Wilmington Holiday Rentals

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Holiday Rentals in Wilmington

Ghost Pine Studio, Scottsville 1 Bedroom Retreat

9.8 out of 10, Exceptional, (41)
"My husband and I stayed at Ghost Pine Studio for a quick weekend getaway. For a studio, the space was nicely laid out and had plenty of space for the two of us. It was nicely decorated, clean, and had everything we needed. An area of opportunity is the heating/cooling and sound. We did not have control over the heat and it was very hot in the space not allowing us to sleep well. Also, it was noisy because the walls were thin and the owners lived on the premises. However, some of that is...
Ghost Pine Studio, Scottsville 1 Bedroom Retreat

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

9.0 out of 10, Wonderful, (97)
"Rented this cottage to stay close to Charlottesville for a concert at John Paul Jones Arena. Saved us a ton on 3 hotel rooms, a long trip home and was comfy, clean and quiet. Would definitely stay here again in the future."
The price is AU$289
includes taxes & fees
27 Jan - 28 Jan
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Unit 2_Expansive Luxury Suite for up to 4 Persons

10.0 out of 10, Exceptional, (7)
"Interior and grounds exceeded expectations. Well thought out amenities."
The price is AU$381
includes taxes & fees
26 Jan - 27 Jan
Unit 2_Expansive Luxury Suite for up to 4 Persons

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (47)
"Gorgeous views of the surrounding forest. Ideal for stargazing at night. This beautiful home is isolated, remote and a wonderful way to connect with nature. Lots of windows to see the scenery. We were visiting from CA, had a family holiday dinner and enjoyed cooking in the kitchen with all the wooden counter tops. Nice fireplace and shower. Loved rolling out my yoga mat. Pay attention to the driving directions given to find the property. Google maps will say you are there but you need to keep...
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

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

9.4 out of 10, Exceptional, (19)
"We booked this last min. to come see our new grand daughter. It was exactly what we needed and worked out perfect for our short stay!"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything

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

10.0 out of 10, Exceptional, (12)
"My husband and I had a wonderfully relaxing stay at the Airstream at Lake Glen Haven. We thoroughly enjoyed cooking over the firepit, hiking atound the lake and soaking in the beautiful views. The Airstream was very well stocked and we had everything we needed. The shower was also surprisingly nice! We were able to meet the owners Ashleigh and Mike and they even brought us some fresh eggs from their chicken coop😊 Their goldendoodle, Mabel was also the perfect host and came to check on us...
Lakefront Airstream - Farm Animals - Fish, Swim, Boat, Hike/Bike 5+Miles Trails

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (70)
"Excellent location for our visit to Monticello and Charlottesville. The cottage was very clean and comfortable and the foothills scenery - plus wildlife - was beautiful. The weather was a bit cool for the hot tub but the farm and pastures were exactly the respite for which we were planning. Our host, Steve, called to check in and offer recommendations. Great visit to Monticello, Jefferson Vineyards, the Highlands, Boars Head and Charlottesville."
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, (26)
"Beautiful and comfortable."
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, (69)
"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

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

9.8 out of 10, Exceptional, (23)
"This was a great place to stay and get away. Very cozy and clean and was perfect"
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

Unit 5 - Cozy Lower Level Studio Suite

10.0 out of 10, Exceptional, (17)
"Everything we needed for our visit in Charlottesville area. Quiet, private, close to everything. "
The price is AU$201
includes taxes & fees
30 Jan - 31 Jan
Unit 5 - Cozy Lower Level Studio Suite

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (25)
"Charming cottage on vineyard just steps away from tasting room. Family friendly, beautiful location. Loved the fall colors!"
Charming Cottage on beautiful Farm & Vineyard

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (27)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Unit 4 - Luxury King Suite with Private Balcony

10.0 out of 10, Exceptional, (9)
"Great location, clean and organized and comfortable. Hope to stay here again. "
The price is AU$295
includes taxes & fees
2 Feb - 3 Feb
Unit 4 - Luxury King Suite with Private Balcony

Colle | Historic Estate with Pool, Across from Jefferson Vineyards

9.6 out of 10, Exceptional, (9)
"This is a beautful historic home in the heart of Virginia Wine Country. The home suited our needs perfectly and the management company was responsive and great to work with. A few things to know if you book: 1) although the primary suite has a bathroom, there's not a shower -- only a tub. 2) as soon as you arrive, check to be sure the hot water is working. We didn't have hot water. The management company was great to work with, but it took several hours to get the issue resolved. 3) all the beds...
Colle | Historic Estate with Pool, Across from Jefferson Vineyards

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

⋆Charm and Convenience 2BR in Downtown Scottsville

9.6 out of 10, Exceptional, (28)
"We got off to a rocky start as we never got the check-in info (eg code for front door) until we were practically there, but thereafter had a wonderful time. Scottsville itself was an unpected pleasure and the neighbors were cool"
⋆Charm and Convenience 2BR in Downtown Scottsville

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (18)
"One of the most amazing places we have stayed. I am afraid to let the secret out. It is a bit of a drive, but sooooo worth it!"
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, (64)
"Cozy getaway for 2 with a scenic view. Spotless and very well designed. Comfortable bed and very nice large screen tv. The deck was perfect for a romantic drink under the stars. Our host did an exceptional job to make us feel welcomed. This was our 2nd stay with many more to come. "
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (14)
"House is much larger than pictures and everything is spread out and comfortable. While it’s a little dated; it has everything you need for a great stay with family or friends. We were 20 mins from Charlottesville and Monticello. There were no check out instructions but we tried to clean things up. The cleaning fee was also incredibly reasonable! We would definitely stay here again with a group! "
The price is AU$758
includes taxes & fees
27 Jan - 28 Jan
Visit Monticello, Wineries, UVA: Room for a Crowd
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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Other types of properties in Wilmington you may be interested in

Hilton Garden Inn Charlottesville

3.0 star property
9.0 out of 10, Wonderful, (888)
"It was a great hotel and was convenient to find. The staff were great, and they had a coffee bar available."
The price is AU$194
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Charlottesville

Keswick Hall & Golf Club

5.0 star property
9.4 out of 10, Exceptional, (53)
"Beautiful room and property overall! Very attentive staff Thanks Arnaud!"
The price is AU$760
includes taxes & fees
28 Jan - 29 Jan
Keswick Hall & Golf Club

Hampton Inn By Hilton Gordonsville

2.5 star property
9.6 out of 10, Exceptional, (62)
"I went because of my Brother’s viewing. So it wasn’t for pleasure. This place was new and very nice. The only issue we had was the hot water heater was down and had the take cold showers "
The price is AU$197
includes taxes & fees
30 Jan - 31 Jan
Hampton Inn By Hilton Gordonsville
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.

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’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 Byrd Cellars Winery and Vineyard.

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.