Best Short term and Weekly rentals in Leesburg, VA
9.8 19 reviews
Leesburg, VA
17/07 – 19/07
A$945/nighttotal: A$1890 (2 )
The Cottage On Royal - Historic Leesburg Home
3 3
apartment , Leesburg
This charming cottage is conveniently located in Leesburg, just a short walk from Catoctin Valley and Dodona Manor, with Raflo Park and Gleedsville Art Gallery within a 10-minute drive. It has received excellent user ratings, making it a popular choice for travellers. The property offers 3 bedrooms, spanning 133 square metres and comfortably accommodating up to 6 guests. It features a fully equipped kitchen, a private garden, a terrace, and free Wi-Fi, making it ideal for families or groups of friends looking for a relaxing and comfortable stay.
10 137 reviews
Leesburg, VA
25/06 – 28/06
A$670/nighttotal: A$2010 (3 )
Walk To Downtown, Relax By Fire
1 2
apartment , Leesburg
This charming apartment is situated in the heart of historic Leesburg, within easy walking distance of shops, restaurants and attractions. It has consistently received excellent reviews for its location, cleanliness and overall experience. This well-maintained three-bedroom, three-bathroom property comfortably accommodates five guests. It comes equipped with modern kitchen appliances, including a fridge, microwave, and dishwasher, and offers a private garden, parking, and air conditioning.
10 2 reviews
Leesburg, VA
20/07 – 24/07
A$372/nighttotal: A$1488 (4 )
Three Rooms At Heart Farm
1 7
gîte , Purcellville
This self-catering property is located in the historic hamlet of Lincoln, Virginia, approximately equidistant between Middleburg and Purcellville, offering easy access to Harpers Ferry and Leesburg (driving distances vary). The three-bedroom holiday home, sleeping seven guests, features a shared kitchen with fridge, freezer, and microwave, air conditioning, a garden, parking, and Wi-Fi; unique themed rooms, a yoga room with salt lamp and library, and a spacious loft with balcony are also available, plus hosts are available in the evenings.
10 12 reviews
Leesburg, VA
17/07 – 19/07
A$803/nighttotal: A$1606 (2 )
Quaint Royal Cottage @ Historic Leesburg
3 3
apartment , Leesburg
This Leesburg holiday home enjoys a central location, moments from Catoctin Valley and Dodona Manor, and within 6km of Raflo Park and Gleedsville Art Gallery. The 100 square metre property offers three bedrooms sleeping six, two bathrooms, a fully equipped kitchen, free Wi-Fi, a patio, and garden parking.
9.9 68 reviews
Leesburg, VA
21/06 – 27/06
A$211/nighttotal: A$1266 (6 )
11’ To Iad Airport, Private Room And Bath Ashburn
1 2
house , Ashburn
This Ashburn guesthouse is conveniently located approximately 21 kilometres from Washington Dulles International Airport, 16 kilometres from Leesburg, and a 5-kilometre drive from Virginia State Route 267, offering easy access to Washington, D.C. The ground-floor private room, sleeping two guests, features a queen-size bed, private bathroom, Wi-Fi, patio access, and amenities including a microwave, iron, and hairdryer; nearby attractions include numerous restaurants, shops, and the Ashburn Metro Silver Line station.
10 2 reviews
Leesburg, VA
25/06 – 28/06
A$805/nighttotal: A$2415 (3 )
Walk To Leesburg Historic District: Family Retreat
3 2
apartment , Leesburg
This apartment is located in Leesburg, a short walk from Catoctin Valley and a 3-minute drive from Tally Ho Theatre. This 111 square meter flat offers 3 bedrooms and 2 bathrooms, accommodating up to 6 guests with a private garden, terrace, and full kitchen facilities.
10 4 reviews
Leesburg, VA
20/07 – 24/07
A$613/nighttotal: A$2452 (4 )
The Nest At Wild Goose
1 7
apartment , Leesburg
This renovated 3-bedroom, 3-bathroom farmhouse, offering accommodation for up to 7 guests, is situated on 12 private acres at the end of a gravel road just outside Leesburg, providing a secluded rural retreat 10 kilometres from downtown Leesburg and 24 kilometres from Middleburg, with convenient access to Stone Tower winery. The property features a fully equipped kitchen with modern appliances, a finished basement with a Queen sleeper sofa, two decks for outdoor enjoyment, and ample driveway parking for 4+ vehicles, making it an ideal base for exploring local wineries, breweries, and trails.
