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

Our top choices for Bennington cottages

Cottage (1 Bedroom) | Interior

< 6 Mi to Arlington: 'whimsical Stone Abode!'

< 6 Mi to Arlington: 'whimsical Stone Abode!'
3.0 star property
Arlington
10.0 out of 10, Exceptional, (1 review)
"We came into town for a few days to visit friends. This was a perfect place. The home was clean and very inviting! Quiet location. Fully stocked kitchen with all the appliances and cooking ware you may need. You will not regret staying here. We loved the photo album of how the home was built! "
United States
Dale
< 6 Mi to Arlington: 'whimsical Stone Abode!'
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 SAR 714
SAR 1,518 total
includes taxes & fees
21 Jul - 22 Jul
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

< 6 Mi to Arlington: 'Whimsical Stone Abode!'

< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Sandgate
10.0 out of 10, Exceptional, (2 reviews)
"This was an amazing property! Great location, comfortable furnishings, and wonderful hosts! "
United States
Karla P.
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
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 SAR 1,551
SAR 2,003 total
includes taxes & fees
14 Jul - 15 Jul
Spectacular Cottage with Swimming Pool and Foosball in Stratton, 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 SAR 394
SAR 1,620 total
includes taxes & fees
3 Jul - 4 Jul
Quaint, friendly cottage with lakefront location & water views
Exterior

Quaint lakefront home with great views & full kitchen

Quaint lakefront home with great views & full kitchen
Poultney
The price is SAR 406
SAR 1,639 total
includes taxes & fees
2 Jul - 3 Jul
Quaint lakefront home with great views & full kitchen
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 SAR 807
SAR 1,443 total
includes taxes & fees
5 Jul - 6 Jul
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 SAR 1,067
SAR 1,679 total
includes taxes & fees
1 Jul - 2 Jul
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 SAR 845
SAR 2,254 total
includes taxes & fees
13 Jul - 14 Jul
Terrific 3-bedroom cottage with AC in charming Cavendish
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 SAR 841
SAR 2,081 total
includes taxes & fees
1 Jul - 2 Jul
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 SAR 1,427
SAR 2,454 total
includes taxes & fees
1 Jul - 2 Jul
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 SAR 4,469
SAR 6,937 total
includes taxes & fees
12 Jul - 13 Jul
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
"The property was a retro experience, which was okay. A few issues: 1. The electrical outlets didn't work well - we plugged a couple of devices overnight and they weren't charged at all by morning. The multi-plug extender provided connections that were too loose to work. 2. The sink was very small (about 8.5 x 11) with a cabinet overhang. It was difficult to impossible to position your mouth over the sink while brushing your teeth. 3. I wanted to lower the temperature in the shower and mistakenly moved the lever an inch in the wrong direction, which resulted in scalding hot water. Had to be very careful after that. That being said, the location was convenient and we slept well."
Chet 2-night trip
Posted 16 hours ago
Knotty Pine

Frequently asked questions

How much do cottages in Bennington cost?
Rates for cottages in Bennington range between SAR 1,443 and SAR 6,937 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.