Compare Bennington Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Bennington Cottages

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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Guests of this cottage enjoy access to ski-in/ski-out access, laundry facilities, and a garden. This ski cottage also has barbecue grills.

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

At this cottage, guests have access to barbecue grills.

Home with a spring-fed pond and mountain view.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Bennington Gem w/ Smart TV Near Historic District!

Guests of this cottage have access to free WiFi in public areas. If you plan to drive, free parking is available.

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

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

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

This cottage features free WiFi in public areas and barbecue grills. Free parking is included with your stay.

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

At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Don't see what you're looking for?

See all available properties in Bennington

View all properties

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.

Hotel Options in Bennington

Knotty Pine

130 Northside Dr, Bennington, VT

$110 nightly

$120 total

Nov 7 - Nov 8

Total with taxes and fees

9.2/10 Wonderful! (12 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street, Bennington, VT

$84 nightly

$92 total

Nov 12 - Nov 13

Total with taxes and fees

8.2/10 Very Good! (999 reviews)

Hampton Inn Bennington

51 Hannaford Square, Bennington, VT

$135 nightly

$147 total

Nov 16 - Nov 17

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

Cottages

Book a cottage in Bennington
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Bennington. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Bennington better.

Cottage apartments in Bennington range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Bennington
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Bennington and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Bennington cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Bennington. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Bennington Cottages essential information

Accommodation	28 Cottages
Lowest Price	$92
Highest Price	$147
Popular accommodation	Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}, Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!, Lake life at Woodford Cottage, Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access, Home with a spring-fed pond and mountain view., Bennington Gem w/ Smart TV Near Historic District!, This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT., < 6 Mi to Arlington: 'whimsical Stone Abode!', Perfect for a peaceful get away in clean fresh Vermont air!