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Search results; Over 1,000 homes in Pittsfield

Superhost
Hotel in Pittsfield
Clear River Inn - 2 Double Beds (Ground Floor)
1 bedroom, 2 beds, 1 private bathroom
5–10 Jul
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4.75 out of 5 average rating, 115 reviews
Guest favourite
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 6 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
New place to stay
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 187 reviews
Guest favourite
Home in Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Jul
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Killington
Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!
4 bedrooms, 7 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Pittsfield
The Merak Haus – a wooded retreat
3 bedrooms, 8 beds, 2.5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
5 bedrooms, 4 beds, 3 bathrooms
5–10 Jul
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
9 bedrooms, 14 beds, 10 bathrooms
5–10 Jul
5.0 out of 5 average rating, 52 reviews
Guest favourite
Home in Killington
Killington Chalet: Hot Tub, Fireplace, spacious 4b
4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
4.94 out of 5 average rating, 64 reviews
Top guest favourite
Home in Mendon
New Firepit, Great Location, Dog Friendly, Kitchen
3 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 157 reviews
Guest favourite
Home in Killington
Beautiful ski house 8 min from mountains
4 bedrooms, 6 queen beds, 2 bathrooms
5–10 Jul
4.88 out of 5 average rating, 93 reviews
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
4 bedrooms, 7 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Chalet in Killington
The Overlook - Views | Hot Tub | Fire Pits | Games
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
4.97 out of 5 average rating, 104 reviews
Guest favourite
Cabin in Goshen
The Berghüttli: Glowing Swiss Hut in the Forest
2 bedrooms, 2 beds, 1 bathroom
16–21 Jul
4.97 out of 5 average rating, 140 reviews
Top guest favourite
Home in Pittsfield
The Fiddlehead Lodge (Green Mountain Getaway)
4 bedrooms, 9 beds, 1.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Killington
Private Killington Retreat | Hot Tub | Fireplace
2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Killington
Killington Mountain Farmhouse-5 min to Skiing
4 bedrooms, 8 beds, 3 bathrooms
6–11 Jul
4.84 out of 5 average rating, 19 reviews