Wilmington Vacation Rentals

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Make Wilmington your next getaway

Southern Vermont's Wilmington is a rare four-season find — Mount Snow's slopes steps from town, a nine-mile reservoir perfect for paddling, a storybook main street with zero chain restaurants, and fall foliage that rivals anything in New England. Whether you're here to ski, paddle, hike Molly Stark Byway, or simply sit on a porch in the Green Mountains, Wilmington delivers the Vermont experience authentically.

Top Wilmington property types

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House rentals

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Condo rentals

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Cabins

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Popular amenities for Wilmington vacation rentals

Popular
Dog-friendly Hot tub Internet

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Recent Wilmington guest reviews

Wilmington vacation rental FAQ

Yes, 16 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).

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Yes. 112 of our Wilmington vacation rentals have internet access, so you can stay connected throughout your trip.

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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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Wilmington, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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Seamless check-in
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Professional cleaning

What you'll love about Wilmington

Wilmington has the genuine Vermont character that's getting harder to find—a main street of locally owned restaurants and shops, a nine-mile reservoir perfect for paddling and swimming, and Mount Snow just minutes up Route 100 for four seasons of mountain recreation. The Molly Stark Byway is one of southern Vermont's most beautiful scenic routes, fall foliage in the surrounding hills is spectacular, and the complete absence of chain restaurants is a feature, not an oversight.

Fun things to do

Local tips

New England charm with mountain lakes and ski slopes

No chains. No pretense. Just Vermont as it's supposed to be—local, genuine, and quietly extraordinary in every season. Wilmington is the kind of mountain town that earns your loyalty on the first visit. Find your vacation rental and escape.