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.

How many holiday rentals are available around Stockbridge?

Our 2020 accommodation listings offer a large selection of 1,026 holiday lettings around Stockbridge. From 392 flats & apartments to 417 houses, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Stockbridge? offers a large selection of holiday accommodations near great places in Stockbridge. From travellers, the most popular points of interest to stay near are:

  • Vermont River Tubing: 665 holiday lettings
  • Skyeship Express Stage I: 1,181 holiday lettings
  • New England Maple Museum: 578 holiday lettings
  • Quechee Gorge Village: 402 holiday lettings
  • Quechee State Park: 596 holiday lettings

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

Can I rent Flats in Stockbridge?

Yes, of course. offers 392 Flats in Stockbridge. Our other popular types of Stockbridge holiday rentals include:

  • Houses: 417 self catering accommodations
  • Cabins: 43 self catering accommodations
  • Cottages: 43 self catering accommodations

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

Can I find a holiday accommodation with pool in Stockbridge?

Yes, you can select your preferred holiday accommodation with pool among our 477 holiday homes with pool available in Stockbridge. Please use our search bar to access the selection of holiday rentals available.

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