Wilmington Vacation Rentals

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Our top choices for Wilmington vacation rentals

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is ¥20,160
¥23,043 total
includes taxes & fees
May 18 - May 19
SONSAK - MONTICELLO

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (138 reviews)
"The cottage was very clean and very comfortable. We really enjoyed staying there."
United States
Stephen S.
The price is ¥23,811
¥33,618 total
includes taxes & fees
May 19 - May 20
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (42 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is ¥23,017
¥41,496 total
includes taxes & fees
May 18 - May 19
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (31 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is ¥17,192
¥23,280 total
includes taxes & fees
May 18 - May 19
Unit 5 - Cozy Lower Level Studio Suite

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (57 reviews)
"The place was lovely and check-in/out a breeze"
United States
Monica D.
The price is ¥20,954
¥37,995 total
includes taxes & fees
Jun 3 - Jun 4
Bluebird Cottage B: Quiet, Firepit, Patio, Games

Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Conveniently located for travelers stopping to visit Monticello. "
United States
Kelly G.
The price is ¥14,144
¥35,036 total
includes taxes & fees
May 18 - May 19
Charming Historic Carriage House Studio Apartment

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (25 reviews)
"Very nice space. Clean, quiet, and comfortable. Host very responsive to any questions or information needs. Would definitely consider staying here again."
United States
Brian T.
The price is ¥31,669
¥41,278 total
includes taxes & fees
May 20 - May 21
Unit 3 - Luxury King Suite with Private Balcony

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is ¥23,017
¥36,245 total
includes taxes & fees
May 20 - May 21
Private Guest Suite by Wineries/Orchards/Cville

Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (15 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
The price is ¥31,669
¥41,278 total
includes taxes & fees
May 18 - May 19
Unit 4 - Luxury King Suite with Private Balcony

Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (20 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is ¥40,717
¥53,253 total
includes taxes & fees
May 27 - May 28
Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 2_Expansive Luxury Suite for up to 4 Persons

Unit 2_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (11 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is ¥45,241
¥59,150 total
includes taxes & fees
May 18 - May 19
Unit 2_Expansive Luxury Suite for up to 4 Persons

Pine Grove Apartment: Visit Monticello, wineries, UVA

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.4 out of 10, Exceptional, (6 reviews)
"Was a great place to lay our heads for the night while we were in town for a wedding very cozy and had everything you could need would highly recommend!"
United States
Jordan
The price is ¥28,573
¥38,521 total
includes taxes & fees
May 18 - May 19
Pine Grove Apartment: Visit Monticello, wineries, UVA

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Belmont
9.8 out of 10, Exceptional, (89 reviews)
"Good location, clean, and prompt responses from host."
United States
Elizabeth C.
The price is ¥61,115
¥83,235 total
includes taxes & fees
May 19 - May 20
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

Country Home, 15 Mins to Downtown Mall + UVA

Country Home, 15 Mins to Downtown Mall + UVA
Keswick
10.0 out of 10, Exceptional, (1 review)
"Very clean"
United States
Danny T.
The price is ¥20,636
¥46,266 total
includes taxes & fees
May 31 - Jun 1
Country Home, 15 Mins to Downtown Mall + UVA

Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (21 reviews)
"So grateful to have a pet friendly property so close to UVA!"
United States
Beth M.
The price is ¥87,307
¥116,436 total
includes taxes & fees
May 18 - May 19
Visit Monticello, Wineries, UVA: Room for a Crowd

Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (21 reviews)
"We had a great stay. The house was clean and well furnished. Recommend for anyone staying in the area."
United States
Gary W.
The price is ¥44,288
¥97,914 total
includes taxes & fees
Jun 2 - Jun 3
Fern Cottage Summary:

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.0 out of 10, Wonderful, (2 reviews)
"Needed a place for out of town family to attend a wedding. House was perfect, Jheanelle is a wonderful host. Would definitely rent again. "
United States
Jody S.
The price is ¥39,288
¥54,892 total
includes taxes & fees
May 19 - May 20
The Country Retreat – Cozy Comfort Meets Peaceful Countryside

Pine and Vine: Winery Escape + Kid Friendly

Pine and Vine: Winery Escape + Kid Friendly
Gordonsville
The price is ¥51,591
¥142,614 total
includes taxes & fees
May 19 - May 20
Pine and Vine: Winery Escape + Kid Friendly

Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.2 out of 10, Wonderful, (9 reviews)
"Would surely return . Very clean , plenty of room , huge yard , loved the outdoor set up. Mattress was so comfy . We all really enjoyed our stay ."
United States
Jammie B.
The price is ¥66,671
¥89,122 total
includes taxes & fees
May 18 - May 19
Visit Monticello, Wineries, UVA & More

Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is ¥79,370
¥145,509 total
includes taxes & fees
May 27 - May 28
Ranchito: Near Keswick Hall & Local Vineyards
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

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Frequently asked questions

Can I find a vacation rental in Wilmington?

Yes, there are vacation rentals close to popular local attractions in Wilmington, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Wilmington?

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trails - Farm Animals - Waterfall: This vacation home near Wilmington is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 larger area, you’ll find Spring Creek Golf Club and Goochland Drive-In Theater.

What’s a vacation rental in Wilmington like?

A vacation rental is a private property where you can stay for a couple of days or more in Wilmington. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.