filters

Search results; Over 1,000 homes in Pittsfield

Guest favourite
Hotel in Pittsfield
Clear River Inn - 1 King Bed (Ground Floor)
1 bedroom, 1 bed, 1 private bathroom
5–10 Jul
,
4.76 out of 5 average rating, 25 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
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 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
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
New place to stay
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
The Fiddlehead Lodge (Green Mountain Getaway)
4 bedrooms, 9 beds, 1.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 12 reviews
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
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
Top guest favourite
Home in Pittsfield
Killington area entire Inn to yourself! 14bd/15bth
14 bedrooms, 24 beds, 15 bathrooms
19–24 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Pittsfield
Killington area home - 4 seasons - hot tub and A/C
3 bedrooms, 10 beds, 2.5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 255 reviews
Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
9 bedrooms, 14 beds, 10 bathrooms
3–8 Jul
5.0 out of 5 average rating, 52 reviews
Guest favourite
Home in Pittsfield
Green Mountain/Killington Getaway
3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
4.84 out of 5 average rating, 87 reviews
Guest favourite
Home in Stockbridge
Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug
7 bedrooms, 11 beds, 5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Pittsfield
Trailside Retreat: Hike & Bike From Your Doorstep
3 bedrooms, 6 beds, 2.5 bathrooms
4–9 Jul
4.95 out of 5 average rating, 63 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Pittsfield
Mountain Top - Fresh Pond - Killington - Hot Tub
4 bedrooms, 9 beds, 3.5 bathrooms
2–7 Aug
4.94 out of 5 average rating, 35 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
Guest favourite
Hotel in Pittsfield
Clear River Inn - 2 Double Beds (2nd Floor)
1 bedroom, 2 double beds, 1 bathroom
3–8 Jul
4.88 out of 5 average rating, 129 reviews