Wilmington Holiday Rentals

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Holiday Rentals in Wilmington

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (7)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm

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

9.0 out of 10, Wonderful, (120)
"Close to good food and attractions in the area. Monticello, Trump Winery, Downtown CVille. "
The price is NZ$363
includes taxes & fees
28 Oct - 29 Oct
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Unit 3 - Luxury King Suite with Private Balcony

9.8 out of 10, Exceptional, (20)
"Great location, clean, quiet, well kept and comfortable."
The price is NZ$349
includes taxes & fees
28 Sept - 29 Sept
Unit 3 - Luxury King Suite with Private Balcony

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (89)
"Great place"
1802 cottage once part of Monticello and owned by Thomas Jefferson

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (3)
"We had a wonderfully peaceful stay! The house was beautiful and location was amazing. The house was clean and had everything we needed. We look forward to staying again!"
Cottage at Deer Ridge Farm

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (34)
"My husband and I really enjoyed our stay here! It’s a little hideaway which was perfect for us and our pups that we brought along. About 30 mins from anything in Charlottesville for going to breweries and wineries. Definitely recommend! "
Stonemont Farm Cabin - in Keswick by VIneyards!

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (23)
"Clean, beautiful view, quiet! Will definitely stay again."
Stonemont Farm Cottage in Keswick near Vineyards!

Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

10.0 out of 10, Exceptional, (38)
"Love staying here. It’s always a great place to stay "
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

Unit 1_Expansive Luxury Suite for up to 4 Persons

10.0 out of 10, Exceptional, (13)
"Clean, unique place. Owner and property manager were on-site and attentive to our needs. Great experience and perfect location!"
The price is NZ$453
includes taxes & fees
28 Sept - 29 Sept
Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 5 - Cozy Lower Level Studio Suite

10.0 out of 10, Exceptional, (24)
"This VRBO was super clean, great accommodations, and very nice owners."
The price is NZ$243
includes taxes & fees
28 Sept - 29 Sept
Unit 5 - Cozy Lower Level Studio Suite

Unit 2_Expansive Luxury Suite for up to 4 Persons

10.0 out of 10, Exceptional, (8)
"Our stay was fantastic, such a clean and updated place"
The price is NZ$517
includes taxes & fees
29 Sept - 30 Sept
Unit 2_Expansive Luxury Suite for up to 4 Persons

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (51)
"This home is bright and beautiful and just a short walk up the trail, is a clearing that has an amazing view that demands a little time and attention from your camera. Loved our stay! "
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

10.0 out of 10, Exceptional, (69)
"Perfect location and space for a weekend away in Charlottesville. "
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Riverview Cabin on the James

9.6 out of 10, Exceptional, (20)
"Cabin was clean and well kept. "
The price is NZ$523
includes taxes & fees
6 Oct - 7 Oct
Riverview Cabin on the James

Tugboat/Private Lake - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails

10.0 out of 10, Exceptional, (71)
"The property was even cuter than it’s pictures and we had a wonderful time! I especially loved the resident ducks😊"
Tugboat/Private Lake - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails

Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year

9.8 out of 10, Exceptional, (10)
"My wife and I had a wonderful weekend in Charlottesville. We loved the house. It was roomy, clean, comfortable, and well-appointed. "
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year

Modern Farmhouse in Keswick 5BR/4BA

2.0 star property
Modern Farmhouse in Keswick 5BR/4BA

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (15)
"We had a great trip with the family to celebrate our daughter’s graduation at UVA. This property gave us plenty of space to relax, have brunch together, and enjoy the weekend"
The price is NZ$1,280
includes taxes & fees
28 Sept - 29 Sept
Visit Monticello, Wineries, UVA: Room for a Crowd

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

10.0 out of 10, Exceptional, (15)
"Fantastic experience at the property, great communication with host who were extremely nice and great to talk to. Already planning a trip out in the fall. "
The price is NZ$629
includes taxes & fees
16 Oct - 17 Oct
Lakefront Airstream - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails

Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views

10.0 out of 10, Exceptional, (82)
"We loved the farmhouse and surrounding property. Plenty of room to spread out and comfortable, clean amenities with fully stocked pantry. We hope to visit again."
Private Paradise - Historic 1870 Home on 630 Acre Estate - Pool, Lake, Views
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

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 favorite 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 depends 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 NZ$243 per night. Entering your travel dates in the search wizard you might find 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

Can I find a holiday rental in Wilmington?

Yes, there are holiday rentals close to the most popular sights in Wilmington, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cottage at Deer Ridge Farm: This holiday home rental outside of Wilmington is located in a rural location, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Wilmington?

While you're exploring the area, Fluvanna Heritage Trail and Main Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Layz S Ranch and Goochland Drive-In Theater.

What’s a holiday rental in Wilmington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wilmington. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family getaway.