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Wilmington Vacation Rentals

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Our top choices for Wilmington vacation rentals

1. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (56 reviews)
"Excellent experience. Very affordable with the highest standards. Many extras included and everything necessary was included to the highest standards. Great place to bring Fido too. Overall an outstanding place to stay!"
United States
David M.
The price is SAR 570
SAR 865 total
includes taxes & fees
15 Nov - 16 Nov
Private Guest Suite by Wineries/Orchards/Cville

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.2 out of 10, Wonderful, (155 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is SAR 507
SAR 695 total
includes taxes & fees
16 Nov - 17 Nov
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

3. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
The price is SAR 409
SAR 467 total
includes taxes & fees
15 Nov - 16 Nov
SONSAK - MONTICELLO

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

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (63 reviews)
"A wonderful cottage that meets all of your needs! Clean, quiet and cozy! Highly recommend!"
United States
Jane C.
The price is SAR 514
SAR 952 total
includes taxes & fees
30 Nov - 1 Dec
Bluebird Cottage B: Quiet, Firepit, Patio, Games

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

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.6 out of 10, Exceptional, (7 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 SAR 608
SAR 791 total
includes taxes & fees
15 Nov - 16 Nov
Pine Grove Apartment: Visit Monticello, wineries, UVA

6. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
The price is SAR 1,419
SAR 1,813 total
includes taxes & fees
15 Nov - 16 Nov
Visit Monticello, Wineries, UVA & More

7. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (6 reviews)
"Nice clean place out in the country. We were there for Memorial Day weekend and had a nice relaxing time."
United States
Michael L.
The price is SAR 1,182
SAR 1,540 total
includes taxes & fees
15 Nov - 16 Nov
The Country Retreat – Cozy Comfort Meets Peaceful Countryside

8. Spacious 4-bedroom building in wonderful Louisa with AC

Spacious 4-bedroom building in wonderful Louisa with AC
Louisa
The price is SAR 1,520
SAR 2,348 total
includes taxes & fees
23 Nov - 24 Nov
Spacious 4-bedroom building in wonderful Louisa with AC

9. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (36 reviews)
"Perfect for a short stay."
United States
Gaye W.
The price is SAR 453
SAR 569 total
includes taxes & fees
15 Nov - 16 Nov
Unit 5 - Cozy Lower Level Studio Suite

10. Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
The price is SAR 679
SAR 845 total
includes taxes & fees
1 Dec - 2 Dec
Unit 4 - Luxury King Suite with Private Balcony

11. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (38 reviews)
"These units were very well thought out and comfortable. Bed was great, kitchen stocked with useful tools and basics that were so nice to have at our disposal. It’s clean, modern and our stay was very restful. Checking in and out is a breeze - door code sent to you 15 minutes before check-in. Would definitely go back if we’re ever in the area again."
United States
Linda
The price is SAR 679
SAR 845 total
includes taxes & fees
1 Dec - 2 Dec
Unit 3 - Luxury King Suite with Private Balcony

12. 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, (23 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is SAR 880
SAR 1,092 total
includes taxes & fees
1 Dec - 2 Dec
Unit 1_Expansive Luxury Suite for up to 4 Persons

13. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The house was clean and well furnished. Recommend for anyone staying in the area."
United States
Gary W.
Fern Cottage Summary:

14. 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, (15 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is SAR 956
SAR 1,187 total
includes taxes & fees
1 Dec - 2 Dec
Unit 2_Expansive Luxury Suite for up to 4 Persons

15. Ranchito

Ranchito
2.0 star property
Troy
The price is SAR 1,310
SAR 2,784 total
includes taxes & fees
15 Dec - 16 Dec
Ranchito

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

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
Keswick
9.8 out of 10, Exceptional, (54 reviews)
"Nice cabin in a beautiful spot, location is great -- easy access to VA wine country!"
United States
Ethan W.
The price is SAR 1,575
SAR 2,080 total
includes taxes & fees
20 Nov - 21 Nov
Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

17. Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (24 reviews)
"Cozy and charmy. Enjoyed the stay and would do again."
United States
Michael I.
The price is SAR 507
SAR 1,004 total
includes taxes & fees
16 Nov - 17 Nov
Charming Historic Carriage House Studio Apartment

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

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.2 out of 10, Wonderful, (26 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
The price is SAR 1,858
SAR 2,384 total
includes taxes & fees
15 Nov - 16 Nov
Visit Monticello, Wineries, UVA: Room for a Crowd

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

Pine and Vine: 8 Acres + Winery & Family Retreat
Gordonsville
10.0 out of 10, Exceptional, (3 reviews)
"This house is fantastic and meant for small groups. The floor plan is open and the rooms are simply perfect."
United States
Lisa
Pine and Vine: 8 Acres + Winery & Family Retreat

20. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is SAR 1,310
SAR 2,927 total
includes taxes & fees
15 Dec - 16 Dec
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

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?

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland: Located near Wilmington, this vacation home rental offers a fireplace, a patio, and a barbecue grill 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 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 larger area, you’ll find Layz S Ranch and Tasting Room & Taphouse at Mount Ida Reserve.

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.