Discover a selection of 500 vacation rentals in Wilmington, VT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $170 per night, and houses and cabins are popular options for a stay in Wilmington. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Wilmington
Destination guide

If anywhere oozes literal charm, it's Wilmington

Nestled in Deerfield Valley on the edge of the Green Mountains, Wilmington features both a picturesque village, a stunning, rural countryside, and easy access to some of the region's best ski resorts. Whether you're looking to shop for locally made goods, experience the dining scene downtown, or simply take in the stunning natural beauty, it's unlikely you'll ever tire of the area's welcoming vibe and charming hospitality. With a Wilmington vacation rental to call your own, you might start planning your next visit before you've even left.

Things to do

From the 3S's (skiing, shopping, spa-ing) to the 3R's

Situated on the edge of the Green Mountain and Finger Lakes National Forests, the top reason travelers flock to the area is pretty obvious: the great outdoors! From skiing to kayaking to hiking, the surrounding mountains and lakes offer hours of activities. But the town of Wilmington isn't short on cultural offerings, including art galleries, artisinal boutiques, and The Art of Humor gallery, dedicated to the cartoonist Skip Morrow. Families will also love the nearby petting zoo at Adams Farm, while the adults of the group can slip away to enjoy the local wineries.


Luxuriously putting the ski into apres-ski

Wilmington is a charming village full of shopping, galleries, and bars -- perfect for apres-ski. Purists know you can't apres-ski without actual skiing, but luckily, there's plenty of that, too. Visitors post-ski season can still enjoy the natural scenery, thanks to endless hiking and biking trails, plus campgrounds. If you tire of the outdoors, never fear. A Wilmington vacation rental awaits... or better yet, a selection of local spas. Annual events include the Deerfield Valley Blueberry Festival, the Vermont Wine and Harvest Festival, and an annual Turnip Festival, proving the old adage true. There's something for everyone, even turnip lovers.


It's every sleepy New England dream town, rolled into one

Winter is the obvious time to head north to Wilmington, but you really can't go wrong any time of year. Expect some snow from October through April or even May, but the warm breezes of spring and summer will quickly welcome in calmer days. Swimming, kayaking, and boating are all popular actitives when the temps finally climb, but, like much of New England, you'll find the locals most proud of the regional beauty in fall. Pack your best flannels for your Wilmington vacation rental, but please note: pumpkin spice (probably) not included.

Natural features

Lovers of the great outdoors, we've found your true home

Thanks to its close proximity to the Green Mountain and Finger Lakes National Forests, as well as the Harriman Reservoir, Wilmington is surrounded on all sides by expansive natural beauty. It's easy to see what makes New England so popular among lovers of the great outdoors when some of the country's best skiing is just a short drive away. While there are plenty of organized activities available, true moments of zen can be found watching the sunrise or sunset from town, birdwatching on one of the hiking trails, or spotting wild deer slipping through the forest.

How to get there

Transportation to and around Wilmington

The nearest airport is in Albany Intl. Airport (ALB), located 48.3 mi (77.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Springfield, VT (VSF-Hartness State), which is 37.2 mi (59.9 km) away.

What are the top vacation rentals in or near Wilmington?

The heart wants what the heart wants, and right now it wants to take a vacation. It's time to pack your bags and escape to one of these top vacation rentals in or near Wilmington:

  • Around 25 miles from the center of Wilmington, you'll love staying at "Grafton Village Haven". It has 1 bedroom and a range of amenities including a kitchen and children's toys.
  • Another enticing choice is "True Ski In/ski Out 3 Bedroom End Unit Directly On Mount Snow", which is around 7 miles from Wilmington. With 3 bedrooms, a hair dryer and a free nearby fitness center, it has everything you need to make your visit comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Wilmington vacation rental for you.

What are the best tiny house vacation rentals in or near Wilmington?

You need only set foot in one of Vrbo's tiny house vacation rentals in Wilmington to discover that awesome things really do come in little packages. Sensibly designed to maximize every inch of space, these pint-sized pads promise a big vacation experience:

  • Get away from it all and get back to basics at "Cozy Lakeside Tiny Home, Near Skiing". This retreat in Whitingham packs plenty of conveniences into its small space, such as towels and a nearby waterfront.
  • Alternatively, book a couple of nights at "Cheerful Tiny Home Cabin Near Hiking". Situated in Townshend, this teensy abode comes with WiFi and a washing machine.

Can I find log cabins to rent in or near Wilmington?

There's something so cozy about hanging out in a log cabin with a cup of coffee and a novel. Leave the busyness of everyday life behind and spend a couple of nights or more at one of these log cabins in Wilmington:

  • Located in Searsburg, "Brand New Custom Log Cabin In The Green Mtn Forest" will put you near some of the fun outdoor activities offered in this area. Snowmobiling and fishing are a couple of them.
  • On the hunt for a Wilmington log cabin with access to great outdoor activities like water skiing and rock climbing? You'll be delighted with "Mountain Log Cabin Getaway".

What are the top-rated vacation rentals for weekend getaways in or near Wilmington?

