Wilmington Vacation Rentals

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USA > Vermont > Wilmington

Make Wilmington your next getaway—choose from 12 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, condo rentals, and more


House rentals

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Condo rentals

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Wilmington vacation rentals for every getaway

Dog-friendly Hot tub Internet
Snow Country Home 3D Tour
3 Bedroom | 2 Bath | Sleeps 10

Snow Country Home - Wilmington, VT

From $171
Woody End Cabin 3D Tour
3 Bedroom | 1.5 Bath | Sleeps 6

Woody End Cabin - Wilmington, VT

From $121
Vermont Chalet 3D Tour
2 Bedroom | 1 Bath | Sleeps 4

Vermont Chalet - Wilmington, VT

From $135
Kidner Kismet Unit B 3D Tour
4 Bedroom | 2.5 Bath | Sleeps 16

Kidner Kismet Unit B - Wilmington, VT

From $122
Snowpeak Chalet 3D Tour
4 Bedroom | 2 Bath | Sleeps 7

Snowpeak Chalet - Wilmington, VT

From $179

View 7 more homes

Recent Wilmington vacation rental reviews

Wife and I went up for a long ski weekend, really enjoyed staying in this cozy chalet only 5 minutes from the mountain. Enjoyed the wood-burning stove fire after a day on the slopes.
Mark M. | Jan 2022
The place was clean and had a great layout. Well stocked kitchen and bathroom supplies. Everything in working order! Would love to stay again!!
Laurie E T. | Dec 2021
Mark S. | Nov 2021

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