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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Bennington cottages

Exterior

1. 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, (85 reviews)
"Cozy cabin with a big yard right on a beautiful lake."
United States
Adam a.
The price is ￥27,057
￥60,785 total
includes taxes & fees
Aug 31 - Sep 1
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

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

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is ￥63,194
￥81,507 total
includes taxes & fees
Sep 14 - Sep 15
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
House (4 Bedrooms) | Interior

3. 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 ￥60,127
￥103,401 total
includes taxes & fees
Aug 24 - Aug 25
3 Mi to Mount Snow: Spacious West Dover Home
Exterior

4. 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 ￥34,019
￥61,494 total
includes taxes & fees
Aug 24 - Aug 25
Comfy Cottage with Private Hot Tub in Historic East Poultney
Exterior

5. 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 ￥35,906
￥97,051 total
includes taxes & fees
Aug 26 - Aug 27
Terrific 3-bedroom cottage with AC in charming Cavendish
Outdoor dining

6. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is ￥87,027
￥140,509 total
includes taxes & fees
Aug 28 - Aug 29
Hilltop Cottage
House (3 Bedrooms) | Interior

7. 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 ￥35,444
￥87,685 total
includes taxes & fees
Aug 29 - Aug 30
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (2 Bedrooms) | Interior

8. 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 ￥40,982
￥66,372 total
includes taxes & fees
Sep 6 - Sep 7
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
House (5 Bedrooms) | Interior

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

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is ￥188,294
￥308,261 total
includes taxes & fees
Aug 25 - Aug 26
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

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

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

10/10 Excellent
"We had such a lovely week on the lake, hiking the nearby trails and enjoying the wildlife and scenery. A perfect and idyllic location for the adults with plenty to do for two active young boys. Thank you LJ!"
Heather C. 7-night trip
Posted 9 hours ago
Perfect for a peaceful get away in clean fresh Vermont air!

Find out more about Bennington

Bennington Cottages information

Number of reviews
106
Accommodation
42 Cottages
Lowest Price
￥60,785
Highest Price
￥308,261

Frequently asked questions

How much do cottages in Bennington cost?
Rates for cottages in Bennington range between ￥60,785 and ￥308,261 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.