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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Bennington cottages

Exterior

Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is ￥30,655
￥65,595 total
includes taxes & fees
Jul 21 - Jul 22
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is ￥65,596
￥84,697 total
includes taxes & fees
Jul 7 - Jul 8
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
TV

Awesome Cottage with Fireplace and Swimming Pool in Sunderland, Vermont

Awesome Cottage with Fireplace and Swimming Pool in Sunderland, Vermont
Sunderland
Awesome Cottage with Fireplace and Swimming Pool in Sunderland, Vermont
Exterior

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 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 ￥16,941
￥69,243 total
includes taxes & fees
Jul 23 - Jul 24
Quaint, friendly cottage with lakefront location & water views
Exterior

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, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥34,688
￥63,064 total
includes taxes & fees
Jul 7 - Jul 8
Comfy Cottage with Private Hot Tub in Historic East Poultney
House (2 Bedrooms) | Interior

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 ￥45,821
￥72,113 total
includes taxes & fees
Jul 7 - Jul 8
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Exterior

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 ￥36,302
￥97,398 total
includes taxes & fees
Jul 7 - Jul 8
Terrific 3-bedroom cottage with AC in charming Cavendish
Outdoor dining

Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is ￥88,737
￥141,300 total
includes taxes & fees
Jul 7 - Jul 8
Hilltop Cottage
House (3 Bedrooms) | Interior

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 ￥36,140
￥89,408 total
includes taxes & fees
Jul 7 - Jul 8
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (4 Bedrooms) | Interior

3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is ￥61,309
￥105,434 total
includes taxes & fees
Jul 7 - Jul 8
3 Mi to Mount Snow: Spacious West Dover Home
House (5 Bedrooms) | Interior

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is ￥191,995
￥298,036 total
includes taxes & fees
Jul 7 - Jul 8
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

The Four Chimneys Inn

The Four Chimneys Inn

10/10 Excellent
"Lovely place very comfortable"
Hannah 1-night trip
Posted 3 days ago
The Four Chimneys Inn

Find out more about Bennington

Bennington Cottages information

Number of reviews
161
Accommodation
42 Cottages
Lowest Price
￥63,064
Highest Price
￥298,036

Frequently asked questions

How much do cottages in Bennington cost?
Rates for cottages in Bennington range between ￥63,064 and ￥298,036 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 traveler 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.