Clock out on Friday and then forget about your worries. If you're after some relaxation and fun, these escapes in and around Wilmington promise an unforgettable weekend getaway:

  • "True Ski In/ski Out Updated 3 Bedroom End Unit Directly On Mount Snow" is a comfortable option around 7 miles north of the center of Wilmington. You'll never have to travel far to find something to keep you occupied around this property. Get outdoors and discover Brattleboro Common and The Nature Museum. Activities like tennis and sledding will nicely round off your whirlwind stay.
  • Alternatively, get into vacation mode at "Mt. Snow Area Private Estate On 100 Acres W". About 12 miles northeast of Wilmington, activities around here include skiing and sledding. Rather visit some sights? Plan an excursion to Tamarack Ski Lift and Taylor Farm.

Can I find studio apartments for rent in and around Wilmington?

Studio apartments are tough to beat when it comes to location, convenience and character. Check out these studio apartments for rent in or near Wilmington and experience a slice of the local culture:

  • Make "Grafton Village Haven" your home for a week or more. This great property features amenities including tennis and free toiletries.
  • "Summer Fun Awaits" is another top option. Make yourself at home and enjoy the use of a stovetop, towels and more.

When it's time to walk out of your studio apartment and explore the highlights, there's loads to keep you occupied around Wilmington. Interested in culture? Pencil in a visit to Jim McGrath Gallery and Studio and Bellows Falls Opera House.

Can I find short term rentals in or near Wilmington?

Whether you're chasing a cozy cottage or a house large enough to fit the family, you'll find the ideal place on Vrbo. Enjoy some downtime at one of these favorites in or near Wilmington:

  • If you can only spare a couple of nights, "Amazing Views, Town Just 1 Mile Away" has you covered. It's not far from the center of Wilmington, so you'll have easy access to all the best sights.
  • Alternatively, book a couple of nights at "Ski - In - Ski - Out Condo Located On Mount Snow". This centrally located property makes it easy to explore the area's sights.

What are the best romantic weekend getaways in or near Wilmington?

Forget chocolates and roses. Sometimes all you need is a weekend away, just you and your honey. At Vrbo, we've got romantic getaways in and around Wilmington that would make Cupid green with envy. Here are some to tempt you:

  • Located around 25 miles from Wilmington, "Grafton Village Haven" is the ideal place for doting couples. Skiing facilities and snowsport activities are just some of the many amenities you'll find here.
  • Otherwise, spend a few days canoodling and uncorking Champagne at "True Ski In/ski Out 3 Bedroom End Unit Directly On Mount Snow", around 7 miles from Wilmington. A sauna and winery tours will help set the scene for romance.

What are the best large group vacation rentals in or near Wilmington?

Share your trip and double the fun. Whether you're organizing an action-packed getaway with friends or an overdue family reunion, you'll have your pick of large group vacation rentals in and near Wilmington:

  • Providing privacy, comfort and space, you'll get everyone's seal of approval at "True Ski In/ski Out 3 Bedroom End Unit Directly On Mount Snow". Up to 12 people can be accommodated at this escape which has 3 bedrooms, ski-in/ski-out facilities and a swimming pool. This group favorite is around 7 miles to the north of Wilmington.
  • Nothing takes priority over spending time with loved ones, and "Mt. Snow Area Private Estate On 100 Acres W" makes it easy to do that. Located around 12 miles to the northeast of Wilmington, as many as 21 people can stay in this vacation rental which has 10 bedrooms. Mountain views and a swimming pool are among the various amenities on offer here.

What are the best houses for rent with a pool in or near Wilmington?

A pool is often an all-important amenity when deciding where to stay, particularly if you're traveling with kids. Check out these houses with a pool in or near Wilmington and spend your days splashing around:

  • Treat your crew to an unforgettable stay at "Wilmington Village House Near Mount Snow". There's plenty to love about this retreat apart from its pool, such as a TV and free toiletries.
  • "Ski House With Amenities" is the sort of place you go to leave it all behind and enjoy your surroundings, starting with its inviting pool. A DVD player and a video library are also on hand to make your stay comfortable and convenient.

Don't know what to pack for your Wilmington getaway? This appealing destination has a humid continental climate. During summer, expect average temperatures ranging from 55 ºF to 75 ºF. Browse our range of Wilmington vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more great ideas about where to stay.

What are the best large family vacation rentals in or near Wilmington?

Cousin Reggie, Great-Uncle Andre ... You can add them to your guest list when you choose a large family vacation rental in or near Wilmington. Get all the people you love under the one roof at one of these spacious hideaways:

  • With 3 bedrooms that sleep as many as 12 guests, "True Ski In/ski Out 3 Bedroom End Unit Directly On Mount Snow" gives you space to reunite with family and friends. It's around 7 miles north of Wilmington and features amenities that'll keep your large group comfortable, such as childrens activities and skiing facilities.
  • "True Ski In/ski Out Updated 3 Bedroom End Unit Directly On Mount Snow", around 7 miles to the north of central Wilmington, was made for spending time with the family. As many as 11 of your nearest and dearest can fit into this property which has 3 bedrooms, a foosball table, a garden and more.

If you're in the mood for visiting some family-friendly attractions around the area, Adams Family Farm is a fun outing for all ages.