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 72 reviews
Leesburg, VA
18/10 – 23/10
SG$369/nighttotal: SG$1845 (5 )
Updated And Cozy Farmhouse
2 2
apartment , Leesburg
This charming apartment is located in Loudoun County, Virginia, just 7 kilometres from historic downtown Leesburg and a short drive from Oatlands Historic House & Gardens. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment is a fully restored 1808 federal home with original oak hardwood floors and can comfortably accommodate four guests. It features a well-equipped kitchen, a washer/dryer, satellite TV, and a peaceful garden, making it an ideal base for exploring the surrounding area.
9.7 463 reviews
Leesburg, VA
18/10 – 23/10
SG$583/nighttotal: SG$2915 (5 )
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.
9.4 19 reviews
Leesburg, VA
20/07 – 24/07
SG$1703/nighttotal: SG$6812 (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.
10 19 reviews
Leesburg, VA
20/07 – 24/07
SG$1577/nighttotal: SG$6308 (4 )
French Country Estate On Scenic Lincoln Rd Just 5 Miles South Of Purcellville.
1 7
apartment , 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.
Leesburg, VA
12/10 – 18/10
SG$390/nighttotal: SG$2340 (6 )
Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia
1 2
chalet , Leesburg
This secluded dome offers a luxurious escape in Virginia's wine region, located on a river just minutes from downtown Leesburg and close to noted wineries. This accommodation for two provides a Jacuzzi, WiFi, and a fridge, with outdoor enjoyment facilitated by a fire pit, and is situated near the Audubon Naturalist Society Rust Nature Sanctuary and Catoctin Valley.
9.9 84 reviews
Leesburg, VA
18/10 – 23/10
SG$478/nighttotal: SG$2390 (5 )
Charming Cottage, Walk To Downtown, Porch Swings
1 2
apartment , Leesburg
This Leesburg cottage is conveniently located in the town centre, offering easy access to Leesburg's shops and restaurants. The self-catering property sleeps four guests in two bedrooms, one bathroom and boasts a fully equipped kitchen, in-unit laundry, and an electric vehicle charger.
10 172 reviews
Leesburg, VA
12/10 – 18/10
SG$570/nighttotal: SG$3420 (6 )
Trailside Chalet (A Storybook Chalet With Hot Tub)
1 2
house , Hamilton
The Trailside Chalet is situated on the W&OD Trail, halfway between Leesburg and Purcellville, Virginia, offering easy access to the scenic countryside of Loudoun County. The chalet features a queen-size bed, two sets of bunk beds, a comfortable entertainment area, a spa-like bathroom with radiant floor heat, a hot tub, a fire pit, and a Sonos® sound system throughout the property.
Leesburg, VA
25/06 – 28/06
SG$249/nighttotal: SG$747 (3 )
Private Suite In The Heart Of Ashburn
1 2
apartment , Ashburn
This private suite in Ashburn, Northern Virginia, offers a secluded living space ideal for professionals and travellers, with proximity to local amenities and attractions. This one-bedroom flat accommodates up to four guests and features a kitchen, air conditioning, and internet, providing a comfortable "home away from home" for couples or those visiting friends and family in the Ashburn area.
10 60 reviews
Leesburg, VA
20/07 – 24/07
SG$1414/nighttotal: SG$5656 (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.
Leesburg, VA
15/10 – 23/10
SG$281/nighttotal: SG$2248 (8 )
6 Mi To Historic Leesburg: Apt W/ On-site Dining
1 2
apartment , Hamilton
This Hamilton flat is situated near Catoctin Valley, 2.09 kilometres from The Barns at Hamilton Station Vineyards and within 9.66 kilometres of Hunters Run Wine Tasting Barn and Washington & Old Dominion Trail Regional Park. Guests at this apartment can benefit from complimentary self-parking and free WiFi in public areas, with the unit featuring a kitchen equipped with a microwave oven and air conditioning.
10 21 reviews
Leesburg, VA
18/10 – 23/10
SG$633/nighttotal: SG$3165 (5 )
New Leesburg Stay
1 2
apartment , Leesburg
This centrally located flat offers convenient access to all of Leesburg's key districts and landmarks, placing you within easy reach of major tourist attractions and historical sites. This three-bedroom, two-bathroom flat comfortably accommodates up to six guests and features essential amenities such as air conditioning, kitchen facilities, and parking, with shops and restaurants just a short walk away.
