Best Short term and Weekly rentals in Leesburg, VA
Leesburg, VA
01/10 – 04/10
A$405/nighttotal: A$1215 (3 )
Whispering Haven Cottage-wedding & Winery Retreat
1 4
apartment , Hamilton
This Hamilton flat is located in a quiet district, offering a peaceful retreat within easy reach of local attractions. This accommodation provides parking, air conditioning, and a kitchen for up to four guests, making it an ideal base for exploring Hamilton.
Leesburg, VA
08/07 – 09/07
A$1137/nightfor 1 night
Leesburg Luxury Stay With Dining + Pets Stay Free
1 2
B&B , Leesburg
Hotel Burg is a boutique guesthouse located on South King Street in downtown Leesburg, a 2-minute walk to shops and eateries, and a short drive to Loudoun County's wine region, with Washington Dulles International Airport approximately 21 kilometres away. This one-bedroom, one-bathroom guesthouse accommodates two guests and offers a rooftop bar with views, on-site dining at The Huntōn restaurant, a fitness centre with an infrared sauna, and pet-friendly stays with no extra charge.
10 2 reviews
Leesburg, VA
01/10 – 04/10
A$762/nighttotal: A$2286 (3 )
Studio101 Retreat
1 4
apartment , Leesburg
Studio101, a Leesburg self-catering apartment, is conveniently located near the historic Leesburg Old Town district and approximately 48 kilometres from Washington Dulles International Airport. This three-bedroom, three-bathroom property sleeps four guests and offers amenities including parking, internet access, and air conditioning, alongside proximity to Loudoun County's vineyards and breweries.
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.
9.9 200 reviews
Leesburg, VA
01/10 – 04/10
A$842/nighttotal: A$2526 (3 )
Downtown Cottage With Fire Pit
3 4
apartment , Leesburg
This Leesburg cottage is situated in the historic district, within easy walking distance of Leesburg's shops and restaurants. Sleeping six guests, this three-bedroom, two-bathroom house boasts a fully-equipped kitchen, Gigabit internet, two 65" Smart TVs, a fenced backyard with fire pit and barbecue, plus in-unit laundry facilities.
10 117 reviews
Leesburg, VA
25/06 – 28/06
A$170/nighttotal: A$510 (3 )
Max & Boo's House
1 2
apartment , Leesburg
This charming bed and breakfast is located on a quiet cul-de-sac street in Leesburg, just a five-minute drive from the historic district, making it a convenient base for exploring the town. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The property offers a private two-bedroom suite with a full bathroom, accommodating up to four guests, as well as shared living spaces for relaxation and socialising. Guests can enjoy the peaceful surroundings, explore the nearby walking trails, relax by the fire pit in the garden, or simply enjoy the comfortable amenities including a coffee/tea station, piano, and jigsaw puzzles.
Leesburg, VA
08/07 – 09/07
A$634/nightfor 1 night
Historic Leesburg Stay | Fitness Center + Sauna
1 2
B&B , Leesburg
Hotel Burg is a boutique guesthouse located on South King Street in downtown Leesburg, offering convenient access to shops and dining within a 2-minute walk, and is approximately 21 kilometres from Washington Dulles International Airport. This establishment provides pet-friendly rooms with air conditioning and Wi-Fi, alongside a fitness centre, infrared sauna, and on-site dining at The Huntōn restaurant, with a rooftop bar offering views and proximity to Loudoun County wine country and historic sites like Morven Park.
10 2 reviews
Leesburg, VA
01/10 – 04/10
A$945/nighttotal: A$2835 (3 )
Walk To Leesburg Historic District: Family Retreat
3 4
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.
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.
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.
10 2 reviews
Leesburg, VA
20/07 – 24/07
A$722/nighttotal: A$2888 (4 )
Cozy, Renovated 3-bedroom Retreat On 10+ Acres In Charming Leesburg. Sleeps 7
3 7
apartment , Leesburg
This three-bedroom house is situated in Leesburg, offering convenient access to Stone Tower Winery and Quattro Goomba's Winery, as well as the Audubon Naturalist Society Rust Nature Sanctuary and Bull Run Mountains State Natural Area. This accommodation sleeps seven guests and features three bedrooms, three bathrooms, air conditioning, and internet, with nearby entertainment options including Purcellville Skating Rink and Lost Rhino Brewing Company.
