Stockbridge Vacation Rentals from ￥28,092: Search Short-Term Rentals

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Our top choices for Stockbridge vacation rentals

1. The Suites at Killington Center

Killington

￥65,560 total

includes taxes & fees

Oct 22 - Oct 23

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

2. Fat Sheep Farm & Cabins

Windsor

Jessica

￥28,092 total

includes taxes & fees

Nov 3 - Nov 4

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

3. Robert Frost Mountain Cabins

Ripton

Joe

￥60,058 total

includes taxes & fees

Oct 22 - Oct 23

A picnic table and a fire pit by a lake with a forest in the background.

4. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow

￥53,760 total

includes taxes & fees

Oct 21 - Oct 22

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Top Stockbridge Hotel Reviews

Mountain Meadows Lodge

10/10 Excellent

"This place is a gem. Best place we've stayed in, well, ever. Proprietors are magnificently understated Vermonters - quietly engaging, welcoming and authentic. Breakfasts were exquisite. Facilities were relaxing with places to sit and talk with others, activities available, a beautiful pond, and a little stretch of Appalachian Trail. It was so comfortable that we didn't even mind finishing our taxes while there!"

Align Inn Vermont

10/10 Excellent

"Inn & staff were lovely… room was clean & bed very comfortable. We arrived early & staff got us in our room quickly. Gave us ideas for a nice walk while we waited. Only improvement could be breakfast. Cooked oatmeal with toppings instead of packaged instant would be nice. Actual maple syrup for waffles would be good instead of flavored corn syrup."

Woodstock Inn & Resort

8/10 Good

"Enjoyed staying at the Woodstock Inn. Great location, anything you want to see in the town of Woodstock, plus a number of great hiking trails, are walking distance. The in hotel restaurants, Red Rooster and Richardson's Tavern, are outstanding. No charge valet or easy self-parking available. The lobby is a great place to hang out, it has a great oversized fireplace and afternoons between 400 - 500 coffee and tea are available in the lobby for guests. By the entrance to the Red Rooster, there is also a basket of locally grown apples available anytime. There is a game room off the lobby, which is also a great place to go. The guest room was really comfortable, especially the mattress. So why a four star rating and not five? The in room thermostats are restricted so that a guest cannot set the fan to continuous run. This is to be expected at a lower end Marriott, but not a hotel at this price point. If you like white noise while sleeping, or don't like the HVAC cycling off and on, this is a problem. I did ask the front desk and got a response about environmental responsibility and energy conservation. For $1,300 a night plus a resort fee, a guest should be able to run the HVAC whenever they want. The lobby furniture cushions are worn and the cushions sink at a level I would compare them to college dormitory furniture. A lot of day trippers who aren't hotel guests come into the lobby, which greatly contributes to the wear. Still a great place to stay."

Find out more about 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?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: Visitors like this Stockbridge vacation home rental. It offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 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 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.

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Check prices for these dates

Our top choices for Stockbridge vacation rentals

1. The Suites at Killington Center

2. Fat Sheep Farm & Cabins

3. Robert Frost Mountain Cabins

4. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Find vacation rentals that suit your style

Top Stockbridge Hotel Reviews

Mountain Meadows Lodge

Super 8 by Wyndham White River Junction

Align Inn Vermont

Woodstock Inn & Resort

Emrose Luxury Cabins

White River Inn and Suites

Killington Mountain Lodge, Tapestry Collection by Hilton

Comfort Inn Rutland - Killington

The Shire Woodstock

Find out more about Stockbridge

Frequently asked questions

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