A house on a grassy hill surrounded by autumn-colored trees.

Cottages in Bennington County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Bennington County

A snow-covered town with a prominent clock tower and a clear blue sky.
CottagesCottages

Manchester Center

Manchester Center

Our top choices for Bennington County cottages

A cabin with a metal roof, wooden deck, and a small porch area.

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

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Winhall
9.6 out of 10, Exceptional, (258 reviews)
" Very Nice and Cozy, had everything we needed and the instructions were very thorough and easy to follow. Nice and quiet, relaxing atmosphere a great place to just get away and relax. "
United States
Sandra W.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Two blue Adirondack chairs on a wooden dock overlooking a calm lake with a rainbow in the distance and autumn foliage.

2. Home with a spring-fed pond and mountain view.

Home with a spring-fed pond and mountain view.
Manchester
10.0 out of 10, Exceptional, (141 reviews)
"Location was great. Close to town and the koi fish pond was lovely. Even though we didn't take much, we appreciated the stocked fridge and snacks."
United States
B C.
Home with a spring-fed pond and mountain view.
A wooden deck with wicker furniture overlooking a lake, surrounded by greenery.

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

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Woodford
8.0 out of 10, Very good, (7 reviews)
"Comfy beds and great space!"
United States
Julie
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
A grassy outdoor area with two green chairs and a fire pit.

4. Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Dorset
10.0 out of 10, Exceptional, (43 reviews)
"We loved staying here. Perfect location for a relaxing getaway."
United States
Eric K.
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
A small white house with a chimney, a front porch, and a stone wall.

5. 12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway

12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway
3.0 star property
Manchester Center
8.0 out of 10, Very good, (1 review)
"Wonderful location, across the road from the mountain and the stream and an old barn. It literally feels like you are in the middle of nowhere. The bedrooms were well appointed, plenty of towels and sheets. There's also a washer and dryer in the kitchen. The hallway light was full of bugs and impossible for us to find the switch to turn it off. The front door is in serious need of repair. The property manager is woefully unskilled at her job."
United States
Sandra
12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway
A two-story house with a front porch, a covered staircase, and a small deck.

6. 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, (88 reviews)
"Cozy cabin with a big yard right on a beautiful lake."
United States
Adam a.
Perfect for a peaceful get away in clean fresh Vermont air!
A building with a red roof and a sign that reads "Woodford General Store".

7. Lake life at Woodford Cottage

Lake life at Woodford Cottage
Bennington
9.6 out of 10, Exceptional, (17 reviews)
"Perfect getaway for a family ski trip."
United States
Samantha B.
Lake life at Woodford Cottage
A house with a unique stone exterior and a small window.

8. < 6 Mi to Arlington: 'Whimsical Stone Abode!'

< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Sandgate
10.0 out of 10, Exceptional, (4 reviews)
"This was an amazing property! Great location, comfortable furnishings, and wonderful hosts! "
United States
Karla P.
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
A wooden cabin with a metal roof, surrounded by snow-covered ground and trees, with a mountain in the background.

9. Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Stratton Mtn Ski Chalet w/ Giant Views in Winhall
3.0 star property
Bondville
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
A house with a unique stone exterior and a small window.

10. < 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, (2 reviews)
"Beautiful unique space to get away and take a break!"
United States
William
< 6 Mi to Arlington: 'whimsical Stone Abode!'
A covered porch with chairs, a view of a street with houses, and a parked car.

11. < 1 Mi to Historic District! Retreat in Bennington

< 1 Mi to Historic District! Retreat in Bennington
3.0 star property
Bennington
8.0 out of 10, Very good, (2 reviews)
"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."
United States
Anonymous traveler
< 1 Mi to Historic District! Retreat in Bennington
A two-story house with a front porch, surrounded by a well-maintained garden with various shrubs and a lawn.

12. Manchester Center Home w/ Green Mtn Views!

Manchester Center Home w/ Green Mtn Views!
3.0 star property
Manchester Center
Manchester Center Home w/ Green Mtn Views!
A two-story house with a sloped roof, a front porch, and a well-maintained lawn.

13. All-season Haven Near Stratton & Bromley Mts

All-season Haven Near Stratton & Bromley Mts
3.0 star property
Richville
All-season Haven Near Stratton & Bromley Mts
A wooden deck leading to a house with a balcony overlooking a forested area.

14. Enchanting Dorset Mountain Home w/ Stunning Views!

Enchanting Dorset Mountain Home w/ Stunning Views!
3.0 star property
East Dorset
6.0 out of 10, (1 review)
"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. "
United States
Kelly
Enchanting Dorset Mountain Home w/ Stunning Views!
A wooden deck with outdoor furniture, a green door, and a view of the mountains.

15. Beautiful Winter Escape on Bromley Mountain!

Beautiful Winter Escape on Bromley Mountain!
3.0 star property
Bromley Mountain
Beautiful Winter Escape on Bromley Mountain!
A house with a stone wall, a wooden bench, and a stack of firewood.

16. Charming Dorset Cottage Nestled in the Treetops

Charming Dorset Cottage Nestled in the Treetops
3.0 star property
Dorset
10.0 out of 10, Exceptional, (1 review)
Charming Dorset Cottage Nestled in the Treetops
A white house with a stone wall in front, surrounded by trees and covered in snow.

17. Historic 1820s Homestead on Battenkill River!

Historic 1820s Homestead on Battenkill River!
3.0 star property
Arlington
Historic 1820s Homestead on Battenkill River!
A white two-story house with a porch, a red barn, and a church steeple in the background.

18. Mtn-view Rupert Village Home on Private Acreage

Mtn-view Rupert Village Home on Private Acreage
3.0 star property
Rupert
Mtn-view Rupert Village Home on Private Acreage
A wooden deck with a grill and chairs overlooking a green field and distant hills.

19. Breathtaking Mtn Views: Stylish Rustic Retreat!

Breathtaking Mtn Views: Stylish Rustic Retreat!
3.0 star property
Bennington
Breathtaking Mtn Views: Stylish Rustic Retreat!
A two-story house with a front porch, a garage, and a well-maintained lawn.

20. Secluded Cottage with Stunning Sights in Winhall, Vermont

Secluded Cottage with Stunning Sights in Winhall, Vermont
Forest Farms
Secluded Cottage with Stunning Sights in Winhall, Vermont
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 County Hotel Reviews

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Parking was great; right at your door step. Room was clean and roomy. Location is great."
Bryan 1-night trip
Posted 12 hours ago
Aspen At Manchester

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 39 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!
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