Old Bennington vacation rentals

We found 64 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Scroll through and select from vacation rentals in Old Bennington to find one that's perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, like air conditioning and WiFi. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
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Find the perfect vacation rental for your Old Bennington getaway

Experience the unique character of Old Bennington with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Old Bennington

Are you looking for attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Old Bennington a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sugar Shack (14.4 mi / 23.1 km)
  • Mount Snow (15.7 mi / 25.3 km)
  • Prospect Mountain Cross-Country Ski Center (7.2 mi / 11.6 km)
  • Clarksburg State Park (12.1 mi / 19.5 km)
  • Waubeeka Golf Links (15.7 mi / 25.3 km)
  • The Hermitage Club (15.9 mi / 25.5 km)

Exploring the natural landscape of Old 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 Old Bennington. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Lake Shaftsbury State Park (9.6 mi / 15.4 km)
  • Grafton Lakes State Park (14.1 mi / 22.7 km)
  • Windsor Lake Park (15 mi / 24.1 km)
  • Mount Greylock State Reservation (16.8 mi / 27 km)
  • Battenkill River (21.6 mi / 34.8 km)
  • Clarksburg State Park (12.1 mi / 19.5 km)

Traveling to and around Old Bennington

Fly into Albany Intl. Airport (ALB), the closest airport, located 31.7 mi (51 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Old Bennington?

According to our data, houses are the most popular vacation rental type in Old Bennington. But of course, everyone's idea of the perfect trip will differ. Vrbo has vacation homes of all shapes, sizes and budgets, and we'll help you find your ideal match.

How much does it cost to rent a vacation rental in Old Bennington?

Several factors can influence the price of a vacation rental in Old Bennington, including the time of year, length of stay and property type. But, all Vrbo homes have one thing in common — amazing value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Old Bennington?

Prices for beach houses in Old Bennington may vary depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to see your options and prices. From there you can use the filters to tailor your search results by ratings, nearby activities and more.

What are popular rental amenities in Old Bennington?

The most popular rental amenities guests are looking for in Old Bennington are a fireplace, nearby museums and a barbecue grill. Whether you're taking a trip with buddies, family or even pets, Vrbo vacation rentals have the best amenities for chilling out with the people you love.

What are the top attractions for families in Old Bennington?

Keeping the kids happy during your vacation in Old Bennington is a breeze with these top family-friendly attractions:

  • Woodford State Park
  • Bennington Center for the Arts
  • Norman Rockwell Exhibition

How old do you have to be to rent a vacation rental in Old Bennington?

The minimum required age is typically 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your chosen Old Bennington stay before making a booking.

How long can I rent a vacation rental in Old Bennington for?

The amount of time you can book an Old Bennington vacation rental for differs depending on the property. Simply put in your travel dates to find available options offering longer term stays. They have all the things you need to make your extended getaway more comfortable such as kitchens and laundries. Some Vrbo vacation properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.