Discover a selection of 1,000 holiday rentals in Stockbridge that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 208 per night, and houses and flats & apartments 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 holiday rental for your Stockbridge getaway

Learn about the unique charm of Stockbridge with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday 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 cosy holiday 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 centre:

  • 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 centre:

  • 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

Travelling 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 centre. 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.

Can I find a vacation rental around Stockbridge?

Yes, our 2021 property listings offer a large selection of 930 vacation rentals near Stockbridge. From 508 houses to 331 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Stockbridge for a holiday or a weekend are on Vrbo.