A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Bennington cottages

1. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is AU$712
includes taxes & fees
28 Sept - 29 Sept
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
A house with a gravel driveway, surrounded by trees and a well-maintained lawn.

2. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (49 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is AU$272
includes taxes & fees
1 Oct - 2 Oct
Peaceful Cottage Retreat
A house with a deck, surrounded by trees and a grassy slope.

3. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is AU$574
includes taxes & fees
5 Oct - 6 Oct
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
A single-story house with a gabled roof, large windows, and a chimney.

4. Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (60 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
The price is AU$593
includes taxes & fees
9 Oct - 10 Oct
Quaint, friendly cottage with lakefront location & water views
A wooden deck with picnic tables and chairs, surrounded by dense trees and a clear sky.

5. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is AU$1,232
includes taxes & fees
27 Sept - 28 Sept
Hilltop Cottage
A row of white houses with a clear night sky and visible stars.

6. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is AU$537
includes taxes & fees
14 Oct - 15 Oct
Comfy Cottage with Private Hot Tub in Historic East Poultney
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

7. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is AU$806
includes taxes & fees
27 Oct - 28 Oct
Terrific 3-bedroom cottage with AC in charming Cavendish
A cabin with a wooden deck, a covered porch, and a gravel driveway.

8. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$789
includes taxes & fees
27 Sept - 28 Sept
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A wooden deck leading to a house with a view of a road and greenery.

9. Spacious Vermont Farmhouse 3 Mi to Mount Snow

Spacious Vermont Farmhouse 3 Mi to Mount Snow
3.0 star property
West Dover
The price is AU$1,113
includes taxes & fees
28 Sept - 29 Sept
Spacious Vermont Farmhouse 3 Mi to Mount Snow
A green wooden house with a sloped roof and a front porch.

10. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is AU$3,062
includes taxes & fees
27 Sept - 28 Sept
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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 Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"I travel for work and had the opportunity to stay at this property for 2 months. This is a great lodge in a lovely part of the country. The friendly staff will go out of their way to accomodate guests if at all possible. This is a modernized lodge type property in a picturesque setting. There are room options that include a sauna in the room. There is also a flash heater type of water heater that provides almost instant and endless hot water on demand. The breakfast offerings include the personal waffle iron kit and all you can eat of it. I never had even the slightest issue with cleanliness and the staff strives to make your stay enjoyable. I don’t know how this property rates with others, but I give it a solid 5 out of 5 stars."
Jason 2-night trip
Posted 4 days ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington Cottages information

Number of reviews
131
Accommodation
41 Cottages
Lowest Price
AU$272
Highest Price
AU$3,062

Frequently asked questions

How much do cottages in Bennington cost?
Cottages in Bennington range between AU$272 and AU$3,062 per night. These properties offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Bennington near my cottage?
Whatever your interests, Bennington has loads to keep you busy. Prospect Mountain Cross-Country Ski Centre, Woodford State Park and Prospect Mountain Nordic Ski Centre are on most travellers' sightseeing plans. Don't forget about Old First Congregational Church, Robert Frost Stone House Museum and Southern Vermont College either. With Expedia's hotel deals in Bennington, you can discover even more wonderful attractions like these with the money you save.