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Best Short term and Weekly rentals in Leesburg, VA
10 1 review
Leesburg, VA
07/20 – 07/24
$2342/nighttotal: $9368 (4 )
Hampton Hill Manor | Expansive Countryside Escape
6 7
apartment , Leesburg
Hampton Hill Manor, a luxurious estate home in rural Waterford, Loudoun County, Virginia, offers stunning Blue Ridge Mountain views and convenient access to the Waterford Fair, though the exact distance isn't specified. This 6-bedroom, 7-bathroom Virginia estate boasts a gourmet kitchen, private pool, fitness center, and can comfortably accommodate up to 16 guests, providing high-speed Wi-Fi, a bridal suite, and access to concierge, housekeeping, and private chef services.
10 19 reviews
Leesburg, VA
07/20 – 07/24
$1227/nighttotal: $4908 (4 )
French Country Estate On Scenic Lincoln Rd Just 5 Miles South Of Purcellville.
1 7
apartment , Purcellville
This charming vacation rental is situated in Purcellville, Virginia, just a short drive from wineries, breweries, and the scenic W&OD Trail. It has received excellent ratings for location, cleanliness, and overall user experience. The 5,010 square foot home comfortably accommodates up to 10 guests in its four bedrooms. This luxurious retreat features a private pool, a jacuzzi, a spacious terrace, and a well-equipped kitchen with modern appliances.
10 5 reviews
Leesburg, VA
06/27 – 07/04
$401/nighttotal: $2807 (7 )
Walk To Leesburg Historic District: Family Retreat
3 2
apartment , Leesburg
This Leesburg vacation rental is located in the Wine Country, a short walk from downtown's shops, wine bars, breweries, restaurants, and historic sites, and close to Morven Park's vineyards and equestrian events. This 3-bedroom, 2-bathroom house accommodates up to 6 guests, offering a fenced backyard, a home office, a well-equipped kitchen with a Keurig, free WiFi, central heating and A/C, and step-free entry.
8.0 2 reviews
Leesburg, VA
07/20 – 07/24
$1467/nighttotal: $5868 (4 )
Expansive Villa W/ Hot Tub, Fire Pit
8 7
apartment , Purcellville
This expansive Virginia estate, located in Purcellville, offers breathtaking Blue Ridge Mountain views and is conveniently situated near the Round Hill Arts Center and Lovettsville Historical Society and Museum. This 6,000-square-foot house features eight bedrooms, five bathrooms, and accommodates up to 22 guests, boasting amenities such as a home theater, hot tub, fire pit, pool table, and backyard grill.
9.6 30 reviews
Leesburg, VA
07/08 – 07/09
$153/nightfor 1 night
Tranquil Sugarland Retreat Close To Airport/metro
1 2
apartment , Herndon
This Herndon apartment is conveniently located near the Metro, Dulles Airport, Reston, and Ashburn, making it an ideal base for exploring the surrounding area. The apartment has earned excellent ratings for its comfortable and stylish accommodations. The unit features one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a well-equipped kitchen, high-speed Wi-Fi, a private outdoor space with a fire pit, and a dedicated parking space.
9.4 3 reviews
Leesburg, VA
07/20 – 07/24
$405/nighttotal: $1620 (4 )
Beautiful 3 Br 2 Bath Private Main-first Floor With Ac Heat In Leesburg, Va
3 7
apartment , Brambleton
This Brambleton apartment is located near Fleetwood Farm Winery, Brambleton Regional Park Golf Course, One Loudoun, and Village at Leesburg, with Panther Family Fun Center and Ashburn Ice House also easily accessible. This three-bedroom, two-bathroom rental accommodates up to eight guests and features a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning and internet.
9.5 118 reviews
Leesburg, VA
06/27 – 07/27
$287/nighttotal: $8610 (30 )
Fox Hunt Box-private Suite & Stalls
1 2
apartment , Broadlands
Ballyfoyle Farm is a charming bed and breakfast located in the horse country of northern Virginia, just seven miles from historic Leesburg and an hour's drive from Washington, D.C. The B&B has received excellent ratings for its location, cleanliness, and overall experience. The farm features a spacious master suite with two bedrooms and a private bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a garden, parking, high-speed internet, and air conditioning, along with the opportunity to experience farm life with horses, dogs, and other wildlife.
