Wilmington Holiday Rentals from NZ$219: Search Short-Term Rentals

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Our top choices for Wilmington holiday 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

Palmyra

Nick S.

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a bed, dresser, chair, and a mirror.

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

Troy

Jules R.

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a large island, a built-in oven, and a window with curtains.

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

Palmyra

Kelli c.

includes taxes & fees

26 Oct - 27 Oct

4. SONSAK - MONTICELLO

Charlottesville

Jonathan

includes taxes & fees

4 Nov - 5 Nov

A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

5. Pine Grove Apartment: Visit Monticello, wineries, UVA

Troy

Jordan

includes taxes & fees

26 Oct - 27 Oct

6. Unit 5 - Cozy Lower Level Studio Suite

Charlottesville

Gaye W.

includes taxes & fees

1 Nov - 2 Nov

A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

7. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

Scottsville

Michael L.

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

8. Visit Monticello, Wineries, UVA & More

Troy

Camryn S.

includes taxes & fees

25 Oct - 26 Oct

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Top Wilmington Hotel Reviews

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

10/10 Excellent

"Overall experience was fantastic! We loved the location, and the whole process was easy! Would definitely go back"

The Boxley Place Inn

10/10 Excellent

"Beautiful 1800"s home furnished with suitable to the era furniture. There are 5 bedrooms and are unique to their special name. We stayed in the McIntosh Room. Spacious enough for two, with comfortable bed. The only downside is that the bath is a shared bathroom with 2 other rooms, though honestly, we had no problems in sharing the bathroom. We were there just as fall had arrived so to fault the property for not having the leaves etc. picked up was not fair. Breakfast was delicious(quiche, with fresh fruit, bagels & muffins) and the decaf coffee some of the best I've had!"

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

8/10 Good

"Ideal location for exploring wine country or Charlottesville area. A Walmart is closeby for last minute essentials. Great nature trail in the back. Appreciated there was wood provided for the firepit. Would rent again."

Shenandoah Wilderness Traveler

8/10 Good

"The property was much larger than expected and included a lake. Our cabin was tucked in the woods off of a one lane paved road, with good parking spaces. We had a few mosquitoes in our cabin, and also a spider that stayed in its upper corner of the bathroom. The beds and pillows in our two bedroom cabin were very comfortable. Most of the channels on the TV were a little out of focus and we were unable to mirror our phones on the TV, even through we had property internet connected. The breakfast in the main lodge was good and reasonably priced. Prices in the General Store were very reasonable compared to typical resorts. Looking forward to another stay at a future date."

Loveshack, a charming tiny house on a 5 acre farm

8/10 Good

"The loveshack is next to the house, but shrubs and bamboo growing on either side still help it feel private. The property is clean and I love the location being a bit secluded with land and horses. I loved the amount of natural light that the multiple sliding back doors let. The super soft carpet in front of the couch was a favorite of mine.There is a jacuzzi tub with 2 windows with a view. This is something that I wanted when searching for rentals. Preferable putside but with all the windows this one seemed nice. I was really looking forward to using the jacuzzi bathtub. I brought bubble bath and a face mask, but it was a little challenging to figure out in time so I was unable to use it. So if that is something you are hoping for, ask about it ahead of time.The owners were helpful and easily reachable during our stay. The first morning we woke up seeing horses at the gate by the back door.I recommend staying here."

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$219 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?

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland: This holiday home rental outside of Wilmington offers a fireplace, a patio and a BBQ 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 that 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 wider area, you’ll find Layz S Ranch and Tasting Room & Taphouse at Mount Ida Reserve.

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.

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Check prices for these dates

Our top choices for Wilmington holiday rentals

1. Private Guest Suite by Wineries/Orchards/Cville

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

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

4. SONSAK - MONTICELLO

5. Pine Grove Apartment: Visit Monticello, wineries, UVA

6. Unit 5 - Cozy Lower Level Studio Suite

7. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

8. Visit Monticello, Wineries, UVA & More

9. Ranchito

10. Fern Cottage Summary:

11. Unit 3 - Luxury King Suite with Private Balcony

12. Charming Historic Carriage House Studio Apartment

13. Unit 4 - Luxury King Suite with Private Balcony

14. Visit Monticello, Wineries, UVA: Room for a Crowd

15. Unit 1_Expansive Luxury Suite for up to 4 Persons

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

17. Ranchito: Near Keswick Hall & Local Vineyards

18. Unit 2_Expansive Luxury Suite for up to 4 Persons

19. Pine and Vine

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

Find holiday rentals that suit your style

Top Wilmington Hotel Reviews

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

Best Western Plus Crossroads Inn & Suites

The Boxley Place Inn

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

1802 cottage once part of Monticello and owned by Thomas Jefferson

Charming Historic Carriage House Studio Apartment

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Shenandoah Wilderness Traveler

Loveshack, a charming tiny house on a 5 acre farm

Find out more about Wilmington

Frequently asked questions

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