Bear Mountain Cottage, a newly built self-catering property in Leesburg, Virginia, is situated on a small mountain less than 1.6km from the town centre, offering easy access to shops, restaurants, Morven Park, and the Tally Ho Theatre. This one-bedroom, one-bathroom dwelling sleeps four guests and features a king-size bed, open-plan living area, walk-in shower, and modern amenities including air conditioning and Wi-Fi; its proximity to Leesburg Corner Premium Outlets and Village at Leesburg makes it ideal for exploring the area.
9.8 158 reviews
Leesburg, VA
01/10 – 04/10
A$1638/nighttotal: A$4914 (3 )
Luxury Private Estate With 6 Bedrooms In Leesburg
6 4
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 5 reviews
Leesburg, VA
08/07 – 09/07
A$447/nightfor 1 night
Cozy 1 Bedroom Rental Located In Leesburg, Va
1 2
apartment , Leesburg
This charming flat is located in Leesburg's historic district, just 5km from the Elizabeth Mills Riverfront and 10km from One Loudoun, offering easy access to bars, antique shops and hiking trails. The property has received excellent ratings for cleanliness, location and user experience. The flat is perfect for a couple, with access to the entire property except for the bedroom closet. The kitchen is fully equipped with a fridge, freezer, microwave, and dishwasher, and guests can enjoy a garden, parking, air conditioning, and internet access.
9.4 10 reviews
Leesburg, VA
01/10 – 04/10
A$484/nighttotal: A$1452 (3 )
Harmony Cottage
3 4
apartment , Leesburg
This three-bedroom flat offers a prime location in Northern Virginia's wine country, just outside Leesburg's historic downtown and approximately 160 kilometres from Washington, D.C. This 120 square metre dwelling comfortably accommodates up to six guests, featuring a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, garden access, and parking.
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 69 reviews
Leesburg, VA
20/07 – 24/07
A$1114/nighttotal: A$4456 (4 )
Historic Manor On Beautiful 150 Acre Farm
3 7
gîte , Hamilton
This charming farmhouse, located in Loudoun County, Virginia, is just an hour from Washington D.C., 10 minutes from Leesburg, and 5 minutes from Purcellville. The gîte has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for a relaxing getaway. The property is a renovated 1856 Quaker-style farmhouse, accommodating up to eight guests. It features a modern kitchen, a swimming pool, a fire pit, and numerous trails for exploring the 150-acre estate.
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.
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.
10 11 reviews
Leesburg, VA
29/06 – 06/07
A$263/nighttotal: A$1841 (7 )
Charming 2-bedroom Basement Apartment With Ac, Wifi In Enchanting Leesburg
2 1
apartment , Leesburg
This Leesburg apartment, conveniently located a short drive from the Village at Leesburg shopping centre and Catoctin Valley, offers easy access to local attractions. The 111-square-metre (1194 square feet) property features two bedrooms, one bathroom, sleeps five guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, a sauna, and on-site parking.
9.8 64 reviews
Leesburg, VA
04/09 – 06/09
A$2354/nighttotal: A$4708 (2 )
Thomson Farm Classic Home Less Than 10 Mi To Vineyards!
7 4
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 3 reviews
Leesburg, VA
27/06 – 04/07
A$221/nighttotal: A$1547 (7 )
Near Loudoun Wine Trail: Apt W/ Restaurant On-site
1 2
apartment , Hamilton
This Hamilton apartment, situated in Virginia wine country, is conveniently located within 13 kilometres of Sleeter Lake Park and Leesburg's historic town centre. The self-contained flat offers one bedroom, one bathroom, sleeps three guests, features free WiFi, on-site parking, and a kitchenette with basic cooking facilities; a restaurant is located downstairs.
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 family friendly Leesburg, VA holiday rentals
Among the 50 accommodations in Leesburg, VA, here are the 4 best family friendly rentals
Leesburg, VA
08/07 – 09/07
A$335/nightfor 1 night
Lansdowne Resort And Spa
1 2
resort , Lansdowne
Lansdowne Resort and Spa is situated just 1 kilometre from Lansdowne town centre, conveniently close to The Golf Club at Lansdowne, Elizabeth Mills Riverfront Park, Kephart Bridge Landing, and the Renwick Gallery. This pet-friendly hotel boasts a spa, swimming pool, jacuzzi, fitness centre, tennis court, and multiple dining options, alongside business facilities including conference rooms, making it ideal for both leisure and corporate travellers.
9.5 30 reviews
Leesburg, VA
30/06 – 27/07
A$982/nighttotal: A$26514 (27 )
Luxurious Stylish 5bd+office/13mins Iad Airport
5 4
apartment , Moorefield Station
This luxurious five-bedroom house is located in Ashburn, just 13 minutes from Washington Dulles International Airport and within easy reach of several prominent memorials in Washington D.C. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. The spacious house, with its 8 square meters of floor area, comfortably accommodates up to 10 guests. Amenities include a fully equipped kitchen, a terrace and balcony, a fitness centre, parking, and internet access, ensuring a comfortable and enjoyable stay.
10 35 reviews
Leesburg, VA
04/09 – 06/09
A$494/nighttotal: A$988 (2 )
Leesburg Hideaway- King Bed + Private Backyard
2 4
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 20 reviews
Leesburg, VA
29/06 – 06/07
A$537/nighttotal: A$3759 (7 )
Retreat In Historic Downtown Leesburg - Walkable To Everything!
3 1
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.
Best Leesburg, VA holiday rentals with parking
Leesburg, VA
08/07 – 09/07
A$844/nightfor 1 night
Cozy 4br Single Family Home Near Iad Family-friendly W/ Workspaces!
