Stockbridge Vacation Rentals

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Check prices for these dates

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

Our top choices for Stockbridge vacation rentals

Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is ￥74,120
￥115,223 total
includes taxes & fees
Feb 8 - Feb 9
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 ￥39,736
￥43,312 total
includes taxes & fees
Feb 8 - Feb 9
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 ￥31,906
￥42,801 total
includes taxes & fees
Feb 10 - Feb 11
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
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
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 ￥87,210
￥166,480 total
includes taxes & fees
Feb 16 - Feb 17
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 ￥56,916
￥137,268 total
includes taxes & fees
Feb 4 - Feb 5
Fall Line Condos by Killington VR - 2 Bedrooms
House, 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 ￥52,348
￥130,838 total
includes taxes & fees
Feb 12 - Feb 13
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Condo, 2 Bedrooms | 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 ￥46,023
￥120,827 total
includes taxes & fees
Feb 5 - Feb 6
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home
3.0 star property
North Sherburne
The price is ￥75,361
￥146,485 total
includes taxes & fees
Feb 5 - Feb 6
Killington A-frame 2 Bedroom Home
Condo, 3 Bedrooms | 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 ￥99,660
￥210,894 total
includes taxes & fees
Feb 9 - Feb 10
Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo
Condo, 1 Bedroom | Dining

Fall Line Condo E1 1 Bedroom Condo

Fall Line Condo E1 1 Bedroom Condo
3.5 star property
Killington
The price is ￥67,352
￥135,558 total
includes taxes & fees
Feb 1 - Feb 2
Fall Line Condo E1 1 Bedroom Condo
House, 4 Bedrooms | Living area | Smart TV

Whitetail Chalet 4 Bedroom Home

Whitetail Chalet 4 Bedroom Home
3.0 star property
Killington
Whitetail Chalet 4 Bedroom Home
Condo, 4 Bedrooms | Sauna

Sunrise Bear Ridge C4 4 Bedroom Condo

Sunrise Bear Ridge C4 4 Bedroom Condo
3.0 star property
Killington
The price is ￥114,536
￥229,040 total
includes taxes & fees
Feb 25 - Feb 26
Sunrise Bear Ridge C4 4 Bedroom Condo
House, 3 Bedrooms | 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
Condo, 2 Bedrooms | 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
The price is ￥59,167
￥140,438 total
includes taxes & fees
Feb 2 - Feb 3
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 ￥52,056
￥130,430 total
includes taxes & fees
Feb 12 - Feb 13
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
Condo, 3 Bedrooms | Exterior

Fall Line Condos by Killington VR - 3 Bedrooms

Fall Line Condos by Killington VR - 3 Bedrooms
3.5 star property
Killington
The price is ￥133,604
￥260,927 total
includes taxes & fees
Feb 26 - Feb 27
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!

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Frequently asked questions

Are there vacation rentals in Stockbridge?

Yes, we give you a choice of vacation rentals near the most popular sights in Stockbridge, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Stockbridge has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: Visitors like this Stockbridge vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals are there in Stockbridge?

With 11 Expedia vacation rentals, you're sure 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 vacation rental in Stockbridge like?

A vacation rental is a private property where you can stay for several days or longer in Stockbridge. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family getaway.