9.9 41 reviews
Leesburg, VA
20/07 – 24/07
A$548/nighttotal: A$2192 (4 )
New Modern Farmhouse | Sunset Views & Cozy Luxury
1 7
apartment , Leesburg
This scenic hilltop flat offers Blue Ridge Mountain views, situated 3.2 kilometres from downtown Leesburg and Lucketts, with convenient access to wineries and breweries. This property accommodates up to 7 guests across two living areas, featuring a chef's kitchen with a gourmet gas range and a wraparound porch, ideal for exploring local attractions and wine country escapes.
10 19 reviews
Leesburg, VA
20/07 – 24/07
A$1745/nighttotal: A$6980 (4 )
Sycamore Fields - French Country Estate
1 7
gîte , Purcellville
This charming country retreat is situated just a short drive from Purcellville, Virginia, offering easy access to local wineries, breweries, and the scenic W&OD Trail. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The house spans 465 square metres and comfortably accommodates up to 10 guests across its four bedrooms. Amenities include a private pool with mountain views, a Jacuzzi, a terrace, a garden, and a fully equipped kitchen with modern appliances.
9.9 52 reviews
Leesburg, VA
25/06 – 28/06
A$560/nighttotal: A$1680 (3 )
Downtown Retreat With 2 Primary Suites
1 2
apartment , Leesburg
This beautifully renovated Leesburg house is situated 1.2 kilometres from the historic downtown area, providing easy access to shops, restaurants, and historical sites. The two-bedroom, two-bathroom property sleeps four guests and boasts a modern gourmet kitchen, in-home washer/dryer, dedicated parking, and a private backyard.
This Leesburg holiday home is centrally located in Downtown Leesburg, within walking distance of shops and restaurants, and 4.8km from Morven Park, Leesburg Animal Park, and Red Rock Wilderness Overlook Regional Park. The 146 square metre property boasts six bedrooms, two bathrooms, sleeps five guests, and includes a well-equipped kitchen, spa, garden, parking, and keyless entry.
This Leesburg cottage offers excellent location, within walking distance of Leesburg's shops and Morven Park. Sleeping up to five guests, this three-bedroom, one-bathroom property boasts a well-equipped kitchen, keyless entry, and a dreamy garden perfect for relaxation; enjoy the cosy reading room and multiple living areas.
Best family friendly Leesburg, VA Short term rentals
Among the 43 accommodations in Leesburg, VA, here are the 4 best family friendly rentals
9.8 20 reviews
Leesburg, VA
21/06 – 27/06
A$562/nighttotal: A$3372 (6 )
Retreat In Historic Downtown Leesburg - Walkable To Everything!
3 2
apartment , Leesburg
This Leesburg apartment, a renovated historic home in the town centre, is within walking distance of Leesburg's shops, restaurants, and attractions, including Dodona Manor and the Tally Ho Theatre. The three-bedroom, two-bathroom property sleeps six, features a garden, and includes amenities such as a fridge, microwave, and dishwasher; nearby leisure options include the Purcellville Skating Rink and Lost Rhino Brewing Company.
9.8 145 reviews
Leesburg, VA
20/07 – 24/07
A$808/nighttotal: A$3232 (4 )
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-leesburg/brambleton/aldie Area
5 7
apartment , Brambleton
This family-friendly house is located in a rural setting, close to Leesburg, just three miles from Fleetwood Farm Winery and six miles from Brambleton Regional Park Golf Course. It has received excellent ratings for location, cleanliness, and overall user experience. The property offers five bedrooms and four bathrooms, comfortably accommodating up to ten guests. Amenities include a fully equipped kitchen, a jacuzzi, a terrace, a garden, a spa, and parking, as well as free Wi-Fi and the option for on-request housekeeping.
9.7 463 reviews
Leesburg, VA
25/06 – 28/06
A$646/nighttotal: A$1938 (3 )
Cottage On King | Charming Historic Leesburg Home
1 2
apartment , Leesburg
This family-friendly house is located in Leesburg, just a short walk from Catoctin Valley and Rotary Park, with local attractions like the Earth and Fire Gallery and Tally Ho Theatre within easy reach. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The house has two bedrooms and one bathroom, offering 93 square metres of space for up to four guests. Enjoy a comfortable stay with amenities such as a fully equipped kitchen, a terrace, a garden, and a spa, as well as free Wi-Fi.
10 60 reviews
Leesburg, VA
20/07 – 24/07
A$1565/nighttotal: A$6260 (4 )
The Watson House
5 7
apartment , Brambleton
This 1880 farmhouse is situated in a central location, just minutes from local vineyards, wineries, and breweries, and within easy reach of Leesburg, Middleburg, and Washington DC. The property has received excellent ratings for its location, cleanliness, and overall experience. The farmhouse offers five bedrooms, sleeping up to ten guests, making it ideal for families or groups. Guests can enjoy modern comforts such as a fully equipped kitchen, air conditioning, a garden, and a fire pit, as well as the charm of a beautifully appointed farmhouse.
