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 Cottages in Bennington

Home with a spring-fed pond and mountain view.

Home with a spring-fed pond and mountain view.

Manchester VT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Breakfast included
Kitchen
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

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

Winhall VT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway

12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway

3 out of 5
Manchester Center VT
At this cottage, guests have access to free WiFi in public areas. A stay here includes free parking.
Kitchen
Washer
Lake life at Woodford Cottage

Lake life at Woodford Cottage

Bennington VT
Guests of this cottage enjoy access to ski-in/ski-out access, laundry facilities, and a garden. This ski cottage also has barbecue grills.
Kitchen
Dryer
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 VT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Perfect for a peaceful get away in clean fresh Vermont air!

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

Woodford VT
$366 nightly
The price is $410 total per night
$410 total
Aug 31 - Sep 1
Total with taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Dryer
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

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

Woodford VT
At this cottage, guests have access to barbecue grills.
Parking available
Barbecue grill
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 VT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
< 6 Mi to Arlington: 'whimsical Stone Abode!'

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

3 out of 5
Arlington VT
This cottage features free WiFi in public areas and barbecue grills. Free parking is included with your stay.
Kitchen
Parking included
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

    Hotel Vervana, Trademark Collection by Wyndham

    Hotel Vervana, Trademark Collection by Wyndham

    141 West Main Street Bennington VT
    $110 nightly
    The price is $120 total per night from Aug 30 to Aug 31
    $120 total
    Aug 30 - Aug 31
    Total with taxes and fees
    8.2/10 Very Good! (1,011 reviews)
    Knotty Pine

    Knotty Pine

    130 Northside Dr Bennington VT
    $121 nightly
    The price is $132 total per night from Aug 12 to Aug 13
    $132 total
    Aug 12 - Aug 13
    Total with taxes and fees
    8.6/10 Excellent! (132 reviews)
    New Englander Inn Bennington

    New Englander Inn Bennington

    220 Northside Drive Bennington VT
    $108 nightly
    The price is $118 total per night from Aug 30 to Aug 31
    $118 total
    Aug 30 - Aug 31
    Total with taxes and fees

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
40 Cottages
Lowest Price
$118
Highest Price
$410
Popular accommodation
Home with a spring-fed pond and mountain view., Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}, 12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway, Lake life at Woodford Cottage, This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT., Perfect for a peaceful get away in clean fresh Vermont air!, Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access, Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!, < 6 Mi to Arlington: 'whimsical Stone Abode!'

More to Explore