Photo by Laury Kelly

North Bennington Holiday Rentals

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Check prices for these dates

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for North Bennington holiday rentals

Pool
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very good, (78)
"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "
United States
Doug
The price is S$608
includes taxes & fees
12 Jan - 13 Jan, 2026
Long Trail House at Stratton Mountain Resort
Interior
Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Stratton Mtn Ski Chalet w/ Giant Views in Winhall
3.0 star property
Bondville
The price is S$1,663
includes taxes & fees
9 Jan - 10 Jan, 2026
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
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.
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Top North Bennington Hotel Reviews

Best Western Bennington

Best Western Bennington

10/10 Excellent
"Clean room and comfortable "
Jarrett 1-night trip
Posted 1 day ago
Best Western Bennington

Frequently asked questions

Can I find holiday rentals in North Bennington?

Yes, there are holiday rentals close to the most popular sights in North Bennington, or you can select a more secluded option if you're looking for a relaxing stay. North Bennington is known for its university setting.

How many holiday rentals are there in North Bennington?

Expedia has 3 holiday rentals for your stay in North Bennington.

What can I see and do in North Bennington?

While exploring the area, visit family-friendly sights like Sugar Shack, or get outside and enjoy nature at Green Mountain National Forest. In the wider area, you’ll find Bennington College and Park McCullough House.

What’s a holiday rental in North Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Bennington. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.