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Wilmington Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Wilmington vacation rentals

A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

1. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (50 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
$209 nightly
The price is $231
Sep 20 - Sep 21
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.2 out of 10, Wonderful, (149 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
$192 nightly
The price is $212
Sep 21 - Sep 22
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

3. 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)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
$664 nightly
The price is $732
Sep 20 - Sep 21
Total with taxes and fees
Visit Monticello, Wineries, UVA: Room for a Crowd
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

4. 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
$222 nightly
The price is $245
Sep 20 - Sep 21
Total with taxes and fees
Pine Grove Apartment: Visit Monticello, wineries, UVA
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

5. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
$509 nightly
The price is $561
Sep 20 - Sep 21
Total with taxes and fees
Visit Monticello, Wineries, UVA & More
A modern kitchen with a large island, a built-in oven, and a window with curtains.

6. Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (62 reviews)
"The host was very responsive and we thoroughly enjoyed staying there. Beautiful backyard!"
United States
Kelli c.
$242 nightly
The price is $267
Oct 5 - Oct 6
Total with taxes and fees
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A modern kitchen with dark cabinetry, a stainless steel refrigerator, a large island with stools, pendant lights, and a herringbone-patterned backsplash.

7. Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
Troy
10.0 out of 10, Exceptional, (7 reviews)
"Modern, clean property. I’d recommend staying here for anyone looking for a place to stay not too far from Charlottesville."
United States
Kevin A.
$1,389 nightly
The price is $1,461
Sep 28 - Sep 29
Total with taxes and fees
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

8. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (5 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
$127 nightly
The price is $145
Sep 28 - Sep 29
Total with taxes and fees
SONSAK - MONTICELLO
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

9. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (6 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.
$301 nightly
The price is $331
Sep 22 - Sep 23
Total with taxes and fees
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A dining area with a table and chairs, large windows with a view of hills and trees, and a potted plant on the windowsill.

10. 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.
$302 nightly
The price is $343
Sep 21 - Sep 22
Total with taxes and fees
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

11. Ranchito

Ranchito
2.0 star property
Troy
$692 nightly
The price is $791
Oct 13 - Oct 14
Total with taxes and fees
Ranchito

12. Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
$196 nightly
The price is $224
Sep 27 - Sep 28
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony

13. 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, (21 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
$294 nightly
The price is $335
Sep 22 - Sep 23
Total with taxes and fees
Unit 1_Expansive Luxury Suite for up to 4 Persons

14. 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, (14 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
$326 nightly
The price is $373
Sep 23 - Sep 24
Total with taxes and fees
Unit 2_Expansive Luxury Suite for up to 4 Persons

15. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (33 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.
$196 nightly
The price is $224
Sep 23 - Sep 24
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony

16. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for a short stay."
United States
Gaye W.
$128 nightly
The price is $147
Sep 28 - Sep 29
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite
A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

17. 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, (37 reviews)
"Great for dogs"
United States
Zach S.
$755 nightly
The price is $858
Sep 24 - Sep 25
Total with taxes and fees
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
A natural landscape with trees and wildflowers.

18. Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (21 reviews)
"Cozy and charmy. Enjoyed the stay and would do again."
United States
Michael I.
$276 nightly
The price is $316
Sep 22 - Sep 23
Total with taxes and fees
Charming Historic Carriage House Studio Apartment
A stone fireplace with a bench, surrounded by potted plants and a wooden door.

19. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
$791 nightly
The price is $876
Oct 13 - Oct 14
Total with taxes and fees
Ranchito: Near Keswick Hall & Local Vineyards
A four-poster bed with a white bedspread and pillows, a small bedside table with a lamp, a large mirror, and a window with curtains.

20. Pine and Vine: 8 Acres + Winery & Family Retreat

Pine and Vine: 8 Acres + Winery & Family Retreat
Gordonsville
$800 nightly
The price is $898
Oct 13 - Oct 14
Total with taxes and fees
Pine and Vine: 8 Acres + Winery & Family Retreat
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

Comfort Inn Monticello

Comfort Inn Monticello

10/10 Excellent
"Just be advised the breakfast is 6am to 9 AM."
Grann 1-night trip
Posted 2 hours ago
Comfort Inn Monticello

Find out more about Wilmington

Everything you need to know about Wilmington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wilmington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wilmington vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wilmington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wilmington rentals

At Expedia, we put the best Wilmington vacation 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 vacation.

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

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?

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland: Located near Wilmington, this vacation home rental offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Goochland Drive-In Theater and Tasting Room & Taphouse at Mount Ida Reserve.

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.