Wilmington Holiday Rentals

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Our top choices for Wilmington holiday rentals

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location and awesome house. Owners were easy to communicate with. "
United States
Anonymous traveller
The price is AU$1,232
includes taxes & fees
28 Dec - 29 Dec
Wilmington Retreat Near Trails, Skiing & Festivals
10.0 out of 10, Exceptional, (52)
"We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!"
United States
Olivia R.
The price is AU$1,268
includes taxes & fees
22 Dec - 23 Dec
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
10.0 out of 10, Exceptional, (17)
"Great place!"
United States
Jack & Heather G.
The price is AU$1,039
includes taxes & fees
12 Jan - 13 Jan 2026
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
The price is AU$1,172
includes taxes & fees
7 Jan - 8 Jan 2026
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
The price is AU$1,679
includes taxes & fees
31 Dec - 1 Jan 2026
Completely Updated 3 bdrm Home- Minutes from Mt. Snow and the Hermitage Club
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is AU$387
includes taxes & fees
12 Jan - 13 Jan 2026
Wellness Getaway with a Personal Sauna, and Private River Beach!
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is AU$411
includes taxes & fees
6 Jan - 7 Jan 2026
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
10.0 out of 10, Exceptional, (28)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
Getaway Near Mass MoCA, Great Hiking, Scenic Views
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
The price is AU$550
includes taxes & fees
24 Dec - 25 Dec
Beautiful country cabin with hot tub and outdoor shower in Londonderry
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is AU$465
includes taxes & fees
19 Dec - 20 Dec
Lake Whitingham & Mount Snow Area Village Apartment
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is AU$778
includes taxes & fees
7 Jan - 8 Jan 2026
Mountain Chalet mins from Mt Snow Skiing/hiking
10.0 out of 10, Exceptional, (20)
"Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic."
United States
Jeannine A.
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
The price is AU$537
includes taxes & fees
21 Dec - 22 Dec
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Holiday Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is AU$517
includes taxes & fees
22 Dec - 23 Dec
Florida Mountain Log Cabin
9.8 out of 10, Exceptional, (100)
"Quiet and relaxing property "
United States
Michelle S.
The price is AU$497
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
The price is AU$686
includes taxes & fees
5 Jan - 6 Jan 2026
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
9.4 out of 10, Exceptional, (58)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
The price is AU$464
includes taxes & fees
21 Dec - 22 Dec
Family Friendly Hilltop House In Putney Vermont
2.0 star property
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is AU$373
includes taxes & fees
16 Jan - 17 Jan 2026
Penthouse Apartment on Park Street
9.0 out of 10, Wonderful, (44)
"We were unable to stay as when we went in the condo, we found the condo damp, musty, dusty, very worn, extremely outdated and uncomfortable. We left and found different accommodations for the weekend at Chateau 239 which I highly recommend. "
United States
Diana W.
The price is AU$468
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wilmington Hotel Reviews

Find out more about Wilmington

Everything you need to know about Wilmington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wilmington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wilmington holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wilmington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wilmington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wilmington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wilmington holiday rentals we have selected for you start as low as AU$663 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wilmington rentals

At Expedia, we put the best Wilmington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wilmington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wilmington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wilmington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wilmington?

Yes, there are holiday rentals in Wilmington close to Buzzy Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and ski slopes in Wilmington. Make sure you have time to check out the breweries and mountain views during your trip.

What are some of the best holiday rentals that Wilmington has to offer?

Beautiful Custom Built Timber Frame Home, Sleeps 11: This highly rated holiday home rental in Wilmington is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Wilmington?

Choose from 138 Expedia holiday rentals in Wilmington for a memorable holiday.

What can I see and do in Wilmington?

Enjoy the outdoors at Lake Raponda and Harriman Reservoir, or simply take in cultural attractions like Jim McGrath Gallery and Studio and The Art of Humor Gallery. Other popular places to visit in the area include Mount Snow and Stratton Mountain Resort.

What are holiday rentals like in Wilmington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilmington. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.