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Wilmington Vacation Rentals

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Our top choices for Wilmington vacation rentals

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 CA $154
CA $208 total
includes taxes & fees
Jul 1 - Jul 2
Unit 5 - Cozy Lower Level Studio Suite

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (1 review)
"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 CA $162
CA $185 total
includes taxes & fees
Jul 1 - Jul 2
SONSAK - MONTICELLO

Ranchito

Ranchito
2.0 star property
Troy
The price is CA $495
CA $992 total
includes taxes & fees
Jun 30 - Jul 1
Ranchito

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is CA $206
CA $330 total
includes taxes & fees
Jul 6 - Jul 7
Private Guest Suite by Wineries/Orchards/Cville

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (58 reviews)
"The place was lovely and check-in/out a breeze"
United States
Monica D.
The price is CA $186
CA $349 total
includes taxes & fees
Jul 7 - Jul 8
Bluebird Cottage B: Quiet, Firepit, Patio, Games

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 CA $213
CA $302 total
includes taxes & fees
Jul 13 - Jul 14
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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, (44 reviews)
"Love staying here. It’s always a great place to stay "
United States
Jamie D.
The price is CA $204
CA $374 total
includes taxes & fees
Jul 7 - Jul 8
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

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 CA $199
CA $410 total
includes taxes & fees
Jun 30 - Jul 1
Charming Historic Carriage House Studio Apartment

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 CA $243
CA $318 total
includes taxes & fees
Jun 30 - Jul 1
Unit 4 - Luxury King Suite with Private Balcony

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, (43 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!

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
Keswick
9.8 out of 10, Exceptional, (29 reviews)
"Great for dogs"
United States
Zach S.
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (26 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 CA $243
CA $318 total
includes taxes & fees
Jun 30 - Jul 1
Unit 3 - Luxury King Suite with Private Balcony

Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is CA $461
CA $1,116 total
includes taxes & fees
Jul 13 - Jul 14
Pine and Vine

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 CA $256
CA $349 total
includes taxes & fees
Jun 30 - Jul 1
Pine Grove Apartment: Visit Monticello, wineries, UVA

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

Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
Belmont
9.8 out of 10, Exceptional, (90 reviews)
The price is CA $451
CA $609 total
includes taxes & fees
Jul 1 - Jul 2
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (22 reviews)
"So grateful to have a pet friendly property so close to UVA!"
United States
Beth M.
The price is CA $781
CA $1,047 total
includes taxes & fees
Jul 1 - Jul 2
Visit Monticello, Wineries, UVA: Room for a Crowd

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, (12 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is CA $364
CA $476 total
includes taxes & fees
Jun 30 - Jul 1
Unit 2_Expansive Luxury Suite for up to 4 Persons

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.0 out of 10, Wonderful, (4 reviews)
"Nice clean place out in the country. We were there for Memorial Day weekend and had a nice relaxing time."
United States
Michael L.
The price is CA $351
CA $492 total
includes taxes & fees
Jun 30 - Jul 1
The Country Retreat – Cozy Comfort Meets Peaceful Countryside

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 CA $596
CA $797 total
includes taxes & fees
Jun 30 - Jul 1
Visit Monticello, Wineries, UVA & More

Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is CA $495
CA $1,123 total
includes taxes & fees
Jun 30 - Jul 1
Ranchito: Near Keswick Hall & Local Vineyards
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wilmington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trails - Farm Animals - Waterfall: This vacation home near Wilmington is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Fluvanna Heritage Trail. 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.