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Leesburg, VA vacation rentals
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Best Vacation rentals and Airbnb offers in Leesburg, VA

Choose the Right Family-Friendly Vacation Rentals in Leesburg, VA

These kid-friendly vacation rentals in Leesburg, VA keep you close to top city attractions for a stress-free family vacation.

Luxury Private Estate With 6 Bedrooms In Leesburg - Leesburg, VA
9.8 158 reviews
Leesburg, VA
10/01 – 10/04
$1151/nighttotal: $3453 (3 )

Luxury Private Estate With 6 Bedrooms In Leesburg

6 4
house , Leesburg
This luxurious 6-bedroom estate is located in Leesburg, Virginia, just 2 miles from Stone Tower Winery and close to other local wineries, breweries, and historic estates. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious home has 4 bathrooms and can accommodate up to 12 guests. The estate features a large kitchen with high-end appliances, a private living room with a balcony, a covered porch with a hot tub, a fire pit, and a fitness center.
Cosy Studio On An Organic Farm, Pet Friendly! Just Minutes From Middleburg. - Leesburg, VA
9.8 25 reviews
Leesburg, VA
07/08 – 07/09
$266/nightfor 1 night

Cosy Studio On An Organic Farm, Pet Friendly! Just Minutes From Middleburg.

1 2
studio , Middleburg
This studio apartment is located in a peaceful rural area of Middleburg, just a short drive from downtown and the Salamander Resort and Spa. It has received excellent user ratings, making it a popular choice for travelers seeking a relaxing getaway. The studio features a queen bed and a queen-sized pull-out sofa bed, comfortably accommodating up to four guests. Enjoy amenities like a kitchenette, a bathroom with a walk-in shower, a garden, and a spa, as well as farm-fresh eggs and seasonal vegetables available for purchase.
Lansdowne Resort And Spa - Leesburg, VA
8.8 2011 reviews
Leesburg, VA
07/08 – 07/09
$305/nightfor 1 night

Lansdowne Resort And Spa

1 2
resort , Lansdowne
Lansdowne Resort and Spa is located in Leesburg, Virginia, just a short drive from the Leesburg Corner Premium Outlets and Dry Mill Vineyard & Winery. This resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The resort offers a variety of accommodations, including rooms and suites. Guests can enjoy a range of amenities, activities, and features, including a golf course, spa, swimming pool, fitness center, restaurants, bars, tennis courts, and more.
Charming Cottage, Walk To Downtown, Porch Swings - Leesburg, VA
9.9 84 reviews
Leesburg, VA
07/08 – 07/09
$387/nightfor 1 night

Charming Cottage, Walk To Downtown, Porch Swings

1 2
apartment , Leesburg
This renovated Leesburg cottage offers a convenient downtown location, providing easy walking access to Leesburg's shops and restaurants.
The two-bedroom, one-bathroom house sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, and an electric vehicle charger.

Best Leesburg, VA vacation rentals with parking

The Cottage On Royal - Historic Leesburg Home - Leesburg, VA
9.8 19 reviews
Leesburg, VA
10/01 – 10/04
$679/nighttotal: $2037 (3 )

The Cottage On Royal - Historic Leesburg Home

3 4
apartment , Leesburg
This charming cottage is located in Leesburg, just steps from Catoctin Valley and Dodona Manor, with Raflo Park and Gleedsville Art Gallery within a 10-minute walk, making it a perfect base for exploring the area's natural and cultural attractions. The cottage consistently receives excellent ratings from guests, highlighting its comfortable and convenient accommodations.
This 3-bedroom, 2-bathroom home offers ample space for up to 6 guests and features a fully equipped kitchen, a private fenced yard, and a terrace, perfect for enjoying the beautiful Leesburg weather. Enjoy the convenience of free WiFi, air conditioning, a dishwasher, and a barbecue grill, along with a peaceful setting near nature, ensuring a relaxing and enjoyable stay.
Tranquil Sugarland Retreat Close To Airport/metro - Leesburg, VA
9.6 29 reviews
Leesburg, VA
07/08 – 07/09
$153/nightfor 1 night

