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.

Where to stay around Stockbridge?

Our 2019 property listings offer a large selection of 965 vacation rentals near Stockbridge. From 420 Houses to 371 Condos/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 HomeAway.

What is the best area to stay when traveling to Stockbridge?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Stockbridge:

  • Okemo Mountain Resort: 229 vacation rentals
  • Killington Ski Area: 355 vacation rentals
  • Quechee: 92 vacation rentals
  • Pico Mountain at Killington Ski Resort: 561 vacation rentals
  • Bridgewater Corners: 53 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Stockbridge?

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

  • Killington Resort: 574 vacation rentals
  • Quechee Gorge: 664 vacation rentals
  • Jackson Gore Ski Resort at Okemo: 829 vacation rentals
  • Silver Lake State Park: 890 vacation rentals
  • Mount Ascutney: 834 vacation rentals

But there are many other points of interest around Stockbridge listed on HomeAway 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. HomeAway has 420 Houses in Stockbridge. Our other popular types of vacation rentals in Stockbridge include:

  • Condos/Apartments: 371 rentals available
  • Villas: 4 rentals available
  • Cabins: 39 rentals available

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

Can I find a vacation rental with pool in Stockbridge?

Yes, you can select your preferred vacation rental with pool among our 481 vacation rentals with pool available in Stockbridge. Please use our search bar to access the selection of vacation rentals available.

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