Compare Old Bennington Villas

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Old Bennington

Don't see what you're looking for?
See all available properties in Old Bennington
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Old Bennington

    The Four Chimneys Inn

    The Four Chimneys Inn

    21 West Road, Bennington, VT
    9.6/10 Exceptional! (222 reviews)
    The Williams Inn

    The Williams Inn

    101 Spring Street, Williamstown, MA
    $212 nightly
    The price is $236 total per night from Nov 2 to Nov 3
    $236 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.6/10 Exceptional! (511 reviews)
    Hotel Downstreet, an Ascend Collection Hotel

    Hotel Downstreet, an Ascend Collection Hotel

    40 Main St, North Adams, MA
    $138 nightly
    The price is $154 total per night from Nov 4 to Nov 5
    $154 total
    Nov 4 - Nov 5
    Total with taxes and fees
    8.6/10 Excellent! (999 reviews)

Luxury Villas

Book luxury villas in Old Bennington
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Old Bennington. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Old Bennington, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Old Bennington
You won’t have a problem finding your own space in Old Bennington. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Old Bennington on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Old Bennington rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Old Bennington Villas essential information

Accommodation
2 Villas
Lowest Price
$154
Highest Price
$236
Popular accommodation
The Myrtle House Heated Pool-Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub, Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+, Vermont Vacation Villa—Grapevine Getaway