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Leesburg, VA short term rentals
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Best Short term and Weekly rentals in Leesburg, VA

Compare Family-Friendly Lodgings in Leesburg, VA

Keep the kids entertained with a rental located just steps from Leesburg, VA's top attractions.

The Watson House - Leesburg, VA
10 60 reviews
Leesburg, VA
07/20 – 07/24
$1100/nighttotal: $4400 (4 )

The Watson House

5 7
apartment , Brambleton
This farmhouse is located in Brambleton, just minutes from the Virginia Wine Country and twenty minutes from downtown Leesburg and historic Middleburg. The property boasts excellent user, location, and cleanliness ratings, making it a highly sought-after destination for travelers.
The farmhouse features five bedrooms and three bathrooms, accommodating up to ten guests. It offers a fully equipped kitchen, air conditioning, a garden, a fire pit, private parking, and super-fast WiFi, ensuring a comfortable and enjoyable stay for families and groups.
Leesburg Hideaway- King Bed + Private Backyard - Leesburg, VA
10 35 reviews
Leesburg, VA
09/04 – 09/06
$347/nighttotal: $694 (2 )

Leesburg Hideaway- King Bed + Private Backyard

2 4
apartment , Leesburg
This charming bungalow in Leesburg is just a short drive from the historic district and close to the W&OD Bike Trail, offering easy access to shops, restaurants, and outdoor activities. The apartment has received excellent ratings from previous guests, making it a popular choice for travelers.
This cozy home has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include air conditioning, internet, parking, and the option to bring pets. Enjoy exploring the nearby attractions like Birkby House, Morven Park, breweries, wineries, Rust Manor, and the Museum of Hounds and Hunting.
Morrisonville Manor W/ Fire Pit & Hot Tub! - Leesburg, VA
10 40 reviews
Leesburg, VA
07/20 – 07/24
$744/nighttotal: $2976 (4 )

Morrisonville Manor W/ Fire Pit & Hot Tub!

4 7
apartment , Lovettsville
This family-friendly vacation home is located in Lovettsville, just a short distance from Catoctin Valley and within a 10-minute drive of several wineries and the Lovettsville Historical Society and Museum. The property has received excellent user ratings, making it a popular choice for travelers. This spacious rental offers 3650 square feet of living space and comfortably accommodates up to 10 guests. Amenities include a fully equipped kitchen, multiple bathrooms, a relaxing spa tub, and laundry facilities, providing everything you need for a comfortable and enjoyable stay.
Luxury Private Estate Mins To Winery /Brewery - Leesburg, VA
9.2 5 reviews
Leesburg, VA
10/01 – 10/04
$1565/nighttotal: $4695 (3 )

Luxury Private Estate Mins To Winery /Brewery

6 4
apartment , Leesburg
This six-bedroom Leesburg vacation home is centrally located, less than half a mile from Catoctin Valley and three miles from Stone Tower Winery, offering easy access to outdoor recreation and wine tasting.
This 3000-square-foot property boasts a fully equipped kitchen, jacuzzi, fireplace, and accommodates up to 12 guests, with amenities including a balcony, garden, and free Wi-Fi.

Best Leesburg, VA lodging with a kitchen

Stunning Views In Spacious Unit - Leesburg, VA
9.9 135 reviews
Leesburg, VA
06/27 – 07/04
$148/nighttotal: $1036 (7 )

Stunning Views In Spacious Unit

1 2
B&B , Leesburg
This Leesburg apartment is perfect for travelers seeking a private and convenient retreat in Virginia's wine country. Just 5 minutes from downtown Leesburg, it offers easy access to attractions and amenities. With excellent user, location, and cleanliness ratings, this accommodation ensures a comfortable and enjoyable stay.
The apartment features a private entrance, kitchenette, beautiful master bedroom, expansive patio views, and fast Wi-Fi. Guests can enjoy complimentary bikes to explore the area's hiking trails, free parking, and a nearby Walmart for essential supplies. A winery guide is also provided for convenience. The apartment accommodates up to 5 guests, making it ideal for families or groups.
Ashburn Manor: 1920’s Farmhouse - Leesburg, VA
10 119 reviews
Leesburg, VA
09/04 – 09/06
$450/nighttotal: $900 (2 )

Ashburn Manor: 1920’s Farmhouse

1 4
apartment , Ashburn
This renovated farmhouse is located in a quiet area of old Ashburn, just a short walk from shops and restaurants, and within easy reach of Dulles Airport, the metro, and the W&OD bike trail. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers. This charming home features three bedrooms, comfortably accommodating up to six guests. Enjoy modern amenities including a fully equipped kitchen, two bathrooms, a dedicated workspace, a garden, and a fitness center, all while taking advantage of the peaceful surroundings and convenient location.
Historic And Updated Farmhouse Built In 1808 - Leesburg, VA
10 151 reviews
Leesburg, VA
09/04 – 09/06
$316/nighttotal: $632 (2 )

Historic And Updated Farmhouse Built In 1808

2 4
apartment , Leesburg
This family-friendly vacation home is located in a peaceful rural setting just a short drive from Leesburg, within easy reach of historic sites like Oatlands Historic House and Gardens and the Catoctin Valley. The house has consistently received excellent ratings from previous guests, indicating a high level of satisfaction with the property.
This 1400 square foot rental offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a garden with barbecue grills, perfect for relaxing evenings or outdoor dining.
Bickelbliss: Decked Patio & Near Dc - Leesburg, VA
8.8 3 reviews
Leesburg, VA
06/30 – 07/27
$340/nighttotal: $9180 (27 )

Bickelbliss: Decked Patio & Near Dc

3 4
apartment , Countryside
This vacation home is located in Sterling, Virginia, just a short drive from Cookology Recreational Culinary School, Dulles Town Center, and Algonkian Regional Park. The house has received very good ratings from previous guests.
This 3-bedroom home comfortably accommodates up to 7 guests and features a fully equipped kitchen, a balcony, and a garden. The home also offers amenities like air conditioning, internet, and a dishwasher, making it a great choice for families or groups of friends looking for a relaxing getaway in the countryside.

