Search results; Over 1,000 places in Pittsfield

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Guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
Free cancellation
6–11 Jul
₹91,708 for 5 nights
for 5 nights
4.98 out of 5 average rating, 157 reviews
Home in Pittsfield
The Merak Haus – a mid-century retreat
Free cancellation
14–19 Jun
₹1,89,397 for 5 nights
for 5 nights
Superhost
Home in Stockbridge
Ski Home Mountain Views Near Killington/Woodstock
6 beds
14–19 Jun
₹90,327 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favourite
Room in Brandon
Stay with EvvaRetired,
Low rates
16–21 Jun
₹24,920 for 5 nights
for 5 nights
4.82 out of 5 average rating, 328 reviews
Guest favourite
Home in Pittsfield
Romantic Retreat, Hot Tub, near Killington Mtn
2 beds
26 Jun – 1 Jul
₹1,27,593 for 5 nights
for 5 nights
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Pittsfield
Beautiful Cabin w/Hot Tub & Sauna by Killington
5 beds
20–25 Jun
₹1,05,164 for 5 nights
for 5 nights
4.84 out of 5 average rating, 56 reviews
Top guest favourite
Yurt in Randolph
Howling Wolf Farm Yurt--A Magical Glamping Retreat
Free cancellation
4–9 Jul
₹56,819 for 5 nights
for 5 nights
5.0 out of 5 average rating, 129 reviews
Top guest favourite
Room in Castleton
Stay with RichardRetired,
Room in rural home with lovely mountain views
15–20 Jun
₹24,920 for 5 nights
for 5 nights
4.99 out of 5 average rating, 199 reviews
Guest favourite
Flat in Killington
BearNecessities- AC, Pool, Hot Tub, Gym, Sauna
3 beds
15–20 Jun
₹49,940 for 5 nights
for 5 nights
4.82 out of 5 average rating, 22 reviews
Guest favourite
Home in Pittsfield
Hideaway Mountain at Killington
5 beds
11–16 Jun
₹1,41,649 for 5 nights
for 5 nights
4.89 out of 5 average rating, 64 reviews
Top guest favourite
Home in Killington
Hot tub|Sauna|Movie Room|Speakeasy Bar|PingPong!
Free cancellation
15–20 Jun
₹1,86,905 for 5 nights
for 5 nights
5.0 out of 5 average rating, 19 reviews
Guest favourite
Chalet in Stockbridge
Killington ski house winter MTbike -new jacuzzi
6 beds
11–16 Jun
₹1,12,143 for 5 nights
for 5 nights
4.92 out of 5 average rating, 181 reviews
Top guest favourite
Home in Bethel
Vermont private retreat with gorgeous views.
Free cancellation
26–31 Aug
₹78,359 for 5 nights
for 5 nights
4.96 out of 5 average rating, 101 reviews
Guest favourite
Room in Tunbridge
Stay with BobHosting for 10 years,
Mountain view
21–26 Jun
₹19,937 for 5 nights
for 5 nights
4.92 out of 5 average rating, 318 reviews
Guest suite in Rutland
The Gourmet Roost
Free cancellation
23–28 Jun
₹42,365 for 5 nights
for 5 nights
New place to stay
Top guest favourite
Flat in Killington
Rockstar - Pool, Tennis, Fireplace, Pickleball
2 beds
11–16 Jun
₹66,687 for 5 nights
for 5 nights
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Tinmouth
Charming Vermont Schoolhouse
Free cancellation
15–20 Jun
₹55,422 for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Tiny home in Pittsford
Le Petit Maison d 'Allaire
1 bed
15–20 Jun
₹52,832 for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews