Stockbridge Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Stockbridge holiday rentals

Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is HK$2,025
HK$2,207 total
includes taxes & fees
1 Feb - 2 Feb
Robert Frost Mountain Cabins
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (19 reviews)
"Great !"
United States
Raul
The price is HK$1,625
HK$2,181 total
includes taxes & fees
10 Feb - 11 Feb
Mountain Green
Interior

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is HK$2,380
HK$7,174 total
includes taxes & fees
1 Feb - 2 Feb
Breakaway House by Killington Vacation Rentals
Exterior

Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
Killington
8.0 out of 10, Very good, (1 review)
"I had trouble getting in and out of the inner roads around the buildings and had to wait to use my rental car until the bus traffic cleared Old Mill Rd. to slush. This made me kind of locked in, but the bus service to and from the ski lodges did make it possible to ski. And that was the main reason I stayed at Mountain Green Resort the proximity and shuttle service."
United States
Scott
The price is HK$4,443
HK$8,482 total
includes taxes & fees
16 Feb - 17 Feb
Mountain Green Resort by Killington VR - 1 Bedrooms
Exterior

Fall Line Condos by Killington VR - 2 Bedrooms

Fall Line Condos by Killington VR - 2 Bedrooms
3.5 star property
Killington
The price is HK$3,006
HK$7,143 total
includes taxes & fees
4 Feb - 5 Feb
Fall Line Condos by Killington VR - 2 Bedrooms
Living area

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
3.5 star property
Rutland
The price is HK$2,667
HK$6,666 total
includes taxes & fees
12 Feb - 13 Feb
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Exterior

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
2.0 star property
Rutland
The price is HK$2,889
HK$6,915 total
includes taxes & fees
5 Feb - 6 Feb
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
Private kitchen

Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home
3.0 star property
North Sherburne
The price is HK$4,736
HK$8,685 total
includes taxes & fees
5 Feb - 6 Feb
Killington A-frame 2 Bedroom Home
Living area

Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo

Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo
2.0 star property
Killington
The price is HK$5,067
HK$10,729 total
includes taxes & fees
9 Feb - 10 Feb
Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo
Dining

Fall Line Condo E1 1 Bedroom Condo

Fall Line Condo E1 1 Bedroom Condo
3.5 star property
Killington
Fall Line Condo E1 1 Bedroom Condo
Living area

Whitetail Chalet 4 Bedroom Home

Whitetail Chalet 4 Bedroom Home
3.0 star property
Killington
Whitetail Chalet 4 Bedroom Home
Sauna

Sunrise Bear Ridge C4 4 Bedroom Condo

Sunrise Bear Ridge C4 4 Bedroom Condo
3.0 star property
Killington
The price is HK$5,835
HK$11,669 total
includes taxes & fees
25 Feb - 26 Feb
Sunrise Bear Ridge C4 4 Bedroom Condo
Interior

Winding Way Chalet 3 Bedroom Home

Winding Way Chalet 3 Bedroom Home
3.0 star property
North Sherburne
Winding Way Chalet 3 Bedroom Home
Exterior

Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo

Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo
3.5 star property
Killington
Beautiful 2br/2ba Fall Line Condo W/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G6b 2 Bedroom Condo
Exterior

Mountain Green Resort by Killington VR - 2 Bedrooms

Mountain Green Resort by Killington VR - 2 Bedrooms
2.0 star property
Killington
The price is HK$3,228
HK$7,456 total
includes taxes & fees
12 Feb - 13 Feb
Mountain Green Resort by Killington VR - 2 Bedrooms
Exterior

Mountain Green Resort By Killington VR - 3 Bedrooms

Mountain Green Resort By Killington VR - 3 Bedrooms
3.5 star property
Killington
10.0 out of 10, Exceptional, (1 review)
Mountain Green Resort By Killington VR - 3 Bedrooms
Exterior

Fall Line Condos by Killington VR - 3 Bedrooms

Fall Line Condos by Killington VR - 3 Bedrooms
3.5 star property
Killington
Fall Line Condos by Killington VR - 3 Bedrooms
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

Summit Lodge

Summit Lodge

10/10 Excellent
"It's what you expect when you stay at an old ski lodge. It has a vibe. Totally would come here again. Very unique experience. Little rooms remind me of something out of Germany. "
Dominique 2-night trip
Posted 2 days ago
Summit Lodge

Find out more about Stockbridge

Search for holiday rentals in Stockbridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Stockbridge using one of the methods below:

  • View our selection of featured holiday rentals in Stockbridge
  • Use the map to find apartments and other holiday homes in the Stockbridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stockbridge while they last

Look no further and take a look at our great range of rental properties in Stockbridge!

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 11 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 Sugarbush Farm, 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.