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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 €528
includes taxes & fees
1 Oct - 2 Oct
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Property grounds

2. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (49 reviews)
"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "
United States
Victor L.
The price is €167
includes taxes & fees
4 Oct - 5 Oct
Peaceful Cottage Retreat
House (4 Bedrooms) | Interior

3. 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 €672
includes taxes & fees
6 Sept - 7 Sept
Spacious Vermont Farmhouse 3 Mi to Mount Snow
Exterior

4. 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 €577
includes taxes & fees
18 Sept - 19 Sept
Terrific 3-bedroom cottage with AC in charming Cavendish
Outdoor dining

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 €770
includes taxes & fees
13 Sept - 14 Sept
Hilltop Cottage
House (3 Bedrooms) | Interior

6. 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 €478
includes taxes & fees
17 Sept - 18 Sept
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (5 Bedrooms) | Interior

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

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is €1,850
includes taxes & fees
5 Sept - 6 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
"The most helpful and courteous desk staff… second stay on the way back was even better. Desk person already looked ahead at my stay and applied my AAA discount before I even asked based on my first stay! Coffee was delicious too!!"
Sonja 1-night trip
Posted 16 hours ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington Cottages information

Number of reviews
54
Accommodation
42 Cottages
Lowest Price
€167
Highest Price
€1,850

Frequently asked questions

How much do cottages in Bennington cost?
Rates for cottages in Bennington range between €167 and €1,850 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.