Best family friendly Leesburg, VA lodging
Among the 64 accommodations in Leesburg, VA, here are the 4 best for families
9.8 145 reviews
Leesburg, VA
20/07 – 24/07
SG$730/nighttotal: SG$2920 (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.
9.9 83 reviews
Leesburg, VA
15/10 – 23/10
SG$740/nighttotal: SG$5920 (8 )
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 14 reviews
Leesburg, VA
12/10 – 18/10
SG$1284/nighttotal: SG$7704 (6 )
Sunny Cabin Getaway | Pets Welcome | Near Wineries
1 2
apartment , Hamilton
This Scottish-themed house is located in the countryside of Loudoun County, Virginia, about 80 kilometres outside of Washington D.C. and a short drive from several wineries. The property is set on 10 acres with a pond, creek, footbridges, and a gazebo. The house has four bedrooms and two bathrooms, accommodating up to eight guests. It offers a large kitchen, a living room with games and books, a laundry room, a wrap-around porch, a private pool, a fenced-in backyard, and Roku-equipped TVs.
10 5 reviews
Leesburg, VA
12/10 – 18/10
SG$383/nighttotal: SG$2298 (6 )
Cozy Haven Cottage - Wedding And Winery Retreat
1 2
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 lodgings with a pool
Among the 64 accommodations in Leesburg, VA, here are the 4 best ones with a pool
Leesburg, VA
20/07 – 24/07
SG$1742/nighttotal: SG$6968 (4 )
The Manor At Hedgewood
8 7
gîte , Purcellville
This historic 18th-century farm, Hedgewood Farm, is situated in Loudoun County, Virginia, offering a glimpse into local craftsmanship and is a short drive from Purcellville. This country house sleeps 16 guests across 8 bedrooms and 5 bathrooms, featuring 50 acres of grounds with a swimming pool, farm pond, and a well-equipped kitchen, with accommodation spread between a main house and a carriage house.
9.8 18 reviews
Leesburg, VA
12/10 – 18/10
SG$399/nighttotal: SG$2394 (6 )
The Cottage At Firefly Cellars, Cozy Getaway In Loudoun Wine Country!
1 2
cottage , Hamilton
The Firefly Cellars Cottage is a self-catering property located in Hamilton, Virginia, close to Morven Park and Purcellville's shops and restaurants. This one-bedroom, one-bathroom holiday home sleeps two guests and boasts a modern open-plan kitchen, great room with 18-foot ceilings, a private pool (May-October), hot tub, and firepit, plus on-site wine tasting (Thursday-Sunday, April-October; Friday-Sunday, other months).
10 1 review
Leesburg, VA
20/07 – 24/07
SG$3011/nighttotal: SG$12044 (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.
9.8 8 reviews
Leesburg, VA
15/10 – 23/10
SG$3430/nighttotal: SG$27440 (8 )
Indulge In Elegance: 7 Br Manor In Historic Waterford
6 2
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 accommodations in Leesburg, VA
What are the top attractions and must-see sites in Leesburg, VA?
Leesburg is packed with history and charm. You should definitely visit the Oatlands Plantation, a beautiful 18th-century plantation with stunning gardens. For a dose of history, head to the Leesburg Museum, which showcases the town's rich past. If you're interested in the arts, make sure to visit the Loudoun County Arts Center. And for a unique experience, take a stroll through the historic downtown area, known for its quaint shops and restaurants.
Which cultural festivals and seasonal events should visitors attend in Leesburg, VA?
Leesburg comes alive with events throughout the year! The Leesburg Spring Festival is a great way to experience the town's vibrant atmosphere. If you're there in the fall, don't miss the Leesburg Fall Festival, a colourful celebration with local crafts and food. And for a truly unique experience, check out the Leesburg Christmas Parade, which brings the town together in festive spirit.
What are the best accommodations with a pool in Leesburg, VA?
What are the most convenient modes of transportation within Leesburg, VA?
Getting around Leesburg is a breeze! The town is quite walkable, especially in the downtown area. If you're venturing further, the Leesburg Transit System offers a reliable bus service. For those who prefer to drive, parking is generally available, but it can be a bit tricky during peak hours. If you're coming from further afield, Washington Dulles International Airport is about 40 kilometres away.
What are the best accommodations with a jacuzzi in Leesburg, VA?
What types of accommodations are available in Leesburg, VA?
Leesburg offers a variety of accommodations to suit different budgets and preferences. You can find everything from charming bed and breakfasts and historic inns to modern hotels and comfortable motels. For a more unique experience, there are also vacation rentals available, giving you a taste of local living.
