682+ Luxury Vacation Rentals & Cabins in Bennington |
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Bennington Cabin Rentals

About Bennington Vacation Rentals

There are more than 682 incredible getaway rentals that are available in Bennington. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Bennington.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Bennington, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Bennington. Places to stay near Bennington are 1112.2 ft² on average, with prices averaging CA $688 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Bennington. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Bennington

Type Count
Vacation Homes 375
Holiday Apartments 75
Cabin Rentals 29
Cottages 25
B&B 21
Ski Chalet Rentals 13
Others 11
Villas 1

Use these Quick Filters to Find a Vacation Rental in Bennington

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Bennington with Cabinns.ca.

Weather in Bennington, VT

View the weather forecast for Bennington before booking your Bennington Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Bennington Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Bennington. Discover Top Attractions For Your Next Outdoor Adventure.


Mount Equinox
Orvis Fly Fishing
Bennington Battle Monument
Battenkill River
Sugar Shack
Southern Vermont College
Equinox Preservation Trust
Bennington College
Lake Shaftsbury State Park
Hildene
Bennington Center for the Arts
Dana L. Thompson Memorial Park
Park McCullough House
Golf Club at Equinox
Prospect Mountain Cross-Country Ski Center
Stratton Mountain Golf Course
Bennington Museum
Dorset Playhouse
Museum of Creative Process
Lye Brook Falls

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Manchester 246 Properties
Peru 142 Properties
Bondville 135 Properties
Manchester Center 121 Properties
Pownal 105 Properties
Sandgate 103 Properties
Sunderland 66 Properties
Woodford 55 Properties
Arlington 48 Properties
Dorset 37 Properties
East Dorset 36 Properties
Winhall 25 Properties

Complexes around Bennington, VT


Palmer Resort 8 Properties
Bennington 6 Properties
Alpine Duplex 3 Properties
Aspen At Manchester 3 Properties
Kimpton Taconic Hotel Ihg 3 Properties
Manchester Retreat Mtn Skiing 3 Properties
The Golf Resort 3 Properties
The Palmer Resort Hotel 3 Properties
This Manchester Vt 2 Properties
Bromley Farm Ski 1 Properties

Frequently Asked Questions About Bennington?

What are the top cabins, lake houses & summer homes in Bennington?

We provide an array of great vacation destinations in Bennington. If you are looking to stay in or around the Bennington area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Bennington:

How many cabin rentals and resorts have private pools in Bennington?

We have 22 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Bennington. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Bennington is best for families?

Searching for a family-friendly cabin in Bennington? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Bennington?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2026 is over 682 in the Bennington area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Bennington.

Nearby Neighborhood (2) 
Neighborhood Property Count
Bromley Mountain Rental Cabins and Private Getaways in Bennington, Vermont 27
Forest Farms Rental Cabins and Private Getaways in Bennington, Vermont 485

People Also Ask

There are 100 hotels in Bennington 13 resorts, and 480 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Bennington