced apartment in Pittsfield
Clear River Inn - 2 Bedroom Suite
2 bedrooms, 4 beds, 1 private bathroom
4–9 Oct
,
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Bungalow in Pittsfield
Woodland Acres ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 6 reviews
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 6 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
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Chittenden
Vermont Country Suite
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 289 reviews
Top guest favourite
Tiny home in Pittsford
Le Petit Maison d 'Allaire
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 56 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
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 464 reviews
Top guest favourite
Rooms in Mendon
Cozy private room - Killington
2 bedrooms, 1 queen bed, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 596 reviews
Top guest favourite
Home in Rochester
Tiny House set between ski resorts and mtn bikehub
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Tiny home in Pittsfield
Tiny Home: VT Mountain Cabin
1 bedroom, 2 beds, 1 bathroom
1–6 May
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Bethel
Vermont private retreat with gorgeous views.
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 162 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
Top guest favourite
Yurt in Randolph
Howling Wolf Farm Yurt--A Magical Glamping Retreat
1 queen bed, WC
20–25 Sept
4.99 out of 5 average rating, 162 reviews
Top guest favourite
Room in Randolph
Farm Stay in Antique Farmhouse
1 queen bed, 1 bathroom
1–6 Jan
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Pittsford
Waterfront cottage walk-out suite.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 163 reviews
Top guest favourite
Earthen home in Granville
Sculpted Earthen Yurt in Green Mtns
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 178 reviews