Holiday Homes in Stockbridge

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Stockbridge holiday homes

Exterior

Holiday Home in Stockbridge

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is NZ$1,275
includes taxes & fees
5 Apr - 6 Apr
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Interior

Holiday Home in Stockbridge

Ski Home/Arcade Mountain Views Near Killington/Woodstock
10.0 out of 10, Exceptional, (2 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is NZ$978
includes taxes & fees
23 Mar - 24 Mar
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior

Holiday Home in Randolph

Off Grid Glamping Shed with River Access
10.0 out of 10, Exceptional, (1 review)
The price is NZ$160
includes taxes & fees
23 Mar - 24 Mar
Off Grid Glamping Shed with River Access
Exterior

Holiday Home in Chelsea

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
10.0 out of 10, Exceptional, (41 reviews)
"Everything was wonderful and both hosts are very inviting owners friendly always there if you needed anything we can't wait to go back loved it "
United States
Susan K.
The price is NZ$326
includes taxes & fees
26 Mar - 27 Mar
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Interior

Holiday Home in Killington

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
The price is NZ$697
includes taxes & fees
23 Mar - 24 Mar
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Private kitchen

Holiday Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is NZ$413
includes taxes & fees
23 Mar - 24 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds

Holiday Home in Bridgewater

Large Killington Area Home | Sleeps 7 | Game Room
9.6 out of 10, Exceptional, (7 reviews)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is NZ$999
includes taxes & fees
23 Mar - 24 Mar
Large Killington Area Home | Sleeps 7 | Game Room
TV, stereo

Holiday Home in Clarendon

Killington Retreat | Deck-Fire Pit-Mountain Views!
9.0 out of 10, Wonderful, (4 reviews)
"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "
United States
Thaddeus T.
The price is NZ$656
includes taxes & fees
4 Apr - 5 Apr
Killington Retreat | Deck-Fire Pit-Mountain Views!
Interior

Holiday Home in Killington

CozyDen-Location, Ski Off/Shuttle On!
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is NZ$513
includes taxes & fees
25 Mar - 26 Mar
CozyDen-Location, Ski Off/Shuttle On!
Interior

Holiday Home in Warren

Beautiful home located in the Mad River Valley
9.6 out of 10, Exceptional, (41 reviews)
"The place was spacious, but small, which I loved! Plenty of hot water, great communication with owner, plenty of extra chairs and the leaf for the table was fantastic!"
United States
Michael M.
Beautiful home located in the Mad River Valley
Property grounds

Holiday Home in Killington

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
The price is NZ$1,002
includes taxes & fees
23 Mar - 24 Mar
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Outdoor spa tub

Holiday Home in Killington

The Big Lebearski! Hot Tub, FirePlace!
10.0 out of 10, Exceptional, (19 reviews)
"Great location and excellent hosts "
United States
Peter G.
The price is NZ$1,220
includes taxes & fees
24 Mar - 25 Mar
The Big Lebearski! Hot Tub, FirePlace!
Exterior

Holiday Home in North Sherburne

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
9.6 out of 10, Exceptional, (23 reviews)
"House was beautiful & a great getaway for our group! "
United States
GiGi M.
The price is NZ$1,414
includes taxes & fees
23 Mar - 24 Mar
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
TV, fireplace

Holiday Home in Bridgewater

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
8.0 out of 10, Very good, (2 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is NZ$1,104
includes taxes & fees
23 Mar - 24 Mar
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
TV

Holiday Home in North Sherburne

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is NZ$1,144
includes taxes & fees
23 Mar - 24 Mar
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Interior

Holiday Home in Brookfield

Vermont Retreat: 3BR with Mountain Views and Trails
The price is NZ$1,008
includes taxes & fees
25 Mar - 26 Mar
Vermont Retreat: 3BR with Mountain Views and Trails
Property grounds

Holiday Home in Ripton

Modern Woodland Escape w Wshr dryer and Large Yard
The price is NZ$527
includes taxes & fees
23 Mar - 24 Mar
Modern Woodland Escape w Wshr dryer and Large Yard
TV, offices

Holiday Home in Killington

The Tower House | Hot Tub | Firepit | Dog-Friendly
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is NZ$1,159
includes taxes & fees
15 Apr - 16 Apr
The Tower House | Hot Tub | Firepit | Dog-Friendly
Smart TV, fireplace, table football, offices

Holiday Home in North Sherburne

4BR Killington Home Perfect for Families, Pet-Friendly
10.0 out of 10, Exceptional, (23 reviews)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
The price is NZ$1,188
includes taxes & fees
23 Mar - 24 Mar
4BR Killington Home Perfect for Families, Pet-Friendly
Fridge, microwave, oven, stovetop

Holiday Home in Proctor

Feel the real VT! Ski Killington and a foodie’s delight!
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is NZ$911
includes taxes & fees
15 Apr - 16 Apr
Feel the real VT! Ski Killington and a foodie’s delight!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stockbridge Hotel Reviews

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"Love this place! My family has stayed here multiple years in a row now and we keep coming back. The staff is very helpful if you run into any issues and the pool is a highlight for the kids after a long day on the mountain. Close to good food and conveniently located to Killington. We love the suite so we can cook a few meals at home as well. "
CRAIG 3-night trip
Posted 4 hours ago
North Star Lodge and Resort

Find out more about Stockbridge

Stockbridge Holiday Homes information

Number of reviews
133
Accommodation
669 Holiday Homes
Lowest Price
NZ$160
Highest Price
NZ$1,414