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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Bennington cottages

Exterior

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 £399
includes taxes & fees
20 Oct - 21 Oct
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 £146
includes taxes & fees
4 Oct - 5 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 £304
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 £331
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 £659
includes taxes & fees
2 Oct - 3 Oct
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 £288
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. Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
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 £419
includes taxes & fees
1 Nov - 2 Nov
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
A wooden deck leading to a house with a view of a road and greenery.

8. 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 £589
includes taxes & fees
5 Oct - 6 Oct
Spacious Vermont Farmhouse 3 Mi to Mount Snow
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

9. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is £225
includes taxes & fees
4 Oct - 5 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A cabin with a wooden deck, a covered porch, and a gravel driveway.

10. 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 £418
includes taxes & fees
5 Oct - 6 Oct
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A green wooden house with a sloped roof and a front porch.

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

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is £1,622
includes taxes & fees
2 Oct - 3 Oct
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

Knotty Pine

Knotty Pine

10/10 Excellent
"We had a nice stay at the Knotty Pine Motel. The room was clean, spacious, and comfortable, and check-in was quick and easy. Overall, everything was well kept and made for a pleasant stay. The only downside for me was that the bed was a bit harder than I prefer, but that’s a personal preference. Overall, a good place to stay, definitely would stay there again."
Scott 2-night trip
Posted 2 days ago
Knotty Pine

Find out more about Bennington

Bennington Cottages information

Number of reviews
131
Accommodation
42 Cottages
Lowest Price
£146
Highest Price
£1,622

Frequently asked questions

How much do cottages in Bennington cost?
Rates for cottages in Bennington range between £146 and £1,622 per night. Whatever your budget, you're sure to find the ideal place to get reacquainted with nature. These prices were 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.
Why book your cottage in Bennington with Expedia?
Reserving a cottage in Bennington is as easy as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to low-cost stays and cottages that offer amenities like a kitchenette, Expedia has something for all traveller tastes. As for awesome deals? We've got them as well!
How can I find cheap cottages in Bennington?
With Expedia's user-friendly filter tool, sourcing cheap cottages in Bennington has never been simpler. To view properties that'll make your hip pocket happy, narrow down your search by amenities, budget and star rating.
What is there to do in Bennington near my cottage?
No matter your interests, Bennington has loads to keep you on the go. Harmen Hills Trail, Bennington Museum and Bennington Potters Yard are on most visitors' to-do lists. Don't forget about Bennington Arts Guild Gallery, Bennington Battle Monument and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display either. With Expedia's Bennington hotel deals, you'll be able to see more renowned attractions like these with the cash you save.