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.
9.8 19 reviews
Leesburg, VA
17/07 – 19/07
575 €/nighttotal: 1150 € (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.
9.8 64 reviews
Leesburg, VA
25/06 – 28/06
1182 €/nighttotal: 3546 € (3 )
Thomson Farm Classic Home Less Than 10 Mi To Vineyards!
7 2
house , Leesburg
This seven-bedroom house is located in Leesburg, Virginia, just a short drive from local vineyards, Dulles Expo Conference Center, and Manassas National Battlefield Park. The property has received excellent ratings for its cleanliness, location, and overall user experience. The spacious house spans 279 square metres and comfortably accommodates up to 14 guests. It offers a fully equipped kitchen, a relaxing garden, a spa, a terrace, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
10 1 review
Leesburg, VA
20/07 – 24/07
2026 €/nighttotal: 8104 € (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.
8.0 3 reviews
Leesburg, VA
17/07 – 19/07
402 €/nighttotal: 804 € (2 )
Robins Nest Cottage - Quick Drive To Downtown Leesburg
1 3
apartment , Hamilton
This charming cottage is situated near the woods in Hamilton, within easy reach of local landmarks. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The cottage offers a single bedroom and bathroom, comfortably accommodating up to three guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and secure parking, all set within a tranquil and secluded setting.
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.
Leesburg, VA
25/06 – 28/06
470 €/nighttotal: 1410 € (3 )
Walk To Leesburg Historic District Family Retreat
3 2
house , Leesburg
This family retreat is situated a short walk from the Leesburg Historic District, 32 kilometres from the Dulles Expo Conference Center and 21 kilometres from Washington Dulles International Airport. This accommodation offers three bedrooms, two bathrooms, and a floor area of 111 square metres, featuring a fully equipped kitchen with an oven and a washing machine, plus complimentary WiFi and air conditioning for up to eleven guests.
10 270 reviews
Leesburg, VA
20/07 – 24/07
335 €/nighttotal: 1340 € (4 )
Ballenger Farm
1 7
gîte , Purcellville
This charming gîte is situated in Purcellville, Virginia, just a short drive from wineries, breweries, and the scenic WD&O bike trail, offering a peaceful retreat in the heart of horse and hunt country. It has consistently received excellent ratings for location, cleanliness, and overall experience. The property comprises a spacious four-bedroom house with three bathrooms, comfortably accommodating up to eight guests. The gîte offers a unique blend of modern amenities, including air conditioning and a fully equipped kitchen, with the charm of a historic Quaker colonial built in 1753, alongside farm activities like interacting with animals and enjoying the fire pit.
9.8 145 reviews
Leesburg, VA
20/07 – 24/07
491 €/nighttotal: 1964 € (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.
9.8 158 reviews
Leesburg, VA
20/07 – 24/07
714 €/nighttotal: 2856 € (4 )
Luxury Private Estate With 6 Bedrooms In Leesburg
6 7
house , Leesburg
This luxurious 6-bedroom house is situated in Leesburg, Virginia, just 3.2 kilometres from Stone Tower Winery and a short drive from other local wineries, breweries, and historic estates. The property has excellent user, location and cleanliness ratings. The house has a spacious layout with a large owner's suite, a private living room and a spacious open kitchen, perfect for groups of up to 12 guests. Amenities include a hot tub, a fire pit, a garden, a fitness centre, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning and parking.
10 151 reviews
Leesburg, VA
17/07 – 19/07
306 €/nighttotal: 612 € (2 )
Historic And Updated Farmhouse Built In 1808
2 3
apartment , Leesburg
This family-friendly house is located in a peaceful rural setting just three miles from Catoctin Valley, Oatlands Historic House and Gardens, and Evergreen Mills Equestrian and Hiking Trail. It has received excellent user ratings, making it a popular choice for travellers. This two-bedroom property spans 130 square metres and comfortably accommodates six guests. The house offers a fully equipped kitchen, a garden, a terrace, parking, air conditioning, and free Wi-Fi, ensuring a relaxing and enjoyable stay for families and groups.
