Wilmington Holiday Rentals

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Holiday Rentals in Wilmington

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

9.0 out of 10, Wonderful, (111)
"Owners were easy to reach and very kind!! Place was clean and easy to locate. Everything about it rocked!"
The price is NZ$337
includes taxes & fees
15 July - 16 July
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (78)
"We absolutely loved our stay here! Absolutely beautiful property inside and out, perfect cozy spot, caught the snow which was beautiful! Only 15 minutes from town. We will definitely be back, and we loved the Alley Light suggestion from the owner which was incredible! All around it was a perfect stay, thank you!"
1802 cottage once part of Monticello and owned by Thomas Jefferson

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

10.0 out of 10, Exceptional, (41)
"Perfect for a getaway, only 20 min to downtown Charlottesville and very quiet and cozy"
Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

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

10.0 out of 10, Exceptional, (32)
"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

Private Guest Suite by Wineries/Orchards/Cville

10.0 out of 10, Exceptional, (43)
"A perfect place to stay! Very clean and quiet!"
The price is NZ$367
includes taxes & fees
13 July - 14 July
Private Guest Suite by Wineries/Orchards/Cville

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

9.4 out of 10, Exceptional, (22)
"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

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (50)
"It's close enough to get to all the UVA events, but remote so you feel like you're getting away. Place is very clean and well appointed."
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

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

10.0 out of 10, Exceptional, (70)
"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

Countryside Barndominium in Virginia w/ Patio

10.0 out of 10, Exceptional, (4)
"Absolutely beautiful property, and we had a wonderful time with our kids. Only wish we could have stayed longer! "
Countryside Barndominium in Virginia w/ Patio

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

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

10.0 out of 10, Exceptional, (66)
"Perfect location and space for a weekend away in Charlottesville. "
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Unit 1_Expansive Luxury Suite for up to 4 Persons

10.0 out of 10, Exceptional, (9)
"Clean, unique place. Owner and property manager were on-site and attentive to our needs. Great experience and perfect location!"
The price is NZ$483
includes taxes & fees
13 July - 14 July
Unit 1_Expansive Luxury Suite for up to 4 Persons

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trails - Farm Animals - Waterfall

10.0 out of 10, Exceptional, (5)
"It was better than it looked on the listing! Me and the kids had a fantastic time building amazing memories!"
Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trails - Farm Animals - Waterfall

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (30)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Unit 3 - Luxury King Suite with Private Balcony

9.8 out of 10, Exceptional, (18)
"Very clean, well organized and quiet place! We loved it! "
The price is NZ$359
includes taxes & fees
13 July - 14 July
Unit 3 - Luxury King Suite with Private Balcony

Riverview Cabin on the James

9.8 out of 10, Exceptional, (17)
"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 NZ$477
includes taxes & fees
4 Aug - 5 Aug
Riverview Cabin on the James

Group Getaway ~ 15 Mi to Charlottesville!

10.0 out of 10, Exceptional, (2)
"We had a large group stay at this house and loved it. There was a lot of space and room for lounging, and it felt like our private area for the weekend. We were a college group in Charlottesville for an event at UVA, and the property was just close enough to work for us. The host is great, hospitable, and a great communicator. Would recommend it."
Group Getaway ~ 15 Mi to Charlottesville!

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (15)
"Booked for a wedding nearby was great!"
The price is NZ$1,164
includes taxes & fees
13 July - 14 July
Visit Monticello, Wineries, UVA: Room for a Crowd

Luxury 5-Bedroom Home - minutes to Wineries, Monticello and downtown Charlottesville

10.0 out of 10, Exceptional, (2)
"A very quick stay, but the house was clean, beautiful and spacious. Would do again!"
Luxury 5-Bedroom Home - minutes to Wineries, Monticello and downtown Charlottesville

Unit 5 - Cozy Lower Level Studio Suite

10.0 out of 10, Exceptional, (22)
"We had a wonderful time in Charlottesville! This Vrbo was the perfect option to serve as our home base while exploring the area. Well appointed and great communication from the owner; we had everything we needed. "
The price is NZ$223
includes taxes & fees
14 July - 15 July
Unit 5 - Cozy Lower Level Studio Suite
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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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?

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath: This holiday home rental outside of Wilmington offers a fireplace, a balcony and air conditioning 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. You and your friends and family can relax into your holiday with amenities such as a rooftop terrace.

What’s there to see and do in Wilmington?

While you're exploring the area, Main Beach and Fluvanna Heritage Trail 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.