10 30 reviews
Leesburg, VA
08/07 – 09/07
A$220/nightfor 1 night
1 Bedroom W/ Private Bath, Queen Bed
1 2
B&B , Hamilton
This Georgian manor bed and breakfast is situated in Virginia's horse and wine country, just 3.4 kilometres from the W&OD Bike trail and 2.4 kilometres from the historic Waterford village. The property has received excellent ratings for its cleanliness, location, and overall guest experience. The property can accommodate up to two guests and features a private entertainment room with a pool table, a private dining room, and a kitchenette. Amenities include a high-definition television, Wi-Fi, air conditioning, a garden, parking, and a glass of wine upon arrival.
Best family friendly Leesburg, VA Short term rentals
Among the 43 accommodations in Leesburg, VA, here are the 4 best family friendly rentals
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.
9.9 83 reviews
Leesburg, VA
01/10 – 04/10
A$979/nighttotal: A$2937 (3 )
Retreat In Downtown Leesburg
1 4
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.
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 5 reviews
Leesburg, VA
01/10 – 04/10
A$423/nighttotal: A$1269 (3 )
Cozy Haven Cottage - Wedding And Winery Retreat
1 4
apartment , Hamilton
This two-bedroom flat in Hamilton, Northern Virginia, is located in a district offering convenient access to the region's most engaging attractions. This property accommodates up to four guests, featuring a full kitchen, air conditioning, Wi-Fi, parking, and a washer/dryer, with outdoor spaces including a porch and patio.
Best Leesburg, VA short term rentals with a kitchen
9.4 19 reviews
Leesburg, VA
20/07 – 24/07
A$1885/nighttotal: A$7540 (4 )
Manor House On 15 Acres With Hot Tub & Fire Pit
1 7
apartment , Purcellville
This expansive Virginia estate, near Purcellville, offers easy access to numerous wineries such as Bluemont Vineyard and Stone Tower Winery (within 15-32 km), wedding venues like Shadow Creek Weddings & Events (16 km), and family attractions including Great Country Farms and Leesburg Animal Park (within 32 km). The 557 sqm property boasts eight bedrooms, five bathrooms, sleeping up to sixteen guests, and features a home theatre, hot tub, fire pit, pool table, and outdoor grill, alongside stunning Blue Ridge Mountain views from its 6-hectare grounds.
9.9 416 reviews
Leesburg, VA
08/07 – 09/07
A$650/nightfor 1 night
*Cottage @ Firefly Cellars* Va Wine Country Escape
1 2
apartment , Hamilton
This charming cottage is located on a winery property near Hamilton, offering a peaceful escape from the city. It receives excellent ratings for location, cleanliness, and user experience. The cottage features a modern, open-plan kitchen and living area, comfortably accommodating two guests. Enjoy the private pool, hot tub, and fire pit, along with scenic views of the neighbouring horse farm and vineyards.
9.7 107 reviews
Leesburg, VA
01/10 – 04/10
A$571/nighttotal: A$1713 (3 )
New! Private Home W/hottub
1 4
apartment , Leesburg
This three-bedroom Leesburg house, situated just outside the town centre, offers easy access to the Tally Ho Theatre (within walking distance) and is a short drive (approximately 10 km) from Morven Park and Stone Tower Winery. The property features a fully equipped kitchen, a private fenced backyard with a jacuzzi, sleeps five guests, and includes high-speed internet, smart TVs, and a washer/dryer; nearby activities include hiking the W&OD trail and kayaking on the Potomac River.
9.6 760 reviews
Leesburg, VA
08/07 – 09/07
A$244/nightfor 1 night
Loudoun Valley Manor B&b
1 2
B&B , Hillsboro
Loudoun Valley Manor B&B is situated in Waterford, Virginia, a charming town just 15 miles from The National Conference Center and 29 miles from Dulles Expo Conference Center. The B&B has received excellent ratings for its location, cleanliness, and overall user experience. This family-friendly guesthouse offers comfortable rooms with modern amenities, such as air conditioning, flat-screen TVs, and kitchens in some units. Guests can enjoy a delicious American breakfast, relax on the sun terrace, or take advantage of the garden, outdoor fireplace, and free Wi-Fi.
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
9.8 115 reviews
Leesburg, VA
08/07 – 09/07
A$204/nightfor 1 night
Comfortable. Spacious. Quiet. 3 Miles From Dulles Airport.