4 2
apartment , McNair
This four-bedroom residence in Herndon is conveniently situated within a 10-15 minute drive of Dulles Airport and approximately 48 kilometres from Washington, D.C. This spacious property spans 223 square metres and accommodates up to eight guests, featuring a private garden, a dedicated workspace, a finished basement with a playroom, and is close to amenities like Reston Town Centre and the Steven F. Udvar-Hazy Centre.
10 1 review
Leesburg, VA
27/06 – 27/07
A$281/nighttotal: A$8430 (30 )
6 Mi To Historic Leesburg Apt With On-site Dining
1 2
apartment , Hamilton
This Hamilton apartment, situated 9.7 kilometres from Historic Leesburg and within a 42 kilometre radius of the Dulles Expo Conference Centre and The National Conference Centre, offers convenient access to several attractions. This one-bedroom flat provides 70 square metres of space, sleeping up to five guests and boasting a fully equipped kitchen, free Wi-Fi, private parking, and on-site dining options.
9.6 54 reviews
Leesburg, VA
30/06 – 27/07
A$515/nighttotal: A$13905 (27 )
Mosbeydistrict: Cozy Townhome Near Dc
3 4
apartment , Countryside
This charming countryside retreat is situated in Sterling, Virginia, just 2km from both Cookology Recreational Culinary School and Dulles Town Center, offering easy access to local attractions and amenities. The property consistently receives excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. This 3-bedroom, 119 square metre property provides ample space for families or groups. Guests can enjoy a private pool, valet parking, a fully equipped kitchen, a washing machine, two bathrooms, a dining area, a balcony, a garden, and parking.
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.
Frequently asked questions about 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 usually during the shoulder seasons, in spring or autumn. You'll avoid the crowds and the prices will be lower than in the peak summer months.
What are the best Airbnb and holiday rentals in Leesburg, VA?
What events or festivals should visitors check out in and around Leesburg, VA?
The Leesburg Fall Festival is a big one, with live music, food, and craft vendors. There's also the Leesburg Wine Festival, which is a great way to sample some local wines.
What are the most popular Airbnbs in Leesburg, VA?
What are the best budget-friendly activities in Leesburg, VA?
You can enjoy a picnic at Leesburg 's Catoctin Creek Park or take a stroll along the W&OD Trail. It's a great way to get some fresh air and exercise without spending a penny.
What are the best holiday rentals with a pool in Leesburg, VA?
Are there pet-friendly attractions in Leesburg, VA?
Yes, Leesburg is a very pet-friendly town. You can bring your furry friend to Catoctin Creek Park or Leesburg Community Park. Many restaurants also have outdoor seating that's pet-friendly.
What are the benefits of choosing a vacation rental in Leesburg, VA?
Vacation rentals in Leesburg offer more space and privacy than a hotel room. They're also often more affordable, especially if you're travelling with a family.
What are the top sports attractions and facilities in Leesburg, VA?
The Leesburg area is home to several sports facilities, including the Leesburg Community Park and the Morven Park International Equestrian Center. There are also several golf courses in the area.
Destinations nearby
Best Leesburg, VA holiday rentals with a balcony
8.8 2011 reviews
Leesburg, VA
08/07 – 09/07
A$446/nightfor 1 night
Lansdowne Resort And Spa
1 2
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 1 review
Leesburg, VA
29/06 – 06/07
A$536/nighttotal: A$3752 (7 )
Cottage On King Charming Historic Leesburg Home
2 1
house , Leesburg
This Leesburg cottage, situated 21 kilometres from Washington Dulles International Airport and within 48 kilometres of several regional parks and universities, offers a peaceful retreat near historical Leesburg. The 93-square-metre property features two bedrooms, one bathroom, and accommodates up to seven guests, boasting a fully equipped kitchen, private garden, terrace, free Wi-Fi, and parking.
9.1 63 reviews
Leesburg, VA
30/06 – 27/07
A$434/nighttotal: A$11718 (27 )
Bickelscape: Private Yard & Near Dc
2 4
apartment , Countryside
This charming countryside home is located just a short distance from Cookology Recreational Culinary School, Dulles Town Center, and Algonkian Regional Park, offering a peaceful escape while still being close to local attractions. It has received consistently excellent ratings for its location, cleanliness, and overall experience. The property has two bedrooms and a dining area, spanning 81 square metres. Guests can enjoy a private pool, a spacious garden, and a fully equipped kitchen, ideal for a relaxing and comfortable stay.
10 2 reviews
Leesburg, VA
08/07 – 09/07
A$1895/nightfor 1 night
Still Meadow Farm
3 2
apartment , Purcellville
This renovated French Country estate in Purcellville, Loudoun County, offers a tranquil countryside escape approximately 24 kilometres from Middleburg and Leesburg, adjacent to Still Meadow Venue with a guarantee of no events during your stay. This spacious 325 square meter apartment accommodates up to 10 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with Cafe appliances, a dedicated lounge, a sunroom, high-speed internet, air conditioning, and laundry facilities, set on expansive private land with garden access.
Best pet friendly Leesburg, VA holiday rentals
Among the 50 accommodations in Leesburg, VA, here are the 4 best pet friendly rentals
8.0 2 reviews
Leesburg, VA
20/07 – 24/07
A$1526/nighttotal: A$6104 (4 )
Charming 5-bedroom Farmhouse In Delightful Leesburg, Sauna, Jacuzzi, Fire Pit.
4 7
manor house , 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.
9.9 72 reviews
Leesburg, VA
04/09 – 06/09
A$420/nighttotal: A$840 (2 )
Updated And Cozy Farmhouse
2 4
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.
10 1 review
Leesburg, VA
01/10 – 04/10
A$1033/nighttotal: A$3099 (3 )
The Hound's House At Stable & Vine
2 4
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.
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.