Search Vacation Homes in Stockbridge

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Vacation Homes in Stockbridge

Property grounds
Ski home Mountain Views near Killington/Woodstock

Ski home Mountain Views near Killington/Woodstock

Stockbridge
10.0 out of 10, Exceptional, (2)
"We met some family here to have a weekend together. The house was amazing! It was very clean and had everything we needed. The host was amazing with all our needs and very helpful. You would not regret this home! "
United States
james s.
$567 nightly
The price is $635
Nov 16 - Nov 17
Total with taxes and fees
Ski home Mountain Views near Killington/Woodstock
Terrace/patio
Ski Home Mountain Views Near Killington/Woodstock

Ski Home Mountain Views Near Killington/Woodstock

Stockbridge
10.0 out of 10, Exceptional, (2)
"We had a great time! Love the deck and the fire pit. We had the perfect at night to relax at the fire and watch the sky. House is new and clean. Can recommend it to anyone!! "
United States
Csilla G.
$567 nightly
The price is $635
Nov 16 - Nov 17
Total with taxes and fees
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

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
Chelsea
10.0 out of 10, Exceptional, (35)
"Dave and Miken have been so welcoming, we have discovered a real Vermont farm, the kids have just loved it !It is not just a place to stay, it is an experience ! "
France
gladys b.
$140 nightly
The price is $157
Nov 16 - Nov 17
Total with taxes and fees
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

Off Grid Glamping Shed with River Access

2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
$84 nightly
The price is $94
Nov 14 - Nov 15
Total with taxes and fees
Off Grid Glamping Shed with River Access
Fridge, microwave, oven, stovetop
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Bridgewater
9.4 out of 10, Exceptional, (16)
"It was a great location for what we were looking to do. Great size and we loved the hot tub. Very comfortable. We enjoyed our stay and would come again"
United States
Ashley G.
$438 nightly
The price is $491
Nov 16 - Nov 17
Total with taxes and fees
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Interior
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

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.
$364 nightly
The price is $411
Nov 17 - Nov 18
Total with taxes and fees
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
Interior
Beautiful home offering privacy on 7 acres with private pond

Beautiful home offering privacy on 7 acres with private pond

West Windsor
10.0 out of 10, Exceptional, (30)
"Lots of space inside and out for my family to enjoy here! The sunny living room with its many windows brings the outside indoors."
United States
Eileen W.
$435 nightly
The price is $488
Nov 15 - Nov 16
Total with taxes and fees
Beautiful home offering privacy on 7 acres with private pond
Fridge, microwave, oven, stovetop
Mountain Stay | Skiing | Hiking | Sleeps 8

Mountain Stay | Skiing | Hiking | Sleeps 8

Bridgewater
9.6 out of 10, Exceptional, (7)
"Very large place for 6 to 8 people. Great location between Woodstock and Killington. Lots of living spaces and great king-size beds and mattresses"
United States
frank
$481 nightly
The price is $539
Nov 14 - Nov 15
Total with taxes and fees
Mountain Stay | Skiing | Hiking | Sleeps 8
Exterior
Spacious country home, beautiful sunsets, 40 acres

Spacious country home, beautiful sunsets, 40 acres

Tunbridge
9.8 out of 10, Exceptional, (42)
"The accommodations were great with plenty of room. We all wanted to lay on the living room couches because they were so comfortable! The property was nice and peaceful with lots of flowers, bushes and trees to observe."
United States
Karen P.
$426 nightly
The price is $477
Nov 17 - Nov 18
Total with taxes and fees
Spacious country home, beautiful sunsets, 40 acres
Fridge, microwave, oven, stovetop
Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington

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
$304 nightly
The price is $323
Nov 16 - Nov 17
Total with taxes and fees
Luxury Condo Tucked in the Heart of Killington
Property grounds
Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley

Warren
9.8 out of 10, Exceptional, (39)
"Great location. Walk to the falls!"
United States
sheri n.
Beautiful home located in the Mad River Valley
Fridge, microwave, oven, stovetop
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

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.
$247 nightly
The price is $280
Nov 17 - Nov 18
Total with taxes and fees
CozyDen-Location, Fireplace, Ski Off/Shuttle On!
Property grounds
Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley

Warren
10.0 out of 10, Exceptional, (22)
"A perfect cozy weekend getaway for skiing for my family of 4."
United States
Karen S.
Beautiful home located in the Mad River Valley
Golf
TheGrizz! Shuttle on/off!

TheGrizz! Shuttle on/off!

Killington
10.0 out of 10, Exceptional, (4)
"We went to Killington to ski and we were pleasantly surprised at how close everything was. The drive distance to the ski lifts and the access road for apres was minutes. Dan & Holly were super informative about everything and easy to communicate with the whole time we were there. Fabulous accommodations, very comfortable and very clean with all the comforts of home."
United States
Beth R.
$384 nightly
The price is $434
Nov 17 - Nov 18
Total with taxes and fees
TheGrizz! Shuttle on/off!
Property grounds
Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley

Warren
9.2 out of 10, Wonderful, (7)
"The location of the property was great. The photos in the listing are not an accurate representation of the condition of the interior."
United States
Jamie M.
Beautiful home located in the Mad River Valley
Indoor pool, a heated pool
Bearmont- Pool, HotTub, Fireplace

Bearmont- Pool, HotTub, Fireplace

The Woods
10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
United States
Tyler B.
$419 nightly
The price is $474
Nov 17 - Nov 18
Total with taxes and fees
Bearmont- Pool, HotTub, Fireplace
Interior
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

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.
$340 nightly
The price is $381
Dec 11 - Dec 12
Total with taxes and fees
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Property grounds
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

granville
9.4 out of 10, Exceptional, (83)
"Great place! Comfortable and conveniently located. "
United States
Violet R.
$286 nightly
The price is $320
Nov 16 - Nov 17
Total with taxes and fees
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Fridge, microwave, oven, stovetop
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"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.
$505 nightly
The price is $570
Nov 17 - Nov 18
Total with taxes and fees
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
House, 2 Bedrooms | Exterior
Bob's Sled Lodge 2 Bedroom Home

Bob's Sled Lodge 2 Bedroom Home

3.0 star property
North Sherburne
$532 nightly
The price is $590
Nov 18 - Nov 19
Total with taxes and fees
Bob's Sled Lodge 2 Bedroom Home
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

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"The Inn was totally redone in 2019. Looks great. Spotless interior. Friendly staff, delicious cookies. All at a very reasonable price. What else do you need?"
Leigh 1-night trip
Posted 1 day ago
Align Inn Vermont

Find out more about Stockbridge

Stockbridge Vacation Homes information

Number of reviews
250
Accommodation
672 Vacation Homes
Lowest Price
$94
Highest Price
$635

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