Best Leesburg, VA short term rentals with a kitchen
8.0 2 reviews
Leesburg, VA
20/07 – 24/07
A$2087/nighttotal: A$8348 (4 )
Expansive Villa W/ Hot Tub, Fire Pit
8 7
apartment , Purcellville
This eight-bedroom, five-bathroom property in Purcellville, Virginia offers stunning Blue Ridge Mountain views and is conveniently located near the Round Hill Arts Centre and Lovettsville Historical Society and Museum. The 6,000 square foot house sleeps up to 22 guests, boasting a home theatre, hot tub, fire pit, pool table, and a large garden, perfect for families or large groups seeking a luxurious stay.
9.9 83 reviews
Leesburg, VA
21/06 – 27/06
A$504/nighttotal: A$3024 (6 )
Retreat In Downtown Leesburg
1 2
apartment , Leesburg
This charming, renovated historic house is situated in the heart of downtown Leesburg, within easy walking distance of all shops, restaurants, and attractions. It offers a convenient and central location for exploring the town and surrounding countryside. The property, which sleeps up to six guests, comprises three bedrooms and two bathrooms. Guests can enjoy modern amenities such as a fully equipped kitchen, air conditioning, and private parking.
10 2 reviews
Leesburg, VA
20/07 – 24/07
A$576/nighttotal: A$2304 (4 )
Beautiful 3 Br 2 Bath Private Main-first Floor With Ac Heat In Leesburg, Va
3 7
apartment , Brambleton
This Brambleton flat is located in Leesburg, providing convenient access to Fleetwood Farm Winery, Brambleton Regional Park Golf Course (approximately 3.5 kilometres away), One Loudoun, and Village at Leesburg, with Panther Family Fun Center and Ashburn Ice House also nearby. This dwelling offers three bedrooms accommodating up to eight guests, featuring two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, and climate control, with the main floor of the home available for exclusive use.
9.8 8 reviews
Leesburg, VA
20/07 – 24/07
A$4226/nighttotal: A$16904 (4 )
Indulge In Elegance: 7 Br Manor In Historic Waterford
6 7
apartment , Leesburg
Hampton Hill Manor, a luxurious six-bedroom property in Waterford, Loudoun County, Virginia, is situated near Purcellville and Leesburg, offering convenient access to local wineries such as Village Winery and The Barns at Hamilton Station Vineyards. This spacious residence, boasting eight bathrooms and sleeping up to twenty guests, features a gourmet kitchen, a private terrace, a swimming pool, a sauna, concierge service, and daily housekeeping, plus proximity to shopping at Leesburg Corner Premium Outlets and opportunities to attend events like The Waterford Fair.
Frequently asked questions about short term rentals in Leesburg, VA
What kind of weather can travelers expect in Leesburg, VA?
Leesburg has a humid subtropical climate, with hot, humid summers and cool, wet winters. You can expect average summer temperatures around 27°C and average winter temperatures around 4°C. It's best to pack for all types of weather.
What are the best short term rentals in Leesburg, VA?
What are the most popular festivals and events in Leesburg, VA?
The Leesburg Wine Festival is a huge draw, with over 100 wineries represented. The Leesburg Bikefest is a popular event for motorcycle enthusiasts, and the Leesburg Arts Festival showcases local artists. You'll find a festival or event happening most weekends, especially during the spring and summer.
What are the best short term rentals with a pool in Leesburg, VA?
Are there any famous stadiums or sports arenas in Leesburg, VA?
Leesburg doesn't have any major stadiums or sports arenas. But there are some great places to watch local sports, like the Leesburg High School football stadium and the Loudoun County Public Schools athletic fields.
What are the best short term rentals with a jacuzzi in Leesburg, VA?
What notable natural landmarks are near Leesburg, VA?
The Blue Ridge Mountains are just a short drive away, offering stunning views and great hiking trails. The Shenandoah National Park is also nearby, with its waterfalls, forests, and wildlife. You can also find some lovely lakes and rivers in the area, perfect for swimming, fishing, or kayaking.
What are the best short term rentals for families and kids in Leesburg, VA?
What part of Leesburg, VA is ideal for finding lodging?
The historic downtown area is a great place to stay, with lots of charming bed and breakfasts and boutique hotels. The area around the Leesburg Corner Premium Outlets is also popular, with a good selection of hotels and motels. And if you're looking for something a bit more secluded, the area around the Catoctin Mountain Park has some lovely cabins and vacation rentals.