Tranquil Sugarland Retreat Close To Airport/metro

1 2
apartment , Herndon
This Herndon apartment is conveniently located near the Metro, Dulles Airport, Reston, and Ashburn, making it an ideal base for exploring the surrounding area. The apartment has earned excellent ratings for its comfortable and stylish accommodations.
The unit features one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a well-equipped kitchen, high-speed Wi-Fi, a private outdoor space with a fire pit, and a dedicated parking space.
Salamander Resort And Spa - Leesburg, VA
9.2 507 reviews
Leesburg, VA
07/08 – 07/09
$724/nightfor 1 night

Salamander Resort And Spa

1 2
resort , Middleburg
The Salamander Resort and Spa is located in Middleburg, Virginia, just a short drive from Washington Dulles Airport and surrounded by the charming countryside. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
The Salamander Resort offers a variety of rooms and suites. Guests can enjoy amenities such as a swimming pool, spa, fitness center, restaurant, bar, and tennis court, as well as activities like horse riding and cycling.
Dream Dome Getaway Near Leesburg - Leesburg, VA
8.1 13 reviews
Leesburg, VA
07/08 – 07/09
$277/nightfor 1 night

Dream Dome Getaway Near Leesburg

1 2
glamping , Leesburg
This luxury tent glamping experience, Dream Dome Getaway, is located near Leesburg, 24 miles from the Dulles Expo Conference Center and 16 miles from Washington Dulles International Airport.
The 310 square foot accommodation offers air conditioning, a hot tub, and a terrace, perfect for two guests with daily American breakfast and garden access.

Frequently Asked Questions about vacation rentals in Leesburg, VA

  • What are the top family-friendly attractions in Leesburg, VA?

    The Leesburg Community Pool is a great place to cool off on a hot day, and the Leesburg Branch of the Loudoun County Public Library offers a variety of programs for kids. The Leesburg Farmers Market is also a fun place to visit with kids, as they can see where their food comes from.
  • What are the best Airbnb and vacation 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, which are spring and fall. The weather is mild, and the crowds are smaller. You can also find better deals on rentals during these times.
  • 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 Park, which is a beautiful park with walking trails and a playground. The Leesburg Museum of Art is also free to enter, and it features a variety of rotating exhibits. If you're looking for a good workout, Leesburg has several hiking trails, like the W&OD Trail, which is a popular trail for walkers, runners, and cyclists.
  • What are the best vacation rentals with a pool in Leesburg, VA?

  • What are the best restaurants with local dishes in Leesburg, VA?

    If you're looking for local dishes, The Market Salamander is a great option. They have a menu that changes seasonally, and they use fresh, local ingredients. The Tuscarora Mill is also a popular choice, and they have a variety of American dishes, including some with a Southern twist.
  • What are the best rentals for families and kids 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. It's a paved trail that runs for over 45 miles, and it's perfect for a leisurely stroll or a more challenging bike ride. The Leesburg Bikeway is another great option for cycling, and it runs through the town's historic district.
  • What are the best rentals or Airbnbs with a jacuzzi in Leesburg, VA?

    The best vacation rentals or Airbnb with a jacuzzi in Leesburg, VA are Trailside Chalet (A Storybook Chalet With Hot Tub), Spacious Private Apartment and Cozy Home Old Town Leesburg.

  • Are there pet-friendly attractions in Leesburg, VA?

    Yes, many of Leesburg's parks are pet-friendly, including Leesburg Park, and Morven Park. The W&OD Trail is also pet-friendly, so you can bring your furry friend for a walk or bike ride.
  • What are the benefits of choosing a vacation rental in Leesburg, VA?

    Vacation rentals offer more space and privacy than a hotel room. You can also often find rentals with amenities that aren't available in hotels, like a kitchen or laundry facilities. Vacation rentals are also often located in more residential areas, which can give you a more authentic experience of the city.
  • What are the top sports attractions and facilities in Leesburg, VA?

