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Search results; Over 1,000 homes in Pittsfield

Guest favourite
Home in Pittsfield
Killington area home - 4 seasons - hot tub and A/C
3 bedrooms, 10 beds, 2.5 private bathrooms
16–21 Aug
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4.85 out of 5 average rating, 256 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, 51 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
Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
9 bedrooms, 14 beds, 10 bathrooms
17–22 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 192 reviews
Guest favourite
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
Guest favourite
Home in Pittsfield
The Merak Haus – a wooded retreat
3 bedrooms, 8 beds, 2.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 42 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
Top guest favourite
Home in Pittsfield
Killington area entire Inn to yourself! 14bd/15bth
14 bedrooms, 24 beds, 15 bathrooms
9–14 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Pittsfield
Green Mountain/Killington Getaway
3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.84 out of 5 average rating, 88 reviews
Top guest favourite
Home in Killington
Post & Beam Home Ideal for Families or Groups
4 bedrooms, 12 beds, 3.5 bathrooms
17–22 Aug
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Home in Pittsfield
The Fiddlehead Lodge (Green Mountain Getaway)
4 bedrooms, 9 beds, 1.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
5 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Pittsfield
The Guernsey Brook Cabin
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 14 reviews
Superhost
Apartment in Killington
Killington Mountain View Townhome - Fireplace
5 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.65 out of 5 average rating, 31 reviews
Top guest favourite
Home in Killington
Hot Tub|Sauna|Relax! 5 mins to downtown Killington
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 52 reviews
Guest favourite
Cabin in Killington
Killington/ Rutland 2 bedroom Cabin, cabin #4
2 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
4.97 out of 5 average rating, 39 reviews