Cottages in Bennington County

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Check prices for these dates

Next weekend
6 Jum. II - 8 Jum. II
In two weeks
13 Jum. II - 15 Jum. II
In one month
27 Jum. II - 29 Jum. II
In two months
25 Raj. - 27 Raj.

Top Cities in Bennington County

Bennington Battle Monument showing landscape views
CottagesCottages

Bennington

Bennington

Compare 28 Cottages in Bennington County with updated reviews, rates, and availability.

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (217)
"The cabin was everything we thought it was going to be! Cozy and enjoyed the fireplace."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Home with a spring-fed pond and mountain view.
Pool

Home with a spring-fed pond and mountain view.

10.0 out of 10, Exceptional, (117)
"Cozy and charming, clean and comfortable with lots of little extras! "
Home with a spring-fed pond and mountain view.
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Fridge, microwave, oven, stovetop

Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!

10.0 out of 10, Exceptional, (28)
"Loved Dorset and this house was great. Very clean and living area was nice to spend time with family. Also close to skiing which we took advantage of"
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

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

10.0 out of 10, Exceptional, (71)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Exterior

This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.

10.0 out of 10, Exceptional, (28)
"This was a great location… close to town but also close to skiing, hiking and skating."
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Exterior

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

10.0 out of 10, Exceptional, (1)
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Lake life at Woodford Cottage
Smart TV, fireplace

Lake life at Woodford Cottage

9.6 out of 10, Exceptional, (14)
"Very comfortable beds! This property is what you would expect from a cottage in Vermont, but there's so much more! We were surprised by the very well equipped kitchen and the vicinity to Woodford State Park also worked out really well for us. Would definitely recommend!"
Lake life at Woodford Cottage
Bennington Gem w/ Smart TV Near Historic District!
House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, dishwasher

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!
Enchanting Dorset Mountain Home w/ Stunning Views!
Fireplace

Enchanting Dorset Mountain Home w/ Stunning Views!

3.0 star property
6.0 out of 10, (1)
"The property was clean but run down compared to online photos. It would be helpful to have supplies such as wastebaskets in bathrooms, hand towels, dish clothes, pot holders, juice glasses/cups, extra towels, and paper towels and/or tissues. "
Enchanting Dorset Mountain Home w/ Stunning Views!
Beautiful Winter Escape on Bromley Mountain!
TV, fireplace, video-game console, books

Beautiful Winter Escape on Bromley Mountain!

3.0 star property
Beautiful Winter Escape on Bromley Mountain!
Manchester Center Home w/ Green Mtn Views!
House (2 Bedrooms) | Interior

Manchester Center Home w/ Green Mtn Views!

3.0 star property
Manchester Center Home w/ Green Mtn Views!
4 Mi to Bromley Mountain Ski Resort: Home w/ Views
Interior

4 Mi to Bromley Mountain Ski Resort: Home w/ Views

3.0 star property
4 Mi to Bromley Mountain Ski Resort: Home w/ Views
Spacious Home Near Bromley Mountain Ski Resort!
Exterior

Spacious Home Near Bromley Mountain Ski Resort!

3.0 star property
Spacious Home Near Bromley Mountain Ski Resort!
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Fridge, microwave, stovetop, dishwasher

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

< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
Interior

Stratton Mtn Ski Chalet w/ Giant Views in Winhall

3.0 star property
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
Breathtaking Mtn Views: Stylish Rustic Retreat!
Interior

Breathtaking Mtn Views: Stylish Rustic Retreat!

3.0 star property
Breathtaking Mtn Views: Stylish Rustic Retreat!
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Interior

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

3.0 star property
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Stylish Mountain Home Near Ski, Golf + Manchester!
Interior

Stylish Mountain Home Near Ski, Golf + Manchester!

3.0 star property
Stylish Mountain Home Near Ski, Golf + Manchester!
Nostalgic Vermont Escape in Manchester Center
Microwave, oven, stovetop, dishwasher

Nostalgic Vermont Escape in Manchester Center

3.0 star property
Nostalgic Vermont Escape in Manchester Center
Whimsical Winhall Cottage w/ Fire Pit!
Interior

Whimsical Winhall Cottage w/ Fire Pit!

3.0 star property
Whimsical Winhall Cottage w/ Fire Pit!
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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Frequently asked questions

How much do cottages in Bennington County cost?
Prepare to pay between and per night for cottages in Bennington County. Whatever your budget, an ideal stay is a click away on Expedia. 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.
How many cottages are there in Bennington County?
Bennington County has 28 cottages to choose from. Enter your destination and dates and plan your ideal vacation today.
Why book your cottage in Bennington County with Expedia?
Reserving a cottage in Bennington County is as easy as deciding on your travel dates and picking your ideal place for a vacation in nature. From luxurious retreats to budget-friendly stays and cottages that have perks like free WiFi, Expedia has something for all traveler styles. As for epic deals? We’ve got you covered!
How can I find cheap cottages in Bennington County?
With Expedia’s user-friendly filter tool, comparing cheap cottages in Bennington County is a breeze. To view properties that are friendly on the wallet, tailor your search results by budget, star rating and amenities.