Holiday Rentals in Stockbridge

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Holiday Rentals in Stockbridge

Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

10.0 out of 10, Exceptional, (1)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
The price is €458
includes taxes & fees
1 Jul - 2 Jul
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

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

The price is €452
includes taxes & fees
18 Jul - 19 Jul
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is €126
includes taxes & fees
7 Jul - 8 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

The price is €142
includes taxes & fees
6 Jul - 7 Jul
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock Mobility Impaired Accessible Suite

The price is €121
includes taxes & fees
30 Jun - 1 Jul
Sleep Woodstock Mobility Impaired Accessible Suite

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (26)
"5 families getting together once a year for a winter adventure weekend. Carmen is a fantastic host. The home is lovely, and we had a great time. Carmen makes sure if we need something, she is a phone call away.Would highly recommend this VRBO."
The price is €1,168
includes taxes & fees
29 Jun - 30 Jun
A charming 1820's farmhouse

The Bridgewater House | Game Room | Hiking | Golf

9.4 out of 10, Exceptional, (6)
"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."
The price is €493
includes taxes & fees
29 Jun - 30 Jun
The Bridgewater House | Game Room | Hiking | Golf

NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

The price is €786
includes taxes & fees
29 Jun - 30 Jun
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

Off Grid Glamping Shed with River Access

2.0 star property
The price is €85
includes taxes & fees
27 Jun - 28 Jun
Off Grid Glamping Shed with River Access

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is €464
includes taxes & fees
1 Jul - 2 Jul
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Modern Farm House…minutes to Okemo; 2 King beds!

9.4 out of 10, Exceptional, (10)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is €398
includes taxes & fees
22 Jul - 23 Jul
Modern Farm House…minutes to Okemo; 2 King beds!

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

9.8 out of 10, Exceptional, (36)
"Very nice"
The price is €540
includes taxes & fees
29 Jun - 30 Jun
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

RoundTop Chalet- Hot Tub, Grill, Hiking!

RoundTop Chalet- Hot Tub, Grill, Hiking!

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

9.2 out of 10, Wonderful, (5)
"The check in process was so easy, our room was clean and had everything we needed. We would definitely stay here again"
The price is €139
includes taxes & fees
5 Jul - 6 Jul
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120

10.0 out of 10, Exceptional, (2)
"This was a very nice quiet place. Loved the location and the room. Will definitely be going back."
The price is €187
includes taxes & fees
27 Jul - 28 Jul
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120

Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102

9.2 out of 10, Wonderful, (5)
"Overall good experience. The rooms were clean. Straightforward check in and out."
The price is €293
includes taxes & fees
24 Jul - 25 Jul
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102

118 Two Double bed Standard Hotel room

9.0 out of 10, Wonderful, (2)
"We love staying here. So close to Killington, but also convenient. Clean, well maintained, and nicely furnished. Beautiful creek."
118 Two Double bed Standard Hotel room

Cedarbrook Hotel Room 2 Doubles 119

9.0 out of 10, Wonderful, (7)
"The place was an ok place to "crash" after a day of out side activities. The rug needs to be replaced or shampooed. The beds are not very comfortable. "
The price is €139
includes taxes & fees
6 Jul - 7 Jul
Cedarbrook Hotel Room 2 Doubles 119

117 Two Double bed Standard Hotel room

8.4 out of 10, Very good, (6)
"Staff were great made us feel welcomed"
117 Two Double bed Standard Hotel room

116 Two Double bed Standard Hotel room

8.6 out of 10, Excellent, (10)
"The place is good. It was our first time here and enjoyed our stay. The brook overlooking our window made the day"
The price is €139
includes taxes & fees
9 Jul - 10 Jul
116 Two Double bed Standard Hotel room
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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Frequently asked questions

Are there holiday rentals in Stockbridge?

Yes, there are holiday rentals close to the most popular sights in Stockbridge, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Stockbridge has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Stockbridge is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Stockbridge?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Stockbridge stay.

What’s there to see and do in Stockbridge?

While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Les Newell Wildlife Management Area and Belcher Library are other places to visit while you're in town.

What’s a holiday rental in Stockbridge like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stockbridge. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.