Photo by Jamie Lynn Buckner

Leesburg Holiday Rentals

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Holiday Rentals in Leesburg

Property grounds
Historic and Updated Farmhouse Built in 1808
10.0 out of 10, Exceptional, (112)
"Every detail was very thoughtful. We spent our time on the beautiful patio by the fire. It was a great getaway for our whole family."
Historic and Updated Farmhouse Built in 1808
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is NZ$236
includes taxes & fees
2 Jun - 3 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
10.0 out of 10, Exceptional, (26)
"We loved our one night stay at this cozy cabin, the steam shower was amazing. Definitely recommend!"
The price is NZ$520
includes taxes & fees
20 May - 21 May
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
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Exterior
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (59)
"Wonderful cabin with all you could need. Fantastic location to many many attractions activities, especially if you enjoy history. Cabin is so cozy and the decorations are real enjoyable and every where you look is something you didn't see before. Host was terrific to work with and helpul. Resetve a visit you will not regret it."
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Property grounds
Waterfront property in Harpers Ferry - Private River Access
10.0 out of 10, Exceptional, (13)
"Really enjoyed staying at the property. Matthew was very responsive prior to arrival and once we got there everything was in great shape. The house is very clean and well maintained and the yard is as well. We spent a lot of time by the firepit and did some fishing as well, which was enjoyable. Great white water rafting nearby with River Riders and a Wal-Mart grocery store is a short 12 minute drive from the property. Will definitely consider returning!"
Waterfront property in Harpers Ferry - Private River Access
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is NZ$638
includes taxes & fees
22 May - 23 May
18th Century Stone Cottage minutes from historic Middleburg
Property grounds
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (62)
"We had an absolute amazing time at this cabin. Not only was it very clean but they used labels to help you find out which light switches turned on what and where things went so we could easily find/use whatever we needed in the cabin. There was only one dish towel but the other linens provided were fine. Only suggestion would be more dishtowels. The beds were comfortable, so was the couch! We loved our stay!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Property grounds
Insta Worthy Mountain Views
10.0 out of 10, Exceptional, (6)
"This house is absolutely beautiful! I'm top of that, it has incredible views. We had a large family gathering here, and my family had such a wonderful time - whether we were sitting together on the deck, eating around the large table, enjoying the hot tub, or sitting and talking in the living room on the large and comfortable couch, it all was amazing. The house is large and cozy, and we were able to relax. We also had a fun time going into Harper's Ferry, visiting the local shops, and going all...
The price is NZ$1,648
includes taxes & fees
19 May - 20 May
Insta Worthy Mountain Views
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (92)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is NZ$469
includes taxes & fees
19 May - 20 May
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Fridge, microwave, oven, stovetop
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (226)
"What an incredible house! We hosted our friends and siblings for our wedding weekend and comfortably fit 9 of us - it could easily fit 12 adults though. The property manager was so helpful with our booking; she was willing to answer countless questions and she suggested some really great vendors! Our plan was to use the balcony for our reception/dinner but the weather turned on us, so we moved it inside. They allowed us to move all the furniture to accommodate our event and the space was...
Breathtaking views with an indoor private pool, come escape with us
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (54)
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here again when we are in the area."
The price is NZ$362
includes taxes & fees
2 Jun - 3 Jun
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Interior
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (39)
"Very clean property. We enjoyed the elevated deck and timed our trip for some great bird watching. Amazing westward views. Even got to see a thunderstorm roll in. Saw deer and fox in the backyard doing their thing. We had no trouble but the driveway is steep."
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Exterior
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.6 out of 10, Exceptional, (5)
"This property was perfect for my husband and myself along with our grown sons and spouses! We had a wedding nearby and decided to stay here versus the recommendation of a motel nearby. I cannot say enough positive comments about this beautiful property…so tastefully decorated and comfortable! Hosts were fabulous! Skip the hotels…stay here!"
The price is NZ$849
includes taxes & fees
1 Jun - 2 Jun
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Property grounds
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
Rustic Log Cabin with Private Dock on the Lake!
TV, fireplace
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (80)
"Nice, adequately furnished "old" house. It was within walking distance of downtown and several restaurants. Various sights to see and things to do in the area,including The Washington monument on the Appalachian trail and some Civil War sights."
The price is NZ$334
includes taxes & fees
19 May - 20 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (103)
"Sweet place! We brought out dog, and it felt like a second home - safe, beautiful, and easy."
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property
Antietam Creek - Quiet 2 Bedroom Cabin
9.4 out of 10, Exceptional, (71)
"Perfect quiet spot to relax and spend quality time! Cabin was as listed and was just what we needed!"
The price is NZ$538
includes taxes & fees
22 May - 23 May
Antietam Creek - Quiet 2 Bedroom Cabin
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See all available properties in Leesburg
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.

Other types of properties in Leesburg you may be interested in

Lobby
Embassy Suites by Hilton Bethesda Washington DC
3.5 star property
9.2 out of 10, Wonderful, (1401)
"Great staff-happy, helpful, cheerful. Nice space. Great breakfast. Perfect location."
The price is NZ$296
includes taxes & fees
29 May - 30 May
Embassy Suites by Hilton Bethesda Washington DC
Indoor pool, seasonal outdoor pool
Lansdowne Resort and Spa
4.0 star property
8.6 out of 10, Excellent, (832)
"Clean, premium property. "
The price is NZ$374
includes taxes & fees
27 May - 28 May
Lansdowne Resort and Spa
Exterior
Embassy Suites by Hilton Tysons Corner
3.5 star property
8.6 out of 10, Excellent, (1722)
"Very nice location "
The price is NZ$210
includes taxes & fees
31 May - 1 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Leesburg holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Leesburg. 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 Leesburg. Seeing all the best attractions is bound to make you fall in love with Leesburg. Who knows, you may even be tempted to extend your 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 holiday 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 Leesburg short-term rentals, that won’t be hard to do.

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?

Stunning 3-bedroom townhouse with a beautiful backyard Luxury stay: This holiday home rental outside of Leesburg offers an outdoor pool, a garden and air conditioning 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Leesburg?

With 29 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 Oatlands Historic House and Gardens 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.

Recent reviews of Leesburg properties
Expedia verified reviews