What are the best accommodations for families and kids in Leesburg, VA?
Leesburg is a great destination year-round, but the best time to visit depends on your preferences. Spring and autumn offer mild weather and vibrant colours, making them ideal for outdoor activities. Summer is a popular time for festivals and events, but it can get hot and humid. Winter brings a charming, festive atmosphere, but it can be chilly.
What are the best pet friendly accommodations in Leesburg, VA?
What local dishes and culinary experiences are a must-try in Leesburg, VA?
Leesburg has a thriving culinary scene, with a mix of traditional American fare and international flavours. Be sure to try some of the local specialties, such as Virginia ham, fresh seafood, and delicious farm-to-table dishes. For a unique experience, visit one of the many wineries in the Loudoun County area and sample their award-winning wines.
What are the best accommodations with parking in Leesburg, VA?
In which part of Leesburg, VA should you consider renting accommodation?
The best place to stay in Leesburg depends on your interests. For easy access to shops, restaurants, and historical sites, the downtown area is a great choice. If you're looking for a more peaceful setting, the Waterford area offers a charming village atmosphere. And for those who prefer a more suburban feel, the Leesburg area is a good option.
Destinations nearby
Best Leesburg, VA accommodations with a garden
9.4 96 reviews
Leesburg, VA
15/10 – 23/10
SG$570/nighttotal: SG$4560 (8 )
Elegant Home Close To Town
1 2
apartment , Leesburg
This five-bedroom house, located in a private neighbourhood close to the historic centre of Leesburg, Virginia, is less than 16km from wineries such as the Stone Tower Winery. The 8,200 square foot property boasts a gourmet kitchen, a media room, a games room with a ping pong table, a large sundeck with a BBQ grill and a spacious garden, perfect for large groups or families.
9.8 24 reviews
Leesburg, VA
18/10 – 23/10
SG$378/nighttotal: SG$1890 (5 )
Cosy One Bedroom Apartment In Leesburg
1 2
apartment , Leesburg
This one-bedroom flat is situated in a peaceful and safe neighbourhood in Leesburg, close to local amenities and attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The flat comfortably accommodates up to four guests, making it ideal for families or groups of friends. Guests can enjoy a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, along with air conditioning, a garden, and parking.
9.9 416 reviews
Leesburg, VA
18/10 – 23/10
SG$499/nighttotal: SG$2495 (5 )
*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.
8.8 2012 reviews
Leesburg, VA
20/07 – 24/07
SG$924/nighttotal: SG$3696 (4 )
Lansdowne Resort And Spa
2 7
resort , Lansdowne
Lansdowne Resort And Spa is located in Leesburg, Virginia, just six miles from the Leesburg Corner Premium Outlets and nine miles from Dry Mill Vineyard & Winery. The resort has consistently received very good ratings for its location, cleanliness, and overall experience. The resort offers a range of accommodation options, including rooms, suites, and villas. Guests can enjoy a variety of amenities, including a swimming pool, spa, fitness centre, tennis court, and several restaurants and bars.
Best Leesburg, VA accommodations with a kitchen
10 1 review
Leesburg, VA
15/10 – 23/10
SG$713/nighttotal: SG$5704 (8 )
The Hound's House At Stable & Vine
1 2
apartment , Leesburg
This 2-bedroom, 2-bathroom flat in Leesburg offers a secluded hilltop setting near the historic Loudoun Hunt Club, providing countryside views and privacy within 2 kilometres of downtown Leesburg's amenities. This renovated private residence accommodates up to 5 guests and features air conditioning, a full kitchen with a dishwasher, and garden access, ideal for those seeking a peaceful Virginia countryside experience with urban convenience.
9.7 107 reviews
Leesburg, VA
18/10 – 23/10
SG$400/nighttotal: SG$2000 (5 )
New! Private Home W/hottub
1 2
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.
10 2 reviews
Leesburg, VA
15/10 – 23/10
SG$452/nighttotal: SG$3616 (8 )
Studio101 Retreat
1 2
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.
9.9 63 reviews
Leesburg, VA
18/10 – 23/10
SG$307/nighttotal: SG$1535 (5 )
The Stable House
1 2
gîte , Leesburg
This charming gîte is located just a few kilometres from Historic Leesburg, offering easy access to the town's shops, restaurants, and attractions, and is also close to the many wineries and breweries in Loudoun County. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment sleeps three guests and has one bathroom. It features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and internet access. Guests can enjoy the peaceful farm setting, interact with the animals, relax by the pond, and explore the nearby attractions.