9.9 127 reviews
Leesburg, VA
20/07 – 24/07
446 €/nighttotal: 1784 € (4 )
Private 18th Century Farmhouse In Virginia Wine Country With Hot Tub
4 7
farm , Hamilton
This rural retreat is located just 3km from Catoctin Valley, The Barns at Hamilton Station Vineyards, and Hunters Run Wine Tasting Barn, offering a peaceful escape from the hustle and bustle of city life. The gîte has received excellent ratings for its location, cleanliness, and overall user experience. The property spans 279 square metres and comfortably accommodates up to 11 guests across its four bedrooms. Enjoy the private spa tub, outdoor barbecue grills, and the spacious garden, all within a smoke-free environment.
Best family friendly Leesburg, VA holiday rentals
Among the 50 accommodations in Leesburg, VA, here are the 4 best family friendly rentals
9.7 463 reviews
Leesburg, VA
25/06 – 28/06
393 €/nighttotal: 1179 € (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 34 reviews
Leesburg, VA
17/07 – 19/07
381 €/nighttotal: 762 € (2 )
Leesburg Hideaway- King Bed + Private Backyard
2 3
apartment , Leesburg
This two-bedroom apartment is located just a short drive (2km) from Leesburg's historic district, close to the W&OD Bike Trail and offering easy access to local attractions. It has received excellent user ratings, making it a popular choice for travellers. The apartment is light and spacious, comfortably accommodating up to four guests. Enjoy amenities like air conditioning, parking, Wi-Fi and the option of bringing your pet, perfect for a relaxing stay in Leesburg.
9.8 8 reviews
Leesburg, VA
25/06 – 28/06
2657 €/nighttotal: 7971 € (3 )
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.
10 13 reviews
Leesburg, VA
25/06 – 28/06
1935 €/nighttotal: 5805 € (3 )
The Waterford Manor
1 2
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.
Best Leesburg, VA holiday rentals with parking
10 40 reviews
Leesburg, VA
20/07 – 24/07
644 €/nighttotal: 2576 € (4 )
Morrisonville Manor W/ Fire Pit & Hot Tub!
4 7
apartment , Lovettsville
This family-friendly holiday home is located in Lovettsville, just a short distance from Catoctin Valley and within a 10-minute drive of several local attractions including wineries and museums. The property has received excellent user ratings, making it a popular choice for travellers. The spacious house has five bedrooms and four bathrooms, accommodating up to ten guests, and spans 339 square metres. The property offers a fully equipped kitchen, a jacuzzi, laundry facilities, and comfortable amenities for a relaxing stay.
9.2 5 reviews
Leesburg, VA
20/07 – 24/07
1166 €/nighttotal: 4664 € (4 )
Luxury Private Estate Mins To Winery /Brewery
6 7
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.
10 22 reviews
Leesburg, VA
20/07 – 24/07
1681 €/nighttotal: 6724 € (4 )
Walk To Top-rated Restaurants & Trails! 7br W/hottub Gazebo & Built-in Firepit!
7 7
apartment , Purcellville
This seven-bedroom apartment is situated in Purcellville's historic district, within walking distance of restaurants, distilleries, and bakeries, and just a short drive from the Washington & Old Dominion Trail and the Appalachian Trail. The property has received excellent user reviews, indicating a high standard of comfort and service. This spacious home offers 334 square meters of living space, comfortably accommodating up to 20 guests. The apartment features a fully equipped kitchen, a large deck and patio with a jacuzzi, a games room, and a variety of amenities for entertainment and relaxation, including a shuffleboard table, a fire pit, and a selection of toys for children.
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.
Frequently asked questions about holiday rentals in Leesburg, VA
What are the top family-friendly attractions in Leesburg, VA?
The Leesburg Animal Park is a great option for families with young children. The Loudoun County Heritage Farm Museum is also a popular choice, and the Morven Park International Equine Center is a great place to see horses and learn about equestrian sports.
What are the best Airbnb and holiday rentals in Leesburg, VA?
When is the best time to book a vacation rental in Leesburg, VA?
The best time to book a vacation rental in Leesburg is during the shoulder seasons, from April to May and September to October, when the weather is still pleasant but the crowds are smaller. You'll find better prices and availability during these months.
What are the most popular Airbnbs in Leesburg, VA?
What events or festivals should visitors check out in and around Leesburg, VA?
The Leesburg Fall Festival is a popular event held in October, and the Loudoun County Fair is held in August. The Leesburg Farmers Market is also a great place to visit on Saturdays from May to October.
