Discover a selection of 1,000 vacation rentals in Bennington, 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 WiFi and swimming pools. Prices start at $170 per night, and houses and cabins are popular options for a stay in Bennington. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Bennington
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Destination guide

Why people love visiting friendly Bennington

The area's museums and monuments are just a few of the reasons to vacation in Bennington. Well known for its shopping, university setting and restaurants, this welcoming city won't disappoint. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.

Activities

Activities and attractions in Bennington

Are you looking for attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that makes Bennington a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Prospect Mountain Cross-Country Ski Center (6.1 mi / 9.8 km)
  • Clarksburg State Park (11.7 mi / 18.9 km)
  • Waubeeka Golf Links (15.4 mi / 24.9 km)
  • Haystack Golf and Country Club (15.7 mi / 25.3 km)
  • Mount Snow (16.6 mi / 26.8 km)
  • Mount Snow Golf Course (17.2 mi / 27.7 km)
Natural features

Exploring the natural landscape of Bennington

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Bennington. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Harmen Hills Trail (4.1 mi / 6.7 km)
  • Howard Park (4.9 mi / 7.8 km)
  • Lake Shaftsbury State Park (10 mi / 16.1 km)
  • Clarksburg State Park (11.7 mi / 18.9 km)
  • Natural Bridge State Park (13.2 mi / 21.3 km)
  • Western Gateway Heritage State Park (13.3 mi / 21.5 km)
How to get there

How to get to and around Bennington

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 31.7 mi (51 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Albany, NY (ALB-Albany Intl.), which is 32.4 mi (52.1 km) away.

How many vacation rentals are available around Bennington, VT?

Our 2021 property listings offer a large selection of 949 vacation rentals around Bennington. From 673 house rentals to 103 cabin 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 Bennington?

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

  • Southern Vermont College: 459 vacation rentals
  • Prospect Mountain Cross-Country Ski Center: 669 vacation rentals
  • Bennington Museum: 482 vacation rentals
  • Fiddlehead at Four Corners: 496 vacation rentals
  • Bennington Potters Yard: 515 vacation rentals

But there are many other points of interest around Bennington 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 Bennington?

Yes, of course. Vrbo has 673 Houses in Bennington. Our other popular types of vacation rentals in Bennington include:

  • Cabins: 103 rentals available
  • Cottages: 60 rentals available
  • Condos/Apartments: 188 rentals available

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

Can I find a vacation rental with pool in Bennington?

Yes, you can select your preferred vacation rental with pool among our 275 vacation rentals with pool available in Bennington. Please use our search bar to access the selection of vacation rentals available.