Wilmington Vacation Rentals

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USA > Vermont > Wilmington

Make Wilmington your next getaway—choose from 18 great vacation rentals

Whether you're looking for a quiet trip to the country or a vacation packed with outdoor activities, one of our idyllic Wilmington vacation rentals is a great choice. Enjoy afternoons of shopping, whooshing down ski slopes, and hiking on beautiful wooded trails!

Explore Wilmington house rentals, chalets, cottages, and more


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Wilmington vacation rentals for every getaway

Dog-friendly Hot tub Internet
4 Bedroom | 2.5 Bath | Sleeps 11 (6 Adults Max)

ApresHaus - Wilmington, VT

$264 avg / night
Snow Country Home
3 Bedroom | 2 Bath | Sleeps 8

Snow Country Home - Wilmington, VT

$288 avg / night
Wilmington Escape
4 Bedroom | 3.5 Bath | Sleeps 10

Wilmington Escape - Wilmington, VT

$263 avg / night
Javick House
4 Bedroom | 2 Bath | Sleeps 11

Javick House - Wilmington, VT

$242 avg / night
Vermont Chalet
2 Bedroom | 1 Bath | Sleeps 4

Vermont Chalet - Wilmington, VT

$222 avg / night

View 13 more homes

Recent Wilmington vacation rental reviews

This chalet is everything you’d hope for in a mountain escape! It was very clean and well stocked with everything you may need, but not cluttered. It’s less than 10 minutes to Mount Snow, the general store, several dog friendly breweries, and the supermarket. We loved our stay!
Eric A. | Jan 2023
We rented the property over the new year weekend for a short ski trip to Mount Snow. The house easily accommodates 5+ guests due to the many rooms and 3 bathrooms on the property. The Ski slopes are close by, a 10 to 15min drive from the house. The house was warm and comfortable even in cold weather. Just a remark for anyone getting there during the winter months. We had to drive 0.5miles on a unpaved and very muddy (due to the snow melting) and partially inclined road to get to the property from the public highway, even with our AWD vehicle we were sliding a bit. Signs on the road say drivers must have winter tires to drive on this road during the winter months. If coming from a city with a vehicle not 4x4 enabled, the road might be doable but a bit challenging for the least experienced drivers.
Alberto M. | Jan 2023
We loved the chalet style home, wood stove & location.
Kevin G. | Jan 2023
Wilmington vacation rental FAQ

Yes, 22 of our Wilmington homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 50 of our Wilmington vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Wilmington vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Wilmington team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Wilmington, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Wilmington, VT?

This historic town in Windham County of Southern Vermont sits right at the edge of the Green Mountain National Forest. A mere 11 miles from the Massachusets border, it is nestled snugly in the heart of a snowbelt, making it a fabulous destination for winter sports.

Just eight miles north, you'll find world-class skiing at Mount Snow, host of the Winter X Games and other events. A bit past Mount Snow, just 14 miles north of Wilmington, is the exciting town of Stratton, which is full of shopping, dining, and a wonderful day spa for skiing aches.

Things to Do in Wilmington, VT

This charming village is a mecca for shoppers. Not only is there a wide variety of quality goods to peruse, but most of the shops are found in historic and architecturally interesting houses. Browse the works at the Art of Humor Gallery or visit the Jim McGrath Gallery and Studio to find pieces by local artists and hear about their work.

If you're in town for a family reunion or wedding, book Wilmington’s Historic Memorial Hall for a truly special venue. No ordinary town hall, it is considered to be one of the most significant buildings in the state. For any avid golfers, Haystack Golf Club is nearby if you're looking for a green.

Seasonal Activities in Wilmington, VT

Whatever your preference - cross-country skiing, tubing, snowshoeing, or snowmobiling - there are plenty of places to go. Mount Snow is the most famous, where you'll enjoy amenities in the neighboring town of Dover, but it is by no means the only option. You'll find plenty of backcountry trails in the nearby wilderness. If you don't want to leave your cozy Wilmington vacation home, just head to the backyard and build a snow fort!

Harriman Reservoir is a gorgeous setting in any season, but summer in particular is excellent for hikes, picnics, and photo shoots. Rent a boat and get out on the tranquil water, or spend hours swimming and fishing in the summer. If you're around in the autumn, enjoy the stunning colors as leaves turn russet and gold.

Rent some bikes and take long rides as a family - it's the best way to get around town and see the most nature you can while you're here! Visit the sugarhouses, where sweet-smelling steam billows out and sap becomes delectable maple syrup.

Long afternoons on the deck gazing out over the Green Mountains, steaming mugs of cocoa before a fire, and more await at your cozy vacation rental in Wilmington, VT!
Photo Credit: James Walsh via Flickr