Wilmington Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Wilmington vacation rentals

House (3 Bedrooms) | Interior
Wilmington Retreat Near Trails, Skiing & Festivals

Wilmington Retreat Near Trails, Skiing & Festivals

Wilmington Retreat Near Trails, Skiing & Festivals
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (2)
"Great location and awesome house. Owners were easy to communicate with. "
United States
Anonymous traveler
The price is ￥30,443
￥93,887 total
includes taxes & fees
Dec 28 - Dec 29
Wilmington Retreat Near Trails, Skiing & Festivals
Outdoor spa tub
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Wilmington
10.0 out of 10, Exceptional, (53)
"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 ￥62,713
￥137,551 total
includes taxes & fees
Dec 26 - Dec 27
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Smart TV, fireplace, video games, offices
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (17)
"Great place!"
United States
Jack & Heather G.
The price is ￥43,870
￥105,032 total
includes taxes & fees
Jan 13 - Jan 14, 2026
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Interior
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is ￥65,570
￥137,501 total
includes taxes & fees
Jan 1 - Jan 2, 2026
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Microwave, oven, stovetop, dishwasher
Completely Updated 3 bdrm Home- Minutes from Mt. Snow and the Hermitage Club

Completely Updated 3 bdrm Home- Minutes from Mt. Snow and the Hermitage Club

Completely Updated 3 bdrm Home- Minutes from Mt. Snow and the Hermitage Club
Wilmington
The price is ￥93,564
￥167,402 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Completely Updated 3 bdrm Home- Minutes from Mt. Snow and the Hermitage Club
Exterior
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
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 ￥9,263
￥47,824 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very Good, (78)
"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "
United States
Doug
The price is ￥58,736
￥73,010 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Long Trail House at Stratton Mountain Resort
Sauna
Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
Newfane
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is ￥21,052
￥39,646 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Wellness Getaway with a Personal Sauna, and Private River Beach!
2 bedrooms, desk, free WiFi
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
2.0 star property
Jamaica
10.0 out of 10, Exceptional, (5)
"Great stay"
United States
Chelsea D.
The price is ￥18,828
￥35,213 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
Whitingham
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 ￥21,832
￥47,506 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Lake Whitingham & Mount Snow Area Village Apartment
TV
Florida Mountain Log Cabin

Florida Mountain Log Cabin

Florida Mountain Log Cabin
2.0 star property
Florida
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is ￥31,929
￥56,185 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Florida Mountain Log Cabin
Exterior detail
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (100)
"Quiet and relaxing property "
United States
Michelle S.
The price is ￥18,105
￥48,482 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.0 out of 10, Wonderful, (45)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is ￥15,612
￥47,985 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
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 ￥25,916
￥47,735 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Family Friendly Hilltop House In Putney Vermont
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is ￥25,604
￥71,508 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Terrace/patio
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
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 ￥13,152
￥62,670 total
includes taxes & fees
Jan 5 - Jan 6, 2026
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
1 bedroom, iron/ironing board, bed sheets
Penthouse Apartment on Park Street

Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
2.0 star property
Adams
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 ￥18,089
￥38,148 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Penthouse Apartment on Park Street
Exterior
Bear Creek Cabin

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ￥62,376
￥93,887 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Bear Creek Cabin
2 bedrooms, WiFi, bed sheets
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
2.0 star property
Londonderry
8.0 out of 10, Very Good, (1)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is ￥39,578
￥77,322 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Exterior
2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is ￥10,304
￥23,541 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2 Twin beds on 1st floor with En-suite bathroom.
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

The White House Inn

The White House Inn

10/10 Excellent
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
Stacy 1-night trip
Posted 4 days ago
The White House Inn

Find out more about Wilmington

Search for holiday rentals in Wilmington on Expedia! You can easily find your home rentals, villas, holiday apartments in Wilmington using one of the methods below:

  • View our selection of featured holiday rentals in Wilmington
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  • Enter your travel dates to view the best deals on holiday rentals in Wilmington while they last

Look no further and take a look at our great range of rental properties in Wilmington!

Frequently asked questions

Are there vacation rentals in Wilmington?

Yes, you can find vacation rentals in Wilmington close to Buzzy Park, or you can go with a more secluded option if you're looking for extra privacy while you relax. 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 vacation rentals in Wilmington?

Beautiful Custom Built Timber Frame Home, Sleeps 11: Visitors like this Wilmington vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Wilmington?

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

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 vacation rentals like in Wilmington?

Vacation rentals are privately owned properties you can reserve for several days or more in Wilmington. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.