59+ Vacation Rentals & Holiday Homes in Old Bennington |
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Old Bennington Accommodations - Hotels & Rentals

About Old Bennington Vacation Rentals

Discover More than 59 Incredible Getaway Rentals Available in Old Bennington. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Old Bennington.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Old Bennington, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Old Bennington. The Average Size of Places to Stay Near Old Bennington is 556.95 ft², with Prices Averaging US $214 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Old Bennington. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Old Bennington

Type Count
Vacation Homes 20
Holiday Apartments 13
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Old Bennington

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Old Bennington with Online Reservations.

Weather in Old Bennington, VT

View the weather forecast for Old Bennington before booking your Old Bennington Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Old BenningtonGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Old BenningtonGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Bennington Battle Monument
Bennington Museum
Old First Congregational Church
Mount Snow
Mass MoCA
Williams College
Mount Equinox
Mount Greylock
Williamstown Theatre Festival
Battenkill River
Sugar Shack
Southern Vermont College
Savoy Mountain State Forest
Topia Arts Center
Bennington College
Sterling and Francine Clark Art Institute
Willard Mountain
Lake Shaftsbury State Park
Grafton Lakes State Park
Bennington Center for the Arts

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Old First Congregational Church 66 Properties
Bennington Museum 66 Properties
Bennington Battle Monument 66 Properties

Frequently Asked Questions About Old Bennington?

What are the top hotels, lake houses & vacation rentals in Old Bennington?

We provide an array of great vacation destinations in Old Bennington. If you are looking to stay in or around the Old Bennington area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Old Bennington:

Which hotel, lake house, or vacation rental in Old Bennington is best for families?

Searching for a family-friendly getaway in Old Bennington? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Old Bennington?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 59 in the Old Bennington area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Old Bennington.


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