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Best Leesburg, VA lodging with laundry available

Cozy 4br Single Family Home Near Iad Family-friendly W/ Workspaces! - Leesburg, VA
Leesburg, VA
07/08 – 07/09
$593/nightfor 1 night

Cozy 4br Single Family Home Near Iad Family-friendly W/ Workspaces!

4 2
apartment , Herndon
This 4-bedroom house in Herndon offers convenient proximity, being a 10-15 minute drive from Dulles Airport and about 30 minutes from Washington, D.C.
This spacious 2400 sq ft home accommodates up to 8 guests with multiple living areas, a finished basement for entertainment, a private backyard, a dedicated workspace, and is close to Reston Town Center and Steven F. Udvar-Hazy Center.
M&m Suite Near Downtown Leesburg - Leesburg, VA
10 25 reviews
Leesburg, VA
07/08 – 07/09
$434/nightfor 1 night

M&m Suite Near Downtown Leesburg

1 2
B&B , Leesburg
This Northern Virginia basement apartment is located on a farm near downtown Leesburg, offering easy access to walking trails and proximity to the D.C. wine country, less than an hour away.
This 900-square-foot suite features a queen bedroom, spacious living area, private backyard access, and accommodates up to three guests, complete with a fridge, freezer, microwave, air conditioning, and fitness center access.
Manor House On 15 Acres With Hot Tub & Fire Pit - Leesburg, VA
9.4 21 reviews
Leesburg, VA
07/20 – 07/24
$1325/nighttotal: $5300 (4 )

Manor House On 15 Acres With Hot Tub & Fire Pit

1 7
apartment , Purcellville
This spacious Virginia estate, near Purcellville, offers easy access to numerous wineries like Barns at Hamilton Station Vineyards and Bluemont Vineyard, all within a 30-minute drive, and is approximately 30 minutes from Dulles International Airport (IAD).
This 6,000-square-foot home boasts eight bedrooms, five bathrooms, and accommodates up to 22 guests, featuring a home theater, hot tub, fire pit, pool table, and backyard grill, alongside 15 serene acres with Blue Ridge Mountain views.
Home In Leesburg - Leesburg, VA
Leesburg, VA
06/30 – 07/27
$262/nighttotal: $7074 (27 )

Home In Leesburg

1 4
apartment , Lansdowne
This apartment is located in Leesburg, Virginia, offering private access to the main and upper floors and is situated 35 miles from Washington, D.C.
This 4,026 sq ft residence features four bedrooms, three bathrooms, and accommodates up to six guests with a full kitchen and air conditioning.

Best Leesburg, VA lodging with air conditioning

Gastropub On-site: Loudoun Wine Country Apartment - Leesburg, VA
Leesburg, VA
06/27 – 07/27
$198/nighttotal: $5940 (30 )

Gastropub On-site: Loudoun Wine Country Apartment

1 2
apartment , Hamilton
This Loudoun County, Virginia apartment rental is conveniently located near Washington Dulles International Airport (19 miles), Dulles Expo Conference Center (26 miles), and The National Conference Center (13 miles), offering easy access to major attractions.
This 750-square-foot one-bedroom unit sleeps five, features a fully equipped kitchen, private parking, and on-site gastropub, and is close to Loudoun County wineries and outdoor recreation options like Locust Hill Golf Course.
New Leesburg Stay - Leesburg, VA
10 25 reviews
Leesburg, VA
09/04 – 09/06
$525/nighttotal: $1050 (2 )

New Leesburg Stay

1 4
apartment , Leesburg
This three-bedroom, two-bathroom Leesburg condo offers a central location, putting you within walking distance of historic downtown Leesburg's shops and restaurants and a short drive from Leesburg wineries and Potomac River trails.
This accommodation for six guests includes internet, a kitchen, air conditioning, and parking, and serves as an ideal base for exploring Civil War sites and taking day trips to Washington D.C.
Main Street Usa -- Walk To Everything - Leesburg, VA
10 2 reviews
Leesburg, VA
07/20 – 07/24
$647/nighttotal: $2588 (4 )

Main Street Usa -- Walk To Everything

4 7
apartment , Purcellville
This Purcellville vacation rental is located a 2-minute walk from Washington & Old Dominion Trail Regional Park and a 3-minute walk from Historic Downtown Purcellville, offering convenient access to outdoor recreation and local shops.
This 4-bedroom, 2-bathroom apartment accommodates up to 8 guests and features Wi-Fi, air conditioning, a garden, on-site parking, and is situated near Sweet Run State Park and the Blue Ridge Center for Environmental Stewardship.
*Cottage @ Firefly Cellars* Va Wine Country Escape - Leesburg, VA
9.9 416 reviews
Leesburg, VA
07/08 – 07/09
$457/nightfor 1 night

*Cottage @ Firefly Cellars* Va Wine Country Escape

1 2
apartment , Hamilton
This cozy cottage is located on the Firefly Cellars winery property, just outside of Hamilton, making it a perfect base for exploring the nearby wineries and horse farms. It has earned excellent ratings for its location, cleanliness, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a private pool, hot tub, and fire pit, along with a fully equipped kitchen and a spacious living area with a loft.
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