Wilmington Vacation Rentals

Compare 28 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

View 23 House rentals
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Condo rentals

View 3 Condo rentals
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Cabins

View 1 Cabins

Popular amenities for Wilmington vacation rentals

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

Little Red - Wilmington, VT

$103 avg / night
(excludes fees and taxes)
4.1 (60)
Log Ski Lodge
1 Bedroom | 2 Bath | Sleeps 6

Log Ski Lodge - Wilmington, VT

$134 avg / night
(excludes fees and taxes)
3.56 (18)
Haystack 32
2 Bedroom | 2.5 Bath | Sleeps 6

Haystack 32 - Wilmington, VT

$193 avg / night
(excludes fees and taxes)
Snow Country Home
3 Bedroom | 2 Bath | Sleeps 6

Snow Country Home - Wilmington, VT

$148 avg / night
(excludes fees and taxes)
3.69 (16)
Mowing Way Retreat
4 Bedroom | 1.5 Bath | Sleeps 8

Mowing Way Retreat - Wilmington, VT

$152 avg / night
(excludes fees and taxes)
4.33 (3)

View 23 more homes

Recent Wilmington guest reviews

Lovely location and everything you need at the property for a comfortable stay
Gary J. | Jun 2026
We loved this sweet little house! The decor was so cute, even my teenager commented on how much she liked it. The beds were very comfortable and having 2 bathrooms in a small house was a great bonus for our family of 3. The unique fireplace made the living area cozy and even more welcoming. I highly recommend this darling little house!
Michelle C. | Jun 2026
Willmington is the cutest little town and we had the perfect weekend. Can’t wait to return!
Gina N. | May 2026
Wilmington vacation rental FAQ

Yes, 17 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. 127 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 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.

Vacasa Guest Value Prop icon: 24-7
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.