Leesburg Vacation Rentals

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Our top choices for Leesburg vacation rentals

Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (70 reviews)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
The price is CA $238
CA $490 total
includes taxes & fees
May 12 - May 13
Cottage on King | Charming Historic Leesburg Home

Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (11 reviews)
"Great location in a great town!"
United States
Gigi D.
The price is CA $300
CA $662 total
includes taxes & fees
May 12 - May 13
Quaint Royal Cottage @ Historic Leesburg

The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (19 reviews)
The price is CA $346
CA $722 total
includes taxes & fees
May 12 - May 13
The Cottage on Royal - Historic Leesburg Home

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (34 reviews)
"Adorable, comfy, private & well appointed. Well cleared of snow for our arrival after a difficult snow/ice storm. Comfortable mattress was a bonus. We enjoyed our stay! "
United States
Amy M.
Leesburg Hideaway- King Bed + Private Backyard

Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (20 reviews)
"Adorable house, amazing location, clean, and a super comfortable couch. We loved it and would definitely stay again!!"
United States
Dawn W.
The price is CA $261
CA $610 total
includes taxes & fees
May 12 - May 13
Retreat in Historic Downtown Leesburg - Walkable to Everything!

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
8.8 out of 10, Excellent, (11 reviews)
"We loved the little getaway in the woods that was so conveniently close to Leesburg. It was a wonderful stay!"
United States
Caitlin J.
The price is CA $228
CA $409 total
includes taxes & fees
May 12 - May 13
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (1 review)
"This was such a beautiful cozy space that was peaceful and made for relaxing slow days. We left feeling restored and relaxed. Everything was perfect. Couldn’t ask for a better experience. Looking forward to an opportunity to stay again. "
United States
Katherine J.
The price is CA $336
CA $566 total
includes taxes & fees
May 25 - May 26
Perfect 2-bedroom Treetop Bungalow Treehouse

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (59 reviews)
"Loved out stay! "
United States
Emilee
The price is CA $376
CA $546 total
includes taxes & fees
Jun 10 - Jun 11
18th Century Stone Cottage minutes from historic Middleburg

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is CA $274
CA $457 total
includes taxes & fees
May 12 - May 13
Antietam Creek - Quiet 2 Bedroom Cabin

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (200 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is CA $198
CA $241 total
includes taxes & fees
May 12 - May 13
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.

Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.
Harpers Ferry
10.0 out of 10, Exceptional, (88 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is CA $199
CA $460 total
includes taxes & fees
May 12 - May 13
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Very nice little house! Very clean and a good amount of space for the 3 of us. "
United States
Samantha D.
The price is CA $299
CA $511 total
includes taxes & fees
May 12 - May 13
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (45 reviews)
"Lovely little place! Host very responsive. Great location to visit Harper’s Ferry, Hancock and Shepherdstown."
United States
Debra C.
The price is CA $116
CA $365 total
includes taxes & fees
May 12 - May 13
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (21 reviews)
"Great view, very secluded"
United States
Matt s.
The price is CA $137
CA $523 total
includes taxes & fees
May 27 - May 28
Cottage w/ Hot Tub and 100-Mile Valley Views!

Cozy cabin w/hot tub & game room

Cozy cabin w/hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is CA $225
CA $446 total
includes taxes & fees
May 14 - May 15
Cozy cabin w/hot tub & game room

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry
9.6 out of 10, Exceptional, (106 reviews)
"The house was beyond expectations."
United States
Eddie J.
The price is CA $286
CA $709 total
includes taxes & fees
May 15 - May 16
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is CA $171
CA $399 total
includes taxes & fees
May 18 - May 19
Charming "Cream of the Crop" Cape ~❤️of Middletown

Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (88 reviews)
"Great location and very comfortable. Definitely will consider for future trips to this area."
United States
Jon E.
The price is CA $177
CA $405 total
includes taxes & fees
May 18 - May 19
Luxury Condo In Downtown Frederick

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (34 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is CA $260
CA $324 total
includes taxes & fees
May 12 - May 13
Blue Mountain Cabin, secluded, perfect for couples, near main road

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (44 reviews)
"Loved the place and area."
United States
Steve R.
The price is CA $263
CA $465 total
includes taxes & fees
May 25 - May 26
Charming Cabin in the Woods with River Access
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 Leesburg Hotel Reviews

Find out more about Leesburg

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 Leesburg. 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 Leesburg?

Yes, there are vacation rentals in Leesburg near Museum of Hounds and Hunting, or you can select a secluded option if you're looking for extra privacy while you relax. 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 vacation home rentals that Leesburg has to offer?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: Visitors like this Leesburg vacation home rental. It offers a patio, a selection of games, 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.

How many vacation rentals are there in Leesburg?

With 32 Expedia vacation rentals, you're sure 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 Leesburg Animal Park, whereas Oatlands Historic House and Gardens and Brandon Park 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 vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can book for several days or longer in Leesburg. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.