Wilmington Vacation Rentals

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USA > Vermont > Wilmington

Make Wilmington your next getaway—choose from 9 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, condo rentals, chalets, 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
ApresHaus 3D Tour
4 Bedroom | 2.5 Bath | Sleeps 11 (6 Adults Max)

ApresHaus - Wilmington, VT

From $124
Kidner Kismet Unit A
5 Bedroom | 2 Bath | Sleeps 10

Kidner Kismet Unit A - Wilmington, VT

From $139
Wilmington Escape 3D Tour
4 Bedroom | 3.5 Bath | Sleeps 10

Wilmington Escape - Wilmington, VT

From $149
Kidner Kismet
9 Bedroom | 4.5 Bath | Sleeps 26

Kidner Kismet - Wilmington, VT

From $267
Haystack 39 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

Haystack 39 - Wilmington, VT

From $133

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Recent Wilmington vacation rental reviews

The pictures really don't do the place justice, because it's even better in person. And the quiet. I haven't slept that good in YEARS. It was just hubby and I, so we had more than enough room to spread out. The water pressure in the shower and the hot water for the tub came up quite quickly, and I enjoyed the whirlpool like tub after a long hike. The kitchen and grill had all the utensils and amenities that you could possibly need. We grilled steak tips and ate outside while sipping wine and listening to the brook. The bed is comfy cozy. We didn't need to use the thermostat controls at all. They were set to 55 before we arrived, and we never touched them. We didn't need any heat at all. The surrounding area (Wilmington and West Dover, Newfane, etc) was absolutely gorgeous. We took more than one hike about. This was just the reset we needed and to be honest, we didn't want to leave. We will definitely be back, but in the interim, we highly recommend it for others to enjoy as we did.
Ron T. | Aug 2021
This house was lovely for our family vacation in the woods. The home has nice furnishings and gorgeous details in the construction. Rustic feel with all the amenities you could need. We went in the “off season” for the area, late summer. The downtown was super small and a lot of stores weren’t open. If you are going during ski season this house is absolutely perfect,
Christine W. | Aug 2021
The house is very clean and have more stuff than we had expected in the kitchen. Cardboard games were kids' favorite. My family had a good time living there. The only hiccup was that we lost water the morning we were leaving. So we have to fetch some water from the stream outside to clean the toilet. It is not anyone's fault, may be caused by the storm Henri that just passed the area.
wei z. | Aug 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