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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Browse Select Bennington Cottages

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!
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!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
TV, video game console, ping pong, books

Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
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!
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!
Cozy Cabin Between Stratton Resort & Mount Snow
TV, fireplace

Cozy Cabin Between Stratton Resort & Mount Snow

3.0 star property
Cozy Cabin Between Stratton Resort & Mount Snow
Breathtaking Mtn Views: Stylish Rustic Retreat!
2 bedrooms, laptop workspace, bed sheets

Breathtaking Mtn Views: Stylish Rustic Retreat!

3.0 star property
Breathtaking Mtn Views: Stylish Rustic Retreat!
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!
Stylish Mountain Home Near Ski, Golf + Manchester!
Outdoor spa tub

Stylish Mountain Home Near Ski, Golf + Manchester!

3.0 star property
Stylish Mountain Home Near Ski, Golf + Manchester!
Secluded Home, 7 Mins to Stratton Mountain Resort
Exterior

Secluded Home, 7 Mins to Stratton Mountain Resort

3.0 star property
Secluded Home, 7 Mins to Stratton Mountain Resort
Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!
Property grounds

Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!

3.0 star property
Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!
Londonderry Vacation Home w/ Deck + Gas Grill!
Microwave, oven, stovetop, dishwasher

Londonderry Vacation Home w/ Deck + Gas Grill!

3.0 star property
Londonderry Vacation Home w/ Deck + Gas Grill!
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
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
TV, video game console, ping pong, books

Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!

3.0 star property
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
Interior

Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!

3.0 star property
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
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
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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Other property types in Bennington

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!
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, pool loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is 9.322.830 ₫
11.588.279 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Long Trail House at Stratton Mountain Resort
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.

Frequently asked questions

How much do cottages in Bennington cost?
Rates for cottages in Bennington range between and 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.