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

Search Bennington Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Bennington cottages

Terrace/patio

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$1,059
includes taxes & fees
17 Nov - 18 Nov
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. A peaceful retreat in a cabin

A peaceful retreat in a cabin
cambridge
9.8 out of 10, Exceptional, (50 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is AU$265
includes taxes & fees
18 Nov - 19 Nov
A peaceful retreat in a cabin
A white building with green shutters and a small porch, surrounded by autumn foliage and a clear sky.

3. 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, (18 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$551
includes taxes & fees
23 Nov - 24 Nov
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with a glass table and chairs, an umbrella, and a view of autumn trees.

4. 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$858
includes taxes & fees
29 Nov - 30 Nov
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

5. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
Cavendish
10.0 out of 10, Exceptional, (4 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$827
includes taxes & fees
14 Nov - 15 Nov
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A wooden deck with a table, benches, and outdoor furniture.

6. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
A wooden deck with two chairs and a small table, overlooking a green landscape.

7. Game Room, Fire Pit & Views! Spacious Ludlow Home

Game Room, Fire Pit & Views! Spacious Ludlow Home
3.0 star property
Ludlow
The price is AU$1,156
includes taxes & fees
23 Nov - 24 Nov
Game Room, Fire Pit & Views! Spacious Ludlow Home
A two-story house with a green exterior and orange trim, surrounded by snow.

8. 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$3,142
includes taxes & fees
26 Nov - 27 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"staff was very helpful. room was good and comfortable. ice machine was in another building , but not too inconvenient. waffle machine was broken, a bit disappointing. but not horrible."
william 1-night trip
Posted 11 hours ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington Cottages information

Number of reviews
72
Accommodation
41 Cottages
Lowest Price
AU$265
Highest Price
AU$3,142

Frequently asked questions

How much do cottages in Bennington cost?
Cottages in Bennington range between AU$265 and AU$3,142 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.