1 2
apartment , Sterling
This self-contained apartment is located in Sterling, Virginia, just 10 kilometres from the Wiehle Metro stop on the Silver Line and 40 kilometres from Washington, D.C., making it a convenient base for exploring the area. It has received excellent user ratings, making it a popular choice for travellers. The property offers a spacious living area, covering 56 square metres, and includes a bedroom with a queen and twin bed, plus a family room with a double bed. It is equipped with a fridge, microwave, and Keurig coffee maker, and guests can enjoy the use of a jacuzzi, parking, and internet access.
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.
10 114 reviews
Leesburg, VA
08/07 – 09/07
A$398/nightfor 1 night
Blue Hill Farm B&b #2 Queen Room, 1st Floor
1 2
B&B , Hamilton
Blue Hill Farm Bed & Breakfast is situated in Waterford, Virginia, a charming historic village just a 20-minute drive from Dulles Airport and within walking distance of the village's shops and restaurants. This guesthouse has received excellent ratings for its location, cleanliness, and overall experience. The property offers one bedroom and one bathroom, accommodating up to two guests. Guests can enjoy a range of amenities, including a swimming pool, garden, and multiple porches and gazebos, as well as modern farmhouse design, a fully equipped kitchen, and laundry facilities.
9.9 270 reviews
Leesburg, VA
08/07 – 09/07
A$356/nightfor 1 night
Downtown 1 Br Condo Steps To Everything
1 2
apartment , Leesburg
This one-bedroom flat is situated on Church Street, just 0.16 kilometres from the lively King Street in Leesburg, offering easy access to shops, restaurants, and entertainment. The apartment has received excellent ratings for cleanliness, location, and user experience. The flat is ideal for couples, with a modern and spacious layout. Guests can enjoy a fully equipped kitchen, a private balcony, high-speed internet, a washer and dryer, and a reserved parking space.
Best Leesburg, VA short term rentals with air conditioning
9.8 40 reviews
Leesburg, VA
25/06 – 28/06
A$839/nighttotal: A$2517 (3 )
Royal Heritage Home @ Historic Leesburg
3 2
cottage , Leesburg
This charming cottage is situated in the heart of Historic Leesburg, just a short distance from landmarks like Dodona Manor and Tally Ho Theatre, offering easy access to the town's attractions and amenities. The property has received excellent ratings from previous guests, ensuring a comfortable and enjoyable stay. The cottage features three bedrooms and three bathrooms, comfortably accommodating up to five guests. It offers modern amenities, including air conditioning, internet access, and a central location, making it ideal for exploring Leesburg's cultural attractions, golf courses, and outdoor activities.
Leesburg, VA
08/07 – 09/07
A$1762/nightfor 1 night
Near King Street | Dining, Fitness Center + Sauna
1 2
B&B , Leesburg
Hotel Burg is a boutique guesthouse located on South King Street in downtown Leesburg, offering easy access to shops and eateries within 500 metres, and a short drive to Loudoun County's wine region and Washington Dulles International Airport. This pet-friendly accommodation provides a luxurious experience with one bedroom and one bathroom for up to two guests, featuring amenities such as air conditioning, Wi-Fi, a fitness centre with an infrared sauna, and on-site dining at The Huntōn restaurant.
9.2 5 reviews
Leesburg, VA
01/10 – 04/10
A$2226/nighttotal: A$6678 (3 )
Luxury Private Estate Mins To Winery /Brewery
6 4
apartment , Leesburg
This six-bedroom Leesburg holiday home is situated 0.3km from Catoctin Valley and 5km from Stone Tower Winery, offering easy access to Leesburg's attractions including Oatlands Historic House and Gardens and Olde Izaak Walton Park. The 279 square metre property boasts a fully equipped kitchen, Jacuzzi, garden, and parking, comfortably accommodating up to 12 guests with four bathrooms and a terrace.
8.8 11 reviews
Leesburg, VA
08/07 – 09/07
A$419/nightfor 1 night
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
1 2
cabin , Leesburg
This geodesic dome glamping experience is located in the city centre of Leesburg, Virginia, placing you within 2 kilometres of historic downtown Leesburg and Morven Park, with numerous wineries also in close proximity. This 36 square meter lodge offers accommodation for two guests, featuring a private jacuzzi, air conditioning, Wi-Fi, and outdoor amenities such as a fire pit and BBQ grill for a comfortable stay.