What are the best holiday rentals with a pool in Leesburg, VA?
What are the best budget-friendly activities in Leesburg, VA?
You can enjoy a picnic at the Leesburg Town Park or take a walk along the W&OD Trail, a former railroad line that has been converted into a beautiful walking and cycling path. The Leesburg Museum is also a great option for a budget-friendly day out.
What are the best rentals for families and kids in Leesburg, VA?
What are the best restaurants with local dishes in Leesburg, VA?
For a taste of local cuisine, try The Market Salamander for fresh seafood or The Red Fox Inn for traditional American fare. Both restaurants are located in the historic downtown area.
What are the best rentals or Airbnbs with a jacuzzi in Leesburg, VA?
What are the best walking or cycling routes in Leesburg, VA?
The W&OD Trail is a great option for both walking and cycling, and it runs through Leesburg and beyond. The Leesburg Bike Path is a shorter loop that is perfect for a casual ride.
Are there pet-friendly attractions in Leesburg, VA?
Yes, the Leesburg Town Park is pet-friendly, and there are a number of restaurants in the area that welcome dogs on their patios.
What are the benefits of choosing a vacation rental in Leesburg, VA?
Vacation rentals offer more space and privacy than a hotel room, and they often come with amenities like a kitchen and laundry facilities. They also tend to be more affordable than hotels, especially for families or groups.
What are the top sports attractions and facilities in Leesburg, VA?
The Morven Park International Equine Center is a major equestrian sports facility, and the Leesburg Community Center offers a variety of sports programs and facilities, including a swimming pool.
Destinations nearby
Best Leesburg, VA holiday rentals with a balcony
9.6 9 reviews
Leesburg, VA
20/07 – 24/07
549 €/nighttotal: 2196 € (4 )
Ashburn 4-br Homestay / Close To Dulles & Metro
4 7
apartment , Moorefield Station
This four-bedroom Moorefield Station house, sleeping seven, is conveniently located within 5km of Lost Rhino Brewing Company, Ashburn Ice House, and Brambleton Regional Park Golf Course, with further attractions such as the 1757 Golf Club and Ashburn Park within 10km. The 266 square metre property boasts four bathrooms, a fully equipped kitchen with dishwasher, a fireplace, balcony, garden, parking, and is within a 14-minute walk of Ashburn Metro Station.
8.8 2012 reviews
Leesburg, VA
20/07 – 24/07
622 €/nighttotal: 2488 € (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.
10 2 reviews
Leesburg, VA
20/07 – 24/07
439 €/nighttotal: 1756 € (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.
8.0 2 reviews
Leesburg, VA
20/07 – 24/07
1269 €/nighttotal: 5076 € (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.
Best pet friendly Leesburg, VA holiday rentals
Among the 50 accommodations in Leesburg, VA, here are the 4 best pet friendly rentals
10 2 reviews
Leesburg, VA
25/06 – 28/06
489 €/nighttotal: 1467 € (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.
9.4 19 reviews
Leesburg, VA
20/07 – 24/07
1146 €/nighttotal: 4584 € (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 5 reviews
Leesburg, VA
25/06 – 28/06
376 €/nighttotal: 1128 € (3 )
Walk To Leesburg Historic District: Family Retreat
3 2
apartment , Leesburg
This three-bedroom, two-bathroom flat offers a prime Leesburg location, within 1 kilometre of the town's shops, wine bars, breweries, and restaurants, with Washington D.C. accessible for day trips. This accessible, single-storey property accommodates up to six guests and features a fenced garden, driveway parking for four vehicles, and a dedicated home office space, with pets welcome for a small fee.
8.0 2 reviews
Leesburg, VA
20/07 – 24/07
928 €/nighttotal: 3712 € (4 )
Charming 5-bedroom Farmhouse In Delightful Leesburg, Sauna, Jacuzzi, Fire Pit.
4 7
farm , Leesburg
This Leesburg farmhouse, situated in a rural area of Loudoun County, offers easy access to the Chesapeake and Ohio Canal National Historic Park and various sports centres, all within a short driving distance. The property boasts five bedrooms (one king, four queen) sleeping eight guests, a fully equipped kitchen including a microwave and dishwasher, WiFi, air conditioning, a washing machine, and on-site entertainment such as shuffleboard.