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Top Holiday Rentals in Wilmington

Our top choices for Wilmington holiday rentals

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (1)
"as advertised"
Cottage at Deer Ridge Farm

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (87)
"Historic property just minutes from Monticello (sightseeing) and the Clifton Inn (dinner). While a bit small, it is a very cozy and appealing place. And very quiet. Having your own hot tub and hammock, and practically your own salt pool, is very special."
1802 cottage once part of Monticello and owned by Thomas Jefferson

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

9.0 out of 10, Wonderful, (118)
"Very convenient location, comfortable and great for the pup. "
The price is £160
includes taxes & fees
2 Sept - 3 Sept
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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

10.0 out of 10, Exceptional, (36)
"This is the third time we have stayed and are never disappointed. If you are visiting friends or family in Lake Monticello, this is a perfect spot."
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

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

10.0 out of 10, Exceptional, (68)
"Perfect location and space for a weekend away in Charlottesville. "
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (34)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Riverview Cabin on the James

9.8 out of 10, Exceptional, (18)
"Very clean house inside and out. Beautiful views and walks through the woods along the river. Hot tub and fire pit (indoor and outdoor) were so cozy and wonderful. I have bookmarked to return because it was such a great place to stay. "
The price is £220
includes taxes & fees
2 Sept - 3 Sept
Riverview Cabin on the James

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

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (30)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard

Keelona Cottage 2 BR 2 BA near vineyards

10.0 out of 10, Exceptional, (10)
"Fantastic cabin for our family of 4, tucked away at the back of a horse farm. Very peaceful place with beautiful scenery all around and horses, zebras and a donkey to meet. Really unique property in a great location! "
Keelona Cottage 2 BR 2 BA near vineyards

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (51)
"We loved this house. It was beautiful."
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

Modern Farmhouse in Keswick 5BR/4BA

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

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

9.4 out of 10, Exceptional, (26)
"Beautiful property the cabin is so cute perfectly situated the hot tub is awesome very clean just a beautiful getaway and not a far drive highly highly recommend"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (22)
"We chose to visit the Charlottesville area for spring break. The cottage was lovely and had everything we needed for our stay. Every room in the house was comfortable and nicely decorated. It was a short drive to Monticello, downtown, and the wineries. The pond was a bonus…my kids were pumped when they caught a few fish. Thank you for sharing your home. "
Stonemont Farm Cottage in Keswick near Vineyards!

Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

10.0 out of 10, Exceptional, (46)
"Mw and my wife had a great time . House was nice and made for a great get away for the memorial day weekend. "
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

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

Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

10.0 out of 10, Exceptional, (2)
"This was a great place to stay with plenty to do and a lot of amenities. I would stay here again."
Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

Unit 5 - Cozy Lower Level Studio Suite

10.0 out of 10, Exceptional, (23)
"This VRBO was super clean, great accommodations, and very nice owners."
The price is £102
includes taxes & fees
4 Sept - 5 Sept
Unit 5 - Cozy Lower Level Studio Suite

106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

10.0 out of 10, Exceptional, (48)
"We spent almost a month at this property and enjoyed our time there! The hosts were excellent and made us feel at home. Would highly recommend and hope to visit again."
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

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

9.8 out of 10, Exceptional, (10)
"Overall we were happy with the property. The beds were very comfy and the hot tub was amazing. Our one thing to note however is the water in the showers have a particular odor that’s quite potent, so be mindful. Great property managers. "
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year
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, apart-hotels, 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 £102 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?

Pet-Friendly Lake Monticello Home w/ Perks!: This holiday home rental outside of Wilmington offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a coffee maker to make your meal-planning easier. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

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.