Search results; Over 1,000 places in Stockbridge

Guest favorite
Treehouse in Stockbridge
Romantic Treehouse- Hot tub, A/C, 20 Min to KLT
2 beds
Jun 15 – 20
R40,297 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 120 reviews
Room in Rochester
Stay with Carol
The Ice Castle Adventure Air B and B
Jun 11 – 16
R9,322 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Chalet in Stockbridge
Killington ski house winter MTbike -new jacuzzi
6 beds
Jun 11 – 16
R23,673 ZAR for 5 nights, originally R28,985 ZAR
for 5 nights
4.92 out of 5 average rating, 181 reviews
Guest favorite
Home in Stockbridge
The Views @ Music Mountain
9 beds
Jun 12 – 17
R63,497 ZAR for 5 nights, originally R87,530 ZAR
for 5 nights
4.98 out of 5 average rating, 40 reviews
Superhost
Home in Stockbridge
Tranquil Mountain Retreat, Ideal for Adventure!
4 beds
Jun 16 – 21
R56,290 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 11 reviews
Apartment in Stockbridge
Rustic 64 Acre Woodland Haven on a Beautiful River
Free cancellation
Jul 1 – 6
R19,506 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 181 reviews
Superhost
Home in Pittsfield
Killington area home - 4-seasons & hot tub
10 beds
Jun 11 – 16
R29,323 ZAR for 5 nights, originally R32,271 ZAR
for 5 nights
4.84 out of 5 average rating, 238 reviews
Top guest favorite
Home in Killington
Relaxation|Hot Tub| Sauna|PingPong|Wood Stove!
3 beds
Jun 12 – 17
R27,040 ZAR for 5 nights, originally R34,600 ZAR
for 5 nights
5.0 out of 5 average rating, 13 reviews
Cabin in Stockbridge
North Country Cabin - Private Mountain Retreat
9 beds
Jun 12 – 17
R76,703 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 22 reviews
Cabin in Pittsfield
Killington/PICO Ski House Hot Tub & Fast Wifi
4 beds
Jun 12 – 17
R21,023 ZAR for 5 nights
for 5 nights
4.71 out of 5 average rating, 164 reviews
Top guest favorite
Home in Killington
Hot tub|Sauna|Movie Room|Speakeasy Bar|PingPong!
Free cancellation
Jun 15 – 20
R39,456 ZAR for 5 nights, originally R46,537 ZAR
for 5 nights
5.0 out of 5 average rating, 19 reviews
Guest favorite
Cabin in Bethel
Rustic and Cozy Vermont Getaway at Sugarwood Cabin
4 beds
Aug 9 – 14
R24,515 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 473 reviews
Guest favorite
Apartment in Killington
BearNecessities- AC, Pool, Hot Tub, Gym, Sauna
3 beds
Jun 15 – 20
R10,543 ZAR for 5 nights, originally R11,782 ZAR
for 5 nights
4.82 out of 5 average rating, 22 reviews
Top guest favorite
Chalet in Killington
The Overlook - AC | Hot Tub | View | Fires | Games
5 beds
Jun 22 – 27
R32,712 ZAR for 5 nights, originally R35,022 ZAR
for 5 nights
4.99 out of 5 average rating, 70 reviews
Superhost
Home in Rochester
Cottage by the Brook
Free cancellation
Aug 31 – Sep 5
R16,203 ZAR for 5 nights, originally R18,770 ZAR
for 5 nights
New place to stay
Top guest favorite
Cottage in Barnard
Andas Hus: Little Luxury
3 beds
Jun 12 – 17
R37,878 ZAR for 5 nights, originally R41,728 ZAR
for 5 nights
4.95 out of 5 average rating, 38 reviews
Top guest favorite
Home in Killington
Killington in the Spring!
4 beds
Jun 11 – 16
R13,904 ZAR for 5 nights, originally R21,008 ZAR
for 5 nights
4.96 out of 5 average rating, 26 reviews
Top guest favorite
Home in Killington
Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
3 beds
Jun 11 – 16
R19,569 ZAR for 5 nights, originally R25,925 ZAR
for 5 nights
4.94 out of 5 average rating, 111 reviews