Old Bennington Holiday Rentals

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Holiday Rentals in Old Bennington

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Other types of properties in Old Bennington you may be interested in

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (272)
"What a charming B&B . So warming and inviting.Staff made you feel at home and were all so kind and friendly.Oh and the food was delicious,"
The price is S$365
includes taxes & fees
2 Dec - 3 Dec
The Four Chimneys Inn

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1050)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again! "
The price is S$194
includes taxes & fees
2 Dec - 3 Dec
Hotel Downstreet

Mountaineer Inn

2.0 star property
9.2 out of 10, Wonderful, (349)
"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and a fire pit. Nice ski decor. Sauna, hot tub, and pool spaces were closed. Check in/check out super easy. Easy to reach staff, I’d return next time I plan on coming up here. "
Mountaineer Inn
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Old Bennington?

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

What’s there to see and do in Old Bennington?

Explore the area and cultural attractions such as Bennington Museum, or visit one of the family-friendly sights such as Sugar Shack. Other places in town to visit include Old First Congregational Church and Bennington Battle Monument.

What’s a holiday rental in Old Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Bennington. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're 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 reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for families.