9.9 286 reviews
Leesburg, VA
07/08 – 07/09
$428/nightfor 1 night
The Cottage At Stone Tower Winery
1 2
apartment , Leesburg
This charming cottage is located in Loudoun County, Virginia, just 15 minutes from Leesburg, an hour from Washington D.C., and 30 minutes from Dulles Airport, offering a peaceful escape from the city. Guest reviews consistently praise the cottage's excellent location, cleanliness, and overall experience. The cozy cottage features one bedroom and one bathroom, comfortably accommodating two guests. Enjoy modern conveniences like a fully equipped kitchen, air conditioning, and a private garden with a fire pit and pergola, perfect for relaxing evenings under the stars.
10 2 reviews
Leesburg, VA
06/29 – 07/06
$203/nighttotal: $1421 (7 )
6 Mi To Historic Leesburg: Apt W/ On-site Dining
1 1
apartment , Hamilton
This Hamilton apartment rental is minutes from Catoctin Valley and a 2-minute drive from The Barns at Hamilton Station Vineyards. The 750-square-foot unit features one bedroom, one bathroom, and accommodates three guests, offering amenities such as Wi-Fi, air conditioning, parking, and a fully equipped kitchen with a refrigerator and microwave.
Leesburg, VA
07/08 – 07/09
$1239/nightfor 1 night
Near King Street | Dining, Fitness Center + Sauna
1 2
B&B , Leesburg
Hotel Burg is a boutique B&B located on South King Street in downtown Leesburg, offering a 2-minute walk to shops and cafes and minutes to Loudoun County wine country. This pet-friendly inn provides air conditioning, Wi-Fi, on-site dining at The Huntōn, a rooftop bar, and a fitness center with an infrared sauna, with the Dogwood Suite featuring two fireplaces and a clawfoot soaking tub for a guest capacity of two.
Leesburg, VA
07/20 – 07/24
$2242/nighttotal: $8968 (4 )
5br Lakefront Estate W/private Island Access / Entire House + Breakfast Included
5 7
B&B , Purcellville
This luxury lakefront estate in Purcellville, Virginia, offers unparalleled privacy on a private lake, just 1 hour from Washington, DC and 5 minutes from downtown Purcellville. This 14,000 sq ft B&B features 5 bedrooms with 8 bathrooms, accommodating up to 10 guests, and provides internet, air conditioning, and complimentary breakfast, with unique access to a private island and proximity to Audubon Naturalist Society Rust Nature Sanctuary and Sweet Run State Park.
10 1 review
Leesburg, VA
09/04 – 09/06
$523/nighttotal: $1046 (2 )
The Hound's House At Stable & Vine
2 4
apartment , Leesburg
This renovated private residence is located in the countryside just outside downtown Leesburg, near the historic Loudoun Hunt Club. This 2-bedroom, 2-bathroom apartment accommodates up to 5 guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and a garden.
Compare Family-Friendly Lodgings in Leesburg, VA
Keep the kids entertained with a rental located just steps from Leesburg, VA's top attractions.
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.
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.
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.
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
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.
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.
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.
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.
Frequently Asked Questions about short term rentals in Leesburg, VA
Are there any famous stadiums or sports arenas in Leesburg, VA?
Leesburg doesn't have any major sports stadiums or arenas. You'll need to head to Washington, D.C. for that.
What are the best short term rentals in Leesburg, VA?
What notable natural landmarks are near Leesburg, VA?
The Shenandoah National Park is about an hour away and has beautiful mountains and hiking trails. The Blue Ridge Mountains are also nearby and offer stunning views.
What are the best short term rentals with a pool in Leesburg, VA?
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.
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.
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.
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
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.
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.
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.
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.