Wilmington Vacation Rentals

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Our top choices for Wilmington vacation rentals

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (57 reviews)
"Beautiful well kept small cottage Good interaction with host "
United States
Carson Z.
The price is CA $181
CA $340 total
includes taxes & fees
Jun 3 - Jun 4
Bluebird Cottage B: Quiet, Firepit, Patio, Games

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, (44 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is CA $199
CA $364 total
includes taxes & fees
May 26 - May 27
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is CA $175
CA $200 total
includes taxes & fees
May 31 - Jun 1
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, (139 reviews)
"The cottage was very clean and very comfortable. We really enjoyed staying there."
United States
Stephen S.
The price is CA $206
CA $294 total
includes taxes & fees
May 26 - May 27
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (32 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is CA $149
CA $202 total
includes taxes & fees
Jun 7 - Jun 8
Unit 5 - Cozy Lower Level Studio Suite

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 CA $274
CA $359 total
includes taxes & fees
May 27 - May 28
Unit 3 - Luxury King Suite with Private Balcony

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 CA $135
CA $318 total
includes taxes & fees
Jun 1 - Jun 2
Charming Historic Carriage House Studio Apartment

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 CA $247
CA $338 total
includes taxes & fees
May 26 - May 27
Pine Grove Apartment: Visit Monticello, wineries, UVA

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 CA $199
CA $318 total
includes taxes & fees
May 26 - May 27
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 CA $274
CA $359 total
includes taxes & fees
May 27 - May 28
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 CA $353
CA $461 total
includes taxes & fees
May 27 - May 28
Unit 1_Expansive Luxury Suite for up to 4 Persons

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

Greensview Apartment | 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 CA $447
CA $603 total
includes taxes & fees
May 25 - May 26
Greensview Apartment | 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 CA $175
CA $398 total
includes taxes & fees
May 27 - May 28
Country Home, 15 Mins to Downtown Mall + UVA

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 CA $392
CA $512 total
includes taxes & fees
May 27 - May 28
Unit 2_Expansive Luxury Suite for up to 4 Persons

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 CA $491
CA $985 total
includes taxes & fees
Jun 2 - Jun 3
Fern Cottage Summary:

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 CA $756
CA $1,014 total
includes taxes & fees
May 26 - May 27
Visit Monticello, Wineries, UVA: Room for a Crowd

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (3 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 CA $340
CA $481 total
includes taxes & fees
May 25 - May 26
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 CA $447
CA $1,235 total
includes taxes & fees
May 25 - May 26
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 CA $577
CA $772 total
includes taxes & fees
May 26 - May 27
Visit Monticello, Wineries, UVA & More

Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is CA $687
CA $1,252 total
includes taxes & fees
Jun 14 - Jun 15
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wilmington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.