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Search results; Over 1,000 places in Pittsfield

Guest favourite
Home in Pittsfield
Hideaway Mountain at Killington
5 beds
1 – 6 Apr
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Pittsfield
Beautiful Cabin w/Hot Tub by #1 Golf Course in VT
5 beds
9 – 14 Apr
4.92 out of 5 average rating, 12 reviews
Guest favourite
Tiny home in Pittsfield
Tiny Home: VT Mountain Cabin
2 beds
8 – 13 Apr
5.0 out of 5 average rating, 14 reviews
Guest favourite
Cabin in Rochester
Black haus: a hip, cool house hidden in a forest.
1 queen bed
16 – 21 June
4.95 out of 5 average rating, 387 reviews
Home in Pittsfield
South Hill
6 beds
10 – 15 Apr
5.0 out of 5 average rating, 3 reviews
Home in Pittsfield
A million-dollar view near Killington on 60 acres.
6 beds
9 – 14 Apr
4.86 out of 5 average rating, 90 reviews
Guest favourite
Cabin in Rochester
The Langhorne
4 beds
10 – 15 Apr
5.0 out of 5 average rating, 16 reviews
Guest favourite
Condo in Pittsfield
Relaxing 1 bedroom Condo in Killington
3 beds
1 – 6 Apr
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Pittsfield
Beautiful Mountain Log Cabin with Scenic Views
7 beds
9 – 14 Apr
4.91 out of 5 average rating, 148 reviews
Guest favourite
Home in Pittsfield
Curated in Killington -Tweed River House
6 beds
1 – 6 Apr
5.0 out of 5 average rating, 26 reviews
Home in Pittsfield
Killington area home - 4-seasons & hot tub
10 beds
8 – 13 Apr
4.84 out of 5 average rating, 219 reviews
Home in Pittsfield
Babbling brooks and serenity
1 – 6 Apr
New place to stay
Guest favourite
Cabin in Rochester
Mountain Edge A-frame
8 beds
1 – 6 Apr
4.86 out of 5 average rating, 43 reviews
Guest favourite
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington
7 beds
14 – 19 Apr
4.95 out of 5 average rating, 80 reviews
Guest favourite
Home in Pittsfield Killington
Vermont Friends & Family Home!!! Ski, Hike, Bike
9 beds
1 – 6 Apr
4.98 out of 5 average rating, 86 reviews
Superhost
Home in Pittsfield
Mountain Top - Fresh Pond - Killington - Hot Tub
9 beds
1 – 6 Apr
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Pittsfield
The Getaway, Killington. Four Bedroom with Hot Tub
6 beds
10 – 15 Apr
4.89 out of 5 average rating, 19 reviews
Guest favourite
Holiday home in Pittsfield
The Barn Door Lodge
7 beds
1 – 6 Apr
4.87 out of 5 average rating, 45 reviews
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