Old Bennington, Bennington holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Old Bennington to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Condo/Apartment

Find the best place to stay - Old Bennington

Stepping back into time. Shaftsbury,Vt. Rolling farm land views close to town!

Sleeps 10 · 4 bedrooms · 3 bathrooms

NEW!! Renovated historic 3 BR 2 full BA. Walkable to downtown. Restaurants/Shops

Sleeps 6 · 3 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Old Bennington getaway

Learn about the unique charm of Old Bennington with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Do you want to find things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Old Bennington a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Prospect Mountain Cross-Country Ski Center (7.2 mi / 11.6 km)
Sugar Shack (14.4 mi / 23.1 km)
Waubeeka Golf Links (15.7 mi / 25.3 km)
Mount Snow (15.7 mi / 25.3 km)
The Hermitage Club (15.9 mi / 25.5 km)
Prospect Mountain Nordic Ski Center (6.8 mi / 10.9 km)

Exploring the natural landscape of Old Bennington

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Old Bennington. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Lake Shaftsbury State Park (9.6 mi / 15.4 km)
Grafton Lakes State Park (14.1 mi / 22.7 km)
Taconic Lake (14.4 mi / 23.1 km)
Windsor Lake Park (15 mi / 24.1 km)
Lake Lauderdale (16.4 mi / 26.4 km)
Harriman Reservoir (16.5 mi / 26.5 km)

Travelling to and around Old Bennington

Fly into Albany, NY (ALB-Albany Intl.), the closest airport, located 31.7 mi (51 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Old Bennington?

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

How much does it cost to rent a holiday home in Old Bennington?

Several factors can influence the price of a holiday home in Old Bennington, including the time of year, length of stay and property type. But, all Stayz 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 Stayz 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 home amenities in Old Bennington?

The most popular home 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, Stayz holiday homes 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 holiday in Old Bennington is a breeze with these top family-friendly attractions:

Woodford State Park
Bennington Centre for the Arts
Norman Rockwell Exhibition

How old do you have to be to rent a holiday home in Old Bennington?

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

How long can I rent a holiday home in Old Bennington for?

The amount of time you can book an Old Bennington holiday home 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 Stayz holiday properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.