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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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

Property grounds

1. 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, (134 reviews)
"This cabin n is more than a place to stay. It is a relaxation destination. The Host provides all that is needed for a full breakfast including fresh eggs directly from his own chickens. The koi pond is mesmerizing. And then when you do decide to see the surrounding area you are not far from town or hiking. I really recommend this cabin if you are look to relax not far from the beaten path."
United States
Sarah V.
Home with a spring-fed pond and mountain view.
Property grounds

2. 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, (254 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}
House (3 Bedrooms) | Interior

3. 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
Exterior

4. 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 AEDĀ 582
AEDĀ 1,355 total
includes taxes & fees
31 Aug - 1 Sep
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

5. Lake life at Woodford Cottage

Lake life at Woodford Cottage
Bennington
9.6 out of 10, Exceptional, (16 reviews)
"Perfect getaway for a family ski trip."
United States
Samantha B.
Lake life at Woodford Cottage
Exterior

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

This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Manchester Village Historic District
9.6 out of 10, Exceptional, (32 reviews)
"Enjoyed our stay! Great location! Would stay again!"
United States
Meghan G.
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Property grounds

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

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Woodford
7.8 out of 10, Good, (6 reviews)
"Comfy beds and great space!"
United States
Julie
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Exterior

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!'
Property grounds

9. 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, (42 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!
House (3 Bedrooms) | Interior

10. 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
Cottage (1 Bedroom) | Interior

11. < 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!'
House (2 Bedrooms) | Interior

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!
House (1 Bedroom) | Front of property

13. < 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
Exterior

14. Cozy cottage in Winhall

Cozy cottage in Winhall
Winhall
10.0 out of 10, Exceptional, (1 review)
"The host was nice and incredibly helpful, the house was clean and everything was as pictured. "
United States
Jeremy R.
Cozy cottage in Winhall
House (4 Bedrooms) | Front of property

15. Hike, Ski, Fish! All-season Haven Near Bromley Mtn

Hike, Ski, Fish! All-season Haven Near Bromley Mtn
3.0 star property
Richville
Hike, Ski, Fish! All-season Haven Near Bromley Mtn
Terrace/patio

16. Beautiful Winter Escape on Bromley Mountain!

Beautiful Winter Escape on Bromley Mountain!
3.0 star property
Bromley Mountain
Beautiful Winter Escape on Bromley Mountain!
House (5 Bedrooms) | Interior

17. 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!
House (3 Bedrooms) | Interior

18. Charming Dorset Cottage Nestled in the Treetops

Charming Dorset Cottage Nestled in the Treetops
3.0 star property
Dorset
Charming Dorset Cottage Nestled in the Treetops
House (4 Bedrooms) | Interior

19. 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
House (2 Bedrooms) | Interior

20. Hike, Fish, Hunt! Green Mountain Home By River

Hike, Fish, Hunt! Green Mountain Home By River
3.0 star property
East Arlington
Hike, Fish, Hunt! Green Mountain Home By River
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

Toll Road Inn

Toll Road Inn

10/10 Excellent
"We absolutely loved the toll road hotel! Mike was amazing behind the desk, extremely friendly and welcoming! Enjoyed all the amenities and would highly recommend it as a place to stay"
Kathaleen 2-night trip
Posted 5 hours ago
Toll Road Inn

Frequently asked questions

How much do cottages in Bennington County cost?
Prepare to pay between AEDĀ 1,355 and AEDĀ 1,355 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 42 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.

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