Wilmington Vacation Rentals

Compare 19 vacation rentals.
USA > Vermont > Wilmington

Make Wilmington your next getaway

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, cabins, chalets, and more

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House rentals

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Cabins

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Chalets

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Popular amenities for Wilmington vacation rentals

Popular
Dog-friendly Hot tub Internet
Little Red
2 Bedroom | 2 Bath | Sleeps 3

Little Red - Wilmington, VT

$176 avg / night
Vermont Chalet
2 Bedroom | 1 Bath | Sleeps 4

Vermont Chalet - Wilmington, VT

$216 avg / night
Farmhouse on the Road
3 Bedroom | 2 Bath | Sleeps 13

Farmhouse on the Road - Wilmington, VT

$216 avg / night
Snow Country Home
3 Bedroom | 2 Bath | Sleeps 8

Snow Country Home - Wilmington, VT

$250 avg / night
Whistling Peak
4 Bedroom | 2.5 Bath | Sleeps 8

Whistling Peak - Wilmington, VT

$219 avg / night

View 14 more homes

Recent Wilmington guest reviews

Cute spot, super quiet!
Star B. | Jun 2024
The whole experience was great!
lance m. | May 2024
Very comfy, cozy cabin perfect for a weekend away to just decompress.
Jessica D. | Apr 2024
Wilmington vacation rental FAQ

Yes, 24 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. 55 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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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Seamless check-in
Vacasa Guest Value Prop Icons 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