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 swimming pools and private pools. Prices start at $185 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.
Top rated rentals — Stockbridge
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 2021 property listings offer a large selection of 951 vacation rentals around Stockbridge. From 519 house rentals to 337 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Stockbridge?

Yes, of course. Vrbo has 519 Houses in Stockbridge. Our other popular types of vacation rentals in Stockbridge include:

  • Condos/Apartments: 337 rentals available
  • Cabins: 49 rentals available
  • Cottages: 49 rentals available

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

Can I find a vacation rental with pool in Stockbridge?

Yes, you can select your preferred vacation rental with pool among our 414 vacation rentals with pool available in Stockbridge. Please use our search bar to access the selection of vacation rentals available.