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
15–20 Jul
,
4.75 out of 5 average rating, 115 reviews
Bungalow in Pittsfield
Woodland Retreat ~ Green Mtns ~ Hike Bike Ski
4 beds
29 Jul – 3 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
1 queen bed
14–19 Jul
4.98 out of 5 average rating, 188 reviews
Guest favourite
Home in Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 beds
25–30 Jul
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Pittsfield
Post & Beam Vermont Farmhouse | Near Killington
4 beds
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Killington
Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!
7 beds
8–13 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Stockbridge
Ski Home/Arcade Mountain Views Near Killington/Woo
6 beds
26–31 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Pittsfield
Skyeburst | Modern Mtn Home
3 beds
19–24 Jul
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Pittsfield
VT Cabin, close to Killington Mountain and lakes.
4 beds
14–19 Jul
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Home in Pittsfield
Killington area Inn all to yourself! 9bd/10 bath
14 beds
23–28 Jul
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Killington
Cedar Wood Lodge
21–26 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Pittsfield
Peak Hill – 3 Bedroom, Hot Tub. Car Charger!
5 beds
14–19 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Holiday home in Pittsfield
The Barn Door Lodge
7 beds
14–19 Jul
4.9 out of 5 average rating, 63 reviews
Guest favourite
Home in Killington
Killington Condo Near Mountain Biking Trails
5 beds
14–19 Jul
4.94 out of 5 average rating, 63 reviews
Guest favourite
Home in Pittsfield
The Merak Haus – a wooded retreat
8 beds
16–21 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Stockbridge
Unique Mountain Retreat
7 beds
14–19 Jul
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Pittsfield
The Fiddlehead Lodge (Green Mountain Getaway)
9 beds
26–31 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Killington
Beautiful ski house 8 min from mountains
6 queen beds
19–24 Jul
4.88 out of 5 average rating, 93 reviews
Top guest favourite
Cabin in Bethel
Phoebe’s Perch
3 beds
21–26 Jul
5.0 out of 5 average rating, 14 reviews