Discover a selection of 1,000 vacation rentals in Stockbridge, VT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and WiFi. Prices start at $225 per night, and houses and condos are popular options for a stay in Stockbridge. Either way, you'll find a rental for everyone's needs.
Destination guide

Find the perfect vacation rental for your Stockbridge getaway

Experience the unique character of Stockbridge with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Activities and attractions in Stockbridge

Are you searching for attractions to visit while you're in the area? Venture out of your cozy vacation rental and experience everything that Stockbridge has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Killington Resort (11.1 mi / 17.8 km)
  • White River Golf Club (4.7 mi / 7.5 km)
  • Green Mountain National Golf Course (6.8 mi / 11 km)
  • Pico Mountain at Killington Ski Resort (9.1 mi / 14.6 km)
  • Killington Golf Course (10.2 mi / 16.4 km)
  • Suicide Six Ski Area (12.2 mi / 19.7 km)
Natural features

Exploring the natural landscape of Stockbridge

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Stockbridge is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Silver Lake State Park (6.8 mi / 11 km)
  • Gifford Woods State Park (7.5 mi / 12.1 km)
  • Cushman State Forest (9.1 mi / 14.6 km)
  • Lefferts Pond (9.1 mi / 14.7 km)
  • Bucklin Trailhead (12.5 mi / 20.1 km)
  • Texas Falls Recreation Area (13.7 mi / 22 km)
How to get there

Traveling to and around Stockbridge

Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), the closest airport, located 19.7 mi (31.7 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Lebanon, NH (LEB-Lebanon Municipal), which is 23.8 mi (38.3 km) away.

How many vacation rentals are available around Stockbridge, VT?

Our 2020 property listings offer a large selection of 984 vacation rentals around Stockbridge. From 525 house rentals to 360 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Stockbridge?

Vrbo offers a large selection of vacation rentals near lovely places in Stockbridge. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Vermont River Tubing: 827 vacation rentals
  • Killington Resort: 602 vacation rentals
  • Quechee Gorge: 626 vacation rentals
  • Jackson Gore Ski Resort at Okemo: 813 vacation rentals
  • Silver Lake State Park: 893 vacation rentals

But there are many other points of interest around Stockbridge listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Stockbridge?

Yes, of course. Vrbo has 525 Houses in Stockbridge. Our other popular types of vacation rentals in Stockbridge include:

  • Condos/Apartments: 360 rentals available
  • Cabins: 41 rentals available
  • Townhouses: 60 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Farmhouses and more.

Can I find a vacation rental with pool in Stockbridge?

Yes, you can select your preferred vacation rental with pool among our 434 vacation rentals with pool available in Stockbridge. Please use our search bar to access the selection of vacation rentals available.

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