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Wilmington Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Wilmington vacation rentals

Luxury Apartment, Multiple Beds, Non Smoking, Garden View | Egyptian cotton sheets, premium bedding, memory foam beds

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
The price is ￥18,530
￥21,179 total
includes taxes & fees
Aug 11 - Aug 12
SONSAK - MONTICELLO
Coffee/tea maker, fridge, microwave, oven

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (45 reviews)
"Love staying here. It’s always a great place to stay "
United States
Jamie D.
The price is ￥23,183
￥40,948 total
includes taxes & fees
Aug 12 - Aug 13
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Coffee/tea maker, fridge, microwave, oven

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (145 reviews)
"Place was perfect for our stay! It’s a little rustic but we didn’t need much more. Highly recommend for a quick Charlottesville area stay."
United States
Jameson H.
The price is ￥24,354
￥34,563 total
includes taxes & fees
Jul 21 - Jul 22
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"We had a wonderful four night stay along with our 2 dogs. The suite was spotless and stocked with treats for us and our pups. There was a spacious yard and outdoor patio to enjoy and the kitchenette was just fine for our needs. We appreciated that the driveway and path to the suite were well lit and easy to navigate and we took advantage of the option to check in a bit early, which made the remainder of our stay much less rushed. We would most definitely stay again if we are in the area."
United States
Patti S.
The price is ￥23,507
￥37,016 total
includes taxes & fees
Aug 11 - Aug 12
Private Guest Suite by Wineries/Orchards/Cville
Exterior

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (33 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is ￥17,558
￥23,775 total
includes taxes & fees
Aug 9 - Aug 10
Unit 5 - Cozy Lower Level Studio Suite
Exterior

Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (15 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
The price is ￥27,723
￥35,578 total
includes taxes & fees
Aug 12 - Aug 13
Unit 4 - Luxury King Suite with Private Balcony
TV, fireplace

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
Keswick
10.0 out of 10, Exceptional, (45 reviews)
"Amazing property! Beautiful views from the front porch, very clean house that is nicely updated. We had all we needed for our spring break getaway."
United States
Jessica N.
Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
Interior

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (59 reviews)
"The place was lovely and check-in/out a breeze"
United States
Monica D.
The price is ￥21,076
￥39,520 total
includes taxes & fees
Jul 20 - Jul 21
Bluebird Cottage B: Quiet, Firepit, Patio, Games
Exterior

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (28 reviews)
"Another great experience at this location. Clean, neat, and comfortable with beautiful grounds. Owner communications are good and timely. Easy access to Charlottesville."
United States
Brian T.
The price is ￥27,723
￥36,320 total
includes taxes & fees
Jul 23 - Jul 24
Unit 3 - Luxury King Suite with Private Balcony
Property grounds

Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (19 reviews)
"Conveniently located for travelers stopping to visit Monticello. "
United States
Kelly G.
The price is ￥23,380
￥47,508 total
includes taxes & fees
Jul 20 - Jul 21
Charming Historic Carriage House Studio Apartment
Dining

Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
Belmont
9.8 out of 10, Exceptional, (91 reviews)
"Good location, clean, and prompt responses from host."
United States
Elizabeth C.
The price is ￥51,630
￥69,309 total
includes taxes & fees
Jul 19 - Jul 20
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
Coffee/tea maker, fridge, microwave, oven

Pine Grove Apartment: Visit Monticello, wineries, UVA

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.4 out of 10, Exceptional, (6 reviews)
"Was a great place to lay our heads for the night while we were in town for a wedding very cozy and had everything you could need would highly recommend!"
United States
Jordan
The price is ￥29,182
￥39,699 total
includes taxes & fees
Jul 28 - Jul 29
Pine Grove Apartment: Visit Monticello, wineries, UVA
Exterior

Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (20 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is ￥41,645
￥54,281 total
includes taxes & fees
Jul 19 - Jul 20
Unit 1_Expansive Luxury Suite for up to 4 Persons
House, Private Bathroom (Pine and Vine) | Exterior

Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is ￥52,689
￥127,444 total
includes taxes & fees
Jul 20 - Jul 21
Pine and Vine
Terrace/patio

Lakefront Airstream - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails

Lakefront Airstream - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails
Louisa
10.0 out of 10, Exceptional, (16 reviews)
"The Airstream at Lake Glen Haven was wonderful! Highly recommend!! "
United States
Laura M.
The price is ￥32,959
￥66,369 total
includes taxes & fees
Aug 17 - Aug 18
Lakefront Airstream - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails
Exterior

Unit 2_Expansive Luxury Suite for up to 4 Persons

Unit 2_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (13 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is ￥41,645
￥54,281 total
includes taxes & fees
Jul 19 - Jul 20
Unit 2_Expansive Luxury Suite for up to 4 Persons
Coffee/tea maker, fridge, microwave, oven

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.2 out of 10, Wonderful, (5 reviews)
"Needed a place for out of town family to attend a wedding. House was perfect, Jheanelle is a wonderful host. Would definitely rent again. "
United States
Jody S.
The price is ￥40,184
￥56,144 total
includes taxes & fees
Jul 19 - Jul 20
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Outdoor dining

Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Would surely return . Very clean , plenty of room , huge yard , loved the outdoor set up. Mattress was so comfy . We all really enjoyed our stay ."
United States
Jammie B.
The price is ￥68,090
￥91,019 total
includes taxes & fees
Aug 9 - Aug 10
Visit Monticello, Wineries, UVA & More
Outdoor dining

Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (24 reviews)
"This property was perfect for our family. Clean, spacious, and pet friendly. The house had everything we needed. "
United States
Christine M.
The price is ￥89,166
￥118,737 total
includes taxes & fees
Jul 30 - Jul 31
Visit Monticello, Wineries, UVA: Room for a Crowd
Interior

Pine and Vine: Winery Escape + Kid Friendly

Pine and Vine: Winery Escape + Kid Friendly
Gordonsville
The price is ￥52,689
￥144,194 total
includes taxes & fees
Jul 28 - Jul 29
Pine and Vine: Winery Escape + Kid Friendly
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

Best Western Plus Crossroads Inn & Suites

Best Western Plus Crossroads Inn & Suites

10/10 Excellent
"The room was comfortable and very clean. The hotel was quiet and the breakfast was good. The grounds were kept nice. The rooms were reasonably priced"
Boyon 1-night trip
Posted 21 hours ago
Best Western Plus Crossroads Inn & Suites

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:

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

Frequently asked questions

Can I find a vacation rental in Wilmington?

Yes, there are vacation rentals close to popular local attractions in Wilmington, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Wilmington?

Fern Cottage Summary:: This vacation home near Wilmington is located in the mountains and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

What’s there to see and do in Wilmington?

While exploring the area, visit family-friendly sights like Louisa Town Park, or get outside and enjoy nature at Main Beach. In the larger area, you’ll find Elk Island Winery and Goochland Drive-In Theater.

What’s a vacation rental in Wilmington like?

A vacation rental is a private property where you can stay for a couple of days or more in Wilmington. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.