Wilmington Holiday Rentals

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Holiday Rentals in Wilmington

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (2)
"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

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (88)
"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 AU$326
includes taxes & fees
9 Sept - 10 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)
"Had a very pleasant stay!! The host was super nice and very helpful- definitely recommend this property if you are planning a visit to Charlottesville "
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

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

Unit 3 - Luxury King Suite with Private Balcony

9.8 out of 10, Exceptional, (19)
"Great location, clean, quiet, well kept and comfortable."
The price is AU$308
includes taxes & fees
9 Sept - 10 Sept
Unit 3 - Luxury King Suite with Private Balcony

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (31)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (23)
"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!

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)
"Outside of road closure and us getting there in the dark and spotty cell phone coverage - so we had a hard time finding the place - BUT once we got there - it’s just as adorable as the pics - the home is so comfortable and everything is well laid out - steps to loft are a little steep so you need to be careful - but it was a wonderful stay! Had such a great time and very private, which is exactly what we were looking for!! Thank you! "
Stonemont Farm Cabin - in Keswick by VIneyards!

Riverview Cabin on the James

9.6 out of 10, Exceptional, (19)
"Overall, this was an outstanding and lovely stay. I will absolutley be staying here again if available during my next visit. The only problem, and I hesitate to report because it was such a great location and s related to following direction's. Absolutely follow the "
The price is AU$464
includes taxes & fees
23 Sept - 24 Sept
Riverview Cabin on the James

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 AU$217
includes taxes & fees
17 Sept - 18 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 AU$460
includes taxes & fees
9 Sept - 10 Sept
Unit 2_Expansive Luxury Suite for up to 4 Persons

Keelona Cottage 2 BR 2 BA near vineyards

10.0 out of 10, Exceptional, (12)
"This little cottage was so sweet and quiet. Our daughter loved the horses and zebras! Great location if you’re visiting wineries. "
Keelona Cottage 2 BR 2 BA near vineyards

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

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

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

1,000 Acre Resort Horseback Riding 60 Acre Lake; Pools, whirlpool, games room

9.6 out of 10, Exceptional, (20)
"What a beautiful resort! So much to do and so many ways to relax. Views and sweet spots to sit all over the property. The cabin was clean and had everything we needed. We will for sure be back and would recommend it to family’s. "
1,000 Acre Resort Horseback Riding 60 Acre Lake; Pools, whirlpool, games room

Unit 1_Expansive Luxury Suite for up to 4 Persons

10.0 out of 10, Exceptional, (12)
"Clean, unique place. Owner and property manager were on-site and attentive to our needs. Great experience and perfect location!"
The price is AU$397
includes taxes & fees
9 Sept - 10 Sept
Unit 1_Expansive Luxury Suite for up to 4 Persons

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
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 favourite 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 depend 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 AU$217 per night. Entering your travel dates in the search wizard might find you 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.