58+ Private Villas and Holiday Rentals in Old Bennington |
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  3. Bennington
  4. Old Bennington

Old Bennington Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Old Bennington

Discover more than 58 vacation rentals available in Old Bennington. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Old Bennington.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Old Bennington, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Old Bennington. On average, places to stay near Old Bennington offer 554.9 ft², with nightly prices averaging US $213.

With Casai, finding and comparing holiday rentals in Old Bennington is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Old Bennington

Type Count
Vacation Homes 20
Holiday Apartments 13
Cottages 2

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Old Bennington.

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

Top Attractions Around Old Bennington, VT

Casai offers a large selection of top attractions around Old Bennington . Research things to do on your vacation before you visit Old Bennington.


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

Other Places to Stay in Old Bennington, VT


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 holiday rentals in Old Bennington?

With numerous options available in Old Bennington, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Old Bennington:

Which holiday homes in Old Bennington are best for families?

If you're searching for a family-friendly holiday home in Old Bennington, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Old Bennington:

How many Casai.nz holiday rentals are available in Old Bennington?

As of 2025, Casai boasts over 58 properties listed in the Old Bennington area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Old Bennington.


People Also Ask

There are 58 Old Bennington, VT Holiday Rentals

Recently Booked Holiday Rentals in Old Bennington