Destinations nearby
Best Leesburg, VA short term rentals with laundry available
Leesburg, VA
21/06 – 27/06
A$533/nighttotal: A$3198 (6 )
Datacenter Area 6 Bedroom
1 2
apartment , Leesburg
This six-bedroom flat in Leesburg's central district offers convenient access to local landmarks. This property accommodates up to ten guests and features air conditioning, a garden, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, with internet access provided.
Leesburg, VA
20/07 – 24/07
A$2476/nighttotal: A$9904 (4 )
Luxury Manor W/ Sauna/steam Room And Great Views
1 7
B&B , Leesburg
This charming manor house is located in Leesburg, Virginia, just a short drive from the town's historic district and within easy reach of the wineries and breweries of the surrounding countryside. The entire property is available exclusively for up to 10 guests, providing a private and secluded retreat for families or groups. Guests can enjoy a sauna, steam room, a pool table, a movie theatre, a garden, and a fitness centre.
9.9 94 reviews
Leesburg, VA
25/06 – 28/06
A$653/nighttotal: A$1959 (3 )
Vinegar Hill Cottage In Historic Downtown Leesburg
1 2
apartment , Leesburg
Vinegar Hill Cottage is situated in Leesburg's historic district, just a short walk from restaurants, shops, and grocery stores. The cottage has received excellent ratings for its cleanliness, location, and user experience. The three-bedroom cottage comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a fitness centre, and convenient street parking.
10 25 reviews
Leesburg, VA
25/06 – 28/06
A$417/nighttotal: A$1251 (3 )
M&m Suite Near Downtown Leesburg
1 2
B&B , Leesburg
This Leesburg basement apartment, situated near the town centre and walking trails, offers easy access to Leesburg's attractions and is less than 80km from Washington D.C.'s wine region. The 84 square metre self-catering suite features a queen-sized bed, sleeps up to three guests, and includes a kitchen with fridge, freezer and microwave, plus air conditioning, a garden, fitness centre, parking and excellent guest reviews.
Best Leesburg, VA short term rentals with air conditioning
9.8 158 reviews
Leesburg, VA
25/06 – 28/06
A$228/nighttotal: A$684 (3 )
Paradise In Paeonian Springs!
1 2
apartment , Hamilton
This charming bed and breakfast is situated just eight minutes from downtown Leesburg, Virginia, offering a peaceful retreat in a tranquil setting. It boasts excellent ratings for cleanliness, location, and overall guest experience. The property features a spacious basement with a wet bar, full bathroom, bedroom, and screened-in porch, comfortably accommodating two guests. Guests can enjoy a private pond for fishing, a fire pit, horseshoe pit, a screened-in porch, and access to a shared washer/dryer, kitchen, and covered garage for bicycles.
Leesburg, VA
20/07 – 24/07
A$1603/nighttotal: A$6412 (4 )
Curated 1908 Middleburg Farmhouse · Near Uchs
1 7
apartment , Middleburg
This historic 1908 Colonial farmhouse, offering a luxury holiday let, is situated in Virginia's Hunt Country, a mere stone's throw from Middleburg's boutiques and restaurants, and 26 kilometres from the Upperville Show Grounds. This expansive property boasts a guest capacity of eight, featuring three bathrooms, air conditioning, a garden, and a well-equipped kitchen complete with a fridge, microwave, and dishwasher, alongside a grand salon with a baby grand piano and a keeping room with a stone fireplace.
10 13 reviews
Leesburg, VA
20/07 – 24/07
A$2167/nighttotal: A$8668 (4 )
The Waterford Manor
1 7
apartment , Hamilton
This six-bedroom, five-bathroom Hamilton property, ideal for large groups, is situated in a rural area within 9.6km of over 15 wineries and breweries. Sleeping up to 16 guests, this spacious apartment boasts a Jacuzzi, private garden, and parking, plus an entertainment garage and extensive outdoor space including two decks, a patio with a fire pit and a hot tub.
10 1 review
Leesburg, VA
20/07 – 24/07
A$3331/nighttotal: A$13324 (4 )
Hampton Hill Manor | Expansive Countryside Escape
6 7
apartment , Leesburg
Hampton Hill Manor, a large house in rural Waterford, Loudoun County, Virginia, boasts stunning Blue Ridge Mountain views and is conveniently located near the Waterford Fair. This Leesburg property sleeps up to 16 guests in seven en-suite bedrooms, offering a gourmet kitchen, private pool, fitness centre, and high-speed Wi-Fi, plus additional services like a concierge and private chef.