Leesburg Holiday Rentals

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Holiday Rentals in Leesburg

New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay. Everything was exactly as described. Very clean, all necessities were great, linens and towels were very nice. The grounds are large with beautiful views. Very close to restaurants, wineries and breweries. The host was very helpful and responded within minutes. "
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!

Country Farm Estate - The Manor at Courtland Farm - Sleeps up to 20 people.

Country Farm Estate - The Manor at Courtland Farm - Sleeps up to 20 people.

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

10.0 out of 10, Exceptional, (54)
"The property is quite lovely, surrounded by the rolling hills of western Virginia. The house was perfect, a lot of space to spread out if needed. We spent our evenings on the screened in back porch. The pool and gardens were an added bonus. Every evening the neighbor cows would graze along the fence line- just a lovely get away from the City! "
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

Global Luxury Suites at Reston Town Center

3.5 star property
8.2 out of 10, Very good, (121)
"The location, the building and the property manager, Bushra, were excellent. Lots of local businesses are walkable and a great Reston Town Center location. "
The price is AU$462
includes taxes & fees
2 Jan - 3 Jan 2025
Global Luxury Suites at Reston Town Center

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (48)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is AU$179
includes taxes & fees
6 Jan - 7 Jan 2025
❤️ Secluded 1940s Romantic Tiny House on the River

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (242)
"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "
Breathtaking views with an indoor private pool, come escape with us

Rustic Log Cabin with Private Dock on the Lake!

9.6 out of 10, Exceptional, (12)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
The price is AU$828
includes taxes & fees
29 Dec - 30 Dec
Rustic Log Cabin with Private Dock on the Lake!

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (115)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

10.0 out of 10, Exceptional, (52)
"It was so nice. We were bummed to only be there one night. Such a lovely set up. Would definitely recommend to anyone. Although I have to say the trip up the hill was similar to a roller coaster ride, such fun."
The price is AU$483
includes taxes & fees
9 Jan - 10 Jan 2025
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Global Luxury Suites at Reston

4.0 star property
7.6 out of 10, Good, (7)
"Water pressure was terrible in the kitchen and shower. Furniture broken. Coffee but No filters for coffee maker. Too expensive for 2-3 hours late check out. "
The price is AU$438
includes taxes & fees
29 Dec - 30 Dec
Global Luxury Suites at Reston

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (88)
"Cozy cabin, wonderful hosts, great location near the AT. Probably the most thoughtful host we’ve had, they’ve thought of everything from breakfast treats and extra linens, even dog treats."
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (21)
"Our stay at this vacation home was very enjoyable! The house was clean, well maintained and comfortable. It is located on a nice piece of property with a beautiful view of the Shenandoah River. The owner provided a lot of necessities like bed sheets, bath towels, soap, shampoo and even coffee supplies. The house is up to date and has a nice basement entertainment area. The fire pit area near the river was probably our favorite amenity. We enjoyed it on a couple evenings while enjoying the...
Waterfront property in Harpers Ferry - Private River Access

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (33)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AU$638
includes taxes & fees
30 Dec - 31 Dec
18th Century Stone Cottage minutes from historic Middleburg

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (76)
"We were visiting with family in Boonsboro and arrived late in the evening and left by 9am, but everything was there that we would have needed for a longer stay, which we have planned for Thanksgiving. Kitchen was very well equipped, the space was inviting, the beds were comfy and the view out the back was great, Looking forward to our return!"
The price is AU$532
includes taxes & fees
9 Jan - 10 Jan 2025
Antietam Creek - Quiet 2 Bedroom Cabin

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
Terra Alta - Incredible River Views and Hot Tub!

Insta Worthy Mountain Views and Hot Tub

10.0 out of 10, Exceptional, (8)
"This mountain house is absolute beauty! It is beyond gorgeous. The view is spectacular, the sunset is breathtaking. You have a 180 degrees view of West VA. The house itself is stunning, plenty of rooms to move around with our group of 15. We enjoyed the jacuzzi while admiring the beautiful sunset. The kids had fun roasting marshmallows while Eagles are flying up above them. Thank you for sharing this Eagle’s Nest home. 😊"
The price is AU$1,684
includes taxes & fees
13 Jan - 14 Jan 2025
Insta Worthy Mountain Views and Hot Tub

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (79)
"My husband and I had a lovely stay in this cabin for Thanksgiving. We had everything we needed to cook our Thanksgiving meal, stay cozy, and enjoy the views around the cabin. Thank you!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (19)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is AU$332
includes taxes & fees
29 Dec - 30 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Charming Home with Yard Near Shenandoah River!

9.8 out of 10, Exceptional, (15)
"All was very, very good. "
Charming Home with Yard Near Shenandoah River!
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 Leesburg you may be interested in

Lansdowne Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (982)
"Beautiful resort!!! Will definitely visit again. "
The price is AU$370
includes taxes & fees
5 Jan - 6 Jan 2025
Lansdowne Resort and Spa

Hyatt Regency Dulles

4.0 star property
8.8 out of 10, Excellent, (1198)
"The team at this Hyatt was great as soon as I got there treated me like a VIP guest and provided me with outstanding service "
The price is AU$201
includes taxes & fees
10 Jan - 11 Jan 2025
Hyatt Regency Dulles

Embassy Suites by Hilton Tysons Corner

3.5 star property
8.6 out of 10, Excellent, (2245)
"The internet wouldn’t work. This is the third time this happened while staying here. I had to use my own hotspot. "
The price is AU$145
includes taxes & fees
3 Jan - 4 Jan 2025
Embassy Suites by Hilton Tysons Corner
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 Leesburg?

Yes, there are holiday rentals in Leesburg close to Museum of Hounds and Hunting, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Leesburg. While you're here, grab a bite or have a drink at the wineries.

What are some of the best holiday rentals that Leesburg has to offer?

Breathtaking views with an indoor private pool, come escape with us: This holiday home rental outside of Leesburg is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Leesburg?

With 33 Expedia holiday rentals, you're guaranteed to find just the right place for your Leesburg stay.

What can I see and do in Leesburg?

Family-friendly attractions include Museum of Hounds and Hunting and Temple Hall Farm Regional Park, whereas Morven Park and Catoctin Valley are a couple of great spots to enjoy the outdoors. While here, Tally Ho Theatre and Leesburg Corner Premium Outlets are other places worth a visit.

What are holiday rentals like in Leesburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leesburg. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.