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Check prices for these dates

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28 Nov - 30 Nov
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5 Dec - 7 Dec
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19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Vacation Homes in Stockbridge

Property grounds
Ski home Mountain Views near Killington/Woodstock

Vacation Home in Stockbridge

10.0 out of 10, Exceptional, (2)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is SAR 701
SAR 2,458 total
includes taxes & fees
24 Nov - 25 Nov
Ski home Mountain Views near Killington/Woodstock
Terrace/patio
Ski Home Mountain Views Near Killington/Woodstock

Vacation Home in Stockbridge

10.0 out of 10, Exceptional, (2)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
Ski Home Mountain Views Near Killington/Woodstock
Property grounds
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Vacation Home in Chelsea

2.0 star property
10.0 out of 10, Exceptional, (35)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is SAR 450
SAR 588 total
includes taxes & fees
22 Nov - 23 Nov
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Property grounds
Off Grid Glamping Shed with River Access

Vacation Home in Randolph

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 219
SAR 351 total
includes taxes & fees
3 Dec - 4 Dec
Off Grid Glamping Shed with River Access
Fridge, microwave, oven, stovetop
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Vacation Home in Bridgewater

9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is SAR 514
SAR 1,844 total
includes taxes & fees
23 Nov - 24 Nov
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Property grounds
Beautiful home located in the Mad River Valley

Vacation Home in Warren

9.8 out of 10, Exceptional, (39)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley
Fridge, microwave, oven, stovetop
Luxury Condo Tucked in the Heart of Killington

Vacation Home in Killington

8.0 out of 10, Very Good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is SAR 446
SAR 1,214 total
includes taxes & fees
23 Nov - 24 Nov
Luxury Condo Tucked in the Heart of Killington
Property grounds
Beautiful home located in the Mad River Valley

Vacation Home in Warren

10.0 out of 10, Exceptional, (22)
"Had a wonderful stay "
United States
Yang O.
Beautiful home located in the Mad River Valley
Interior
Beautiful home offering privacy on 7 acres with private pond

Vacation Home in West Windsor

10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
The price is SAR 810
SAR 1,886 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful home offering privacy on 7 acres with private pond
Fridge, microwave, oven, stovetop
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Vacation Home in Mt Holly

9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is SAR 591
SAR 1,939 total
includes taxes & fees
22 Nov - 23 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Spa
large ski ranch hot tub close to killington pets ok

Vacation Home in Mendon

2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is SAR 522
SAR 1,605 total
includes taxes & fees
23 Nov - 24 Nov
large ski ranch hot tub close to killington pets ok
Fridge, microwave, oven, stovetop
Mountain Stay | Skiing | Hiking | Sleeps 8

Vacation Home in Bridgewater

9.6 out of 10, Exceptional, (7)
"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 SAR 773
SAR 2,104 total
includes taxes & fees
24 Nov - 25 Nov
Mountain Stay | Skiing | Hiking | Sleeps 8
Exterior
Spacious country home, beautiful sunsets, 40 acres

Vacation Home in Tunbridge

9.8 out of 10, Exceptional, (42)
"Awsome place to stay for a week! "
United States
Melinda G.
The price is SAR 525
SAR 1,798 total
includes taxes & fees
23 Nov - 24 Nov
Spacious country home, beautiful sunsets, 40 acres
Property grounds
Beautiful home located in the Mad River Valley

Vacation Home in Warren

9.2 out of 10, Wonderful, (7)
"Good area"
United States
Dakota N.
Beautiful home located in the Mad River Valley
Indoor pool, a heated pool
Bearmont- Pool, HotTub, Fireplace

Vacation Home in The Woods

10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
United States
Tyler B.
The price is SAR 425
SAR 1,786 total
includes taxes & fees
24 Nov - 25 Nov
Bearmont- Pool, HotTub, Fireplace
Golf
TheGrizz! Shuttle on/off!

Vacation Home in Killington

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
United States
Angela S.
The price is SAR 421
SAR 1,658 total
includes taxes & fees
24 Nov - 25 Nov
TheGrizz! Shuttle on/off!
Interior
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

Vacation Home in Hartford

10.0 out of 10, Exceptional, (1)
"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "
United States
Mary Anne C.
The price is SAR 844
SAR 1,755 total
includes taxes & fees
23 Nov - 24 Nov
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
Interior
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Vacation Home in Pomfret

10.0 out of 10, Exceptional, (3)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is SAR 563
SAR 1,424 total
includes taxes & fees
11 Dec - 12 Dec
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
House, 3 Bedrooms | Interior
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

Vacation Home in Killington

3.0 star property
The price is SAR 649
SAR 2,305 total
includes taxes & fees
1 Dec - 2 Dec
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home
Fridge, microwave, oven, stovetop
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Vacation Home in Killington

10.0 out of 10, Exceptional, (1)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is SAR 352
SAR 1,081 total
includes taxes & fees
25 Nov - 26 Nov
CozyDen-Location, Fireplace, Ski Off/Shuttle On!
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

On The River Inn

On The River Inn

10/10 Excellent
"Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn."
Harvey 1-night trip
Posted 2 days ago
On The River Inn