    Leesburg has a variety of sports facilities, including the Leesburg Community Pool, Leesburg Park, and Morven Park. The Leesburg Golf Club is also a popular choice for golfers.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Leesburg, VA

Enjoy a Leesburg, VA vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Indulge In Elegance: 7 Br Manor In Historic Waterford - Leesburg, VA
9.8 8 reviews
Leesburg, VA
07/20 – 07/24
$2971/nighttotal: $11884 (4 )

Indulge In Elegance: 7 Br Manor In Historic Waterford

6 7
apartment , Leesburg
Hampton Hill Manor, a six-bedroom vacation home in Waterford, Loudoun County, Virginia, offers easy access to Leesburg's attractions like the Leesburg Corner Premium Outlets and wineries in the Purcellville area.
This luxurious 6-bedroom, 8-bathroom rental boasts a gourmet kitchen, multiple outdoor sitting areas, a pool, and accommodates up to 20 guests, providing access to concierge services and proximity to skiing and sledding opportunities.
Cozy, Renovated 3-bedroom Retreat On 10+ Acres In Charming Leesburg. Sleeps 7 - Leesburg, VA
10 2 reviews
Leesburg, VA
07/20 – 07/24
$508/nighttotal: $2032 (4 )

Cozy, Renovated 3-bedroom Retreat On 10+ Acres In Charming Leesburg. Sleeps 7

3 7
apartment , Leesburg
This three-bedroom house in Leesburg is located a short drive from Stone Tower Winery and Quattro Goomba's Winery, and near the Audubon Naturalist Society Rust Nature Sanctuary and Bull Run Mountains State Natural Area.
This Leesburg abode accommodates up to seven guests, featuring three bedrooms with a king, queen, and twin bed, three bathrooms, and includes air conditioning and heating for year-round comfort.
Cottage On King | Charming Historic Leesburg Home - Leesburg, VA
9.7 463 reviews
Leesburg, VA
06/25 – 06/28
$677/nighttotal: $2031 (3 )

Cottage On King | Charming Historic Leesburg Home

2 2
apartment , Leesburg
This family-friendly vacation home is located in Leesburg, within walking distance of Catoctin Valley and Rotary Park, and less than a 5-minute drive from Earth and Fire Gallery and Tally Ho Theatre. The house has received excellent ratings for its location, cleanliness, and overall experience.
The home spans 1000 square feet and comfortably accommodates up to 4 guests in its two bedrooms. It features a fully equipped kitchen, a terrace or balcony, a garden, a spa, and parking, as well as amenities like air conditioning, internet, and a smoke-free environment.
Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia - Leesburg, VA
Leesburg, VA
07/08 – 07/09
$322/nightfor 1 night

Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia

1 2
chalet , Leesburg
This secluded dome is located in Leesburg's city center, offering proximity to the wine region and downtown Leesburg, with Tally Ho Theatre and Waddell Art Gallery just minutes away.
This dome accommodates 2 guests and features 1 bedroom, 1 bathroom, a fridge, air conditioning, WiFi, a Jacuzzi, and an outdoor fire pit, with swimming, mountain climbing, and hiking opportunities nearby.

Top-Rated Pet-Friendly Vacation Rentals in Leesburg, VA

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Leesburg, VA are steps away from dog parks and city walks.

Leesburg Hideaway- King Bed + Private Backyard - Leesburg, VA
10 34 reviews
Leesburg, VA
10/01 – 10/04
$392/nighttotal: $1176 (3 )

Leesburg Hideaway- King Bed + Private Backyard

2 4
apartment , Leesburg
This charming bungalow in Leesburg is just a short drive from the historic district and close to the W&OD Bike Trail, offering easy access to shops, restaurants, and outdoor activities. The apartment has received excellent ratings from previous guests, making it a popular choice for travelers.
This cozy home has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include air conditioning, internet, parking, and the option to bring pets. Enjoy exploring the nearby attractions like Birkby House, Morven Park, breweries, wineries, Rust Manor, and the Museum of Hounds and Hunting.
Hampton Hill Manor | Expansive Countryside Escape - Leesburg, VA
10 1 review
Leesburg, VA
07/20 – 07/24
$2342/nighttotal: $9368 (4 )

Hampton Hill Manor | Expansive Countryside Escape

6 7
apartment , Leesburg
Hampton Hill Manor, a luxurious estate home in rural Waterford, Loudoun County, Virginia, offers stunning Blue Ridge Mountain views and convenient access to the Waterford Fair, though the exact distance isn't specified.
This 6-bedroom, 7-bathroom Virginia estate boasts a gourmet kitchen, private pool, fitness center, and can comfortably accommodate up to 16 guests, providing high-speed Wi-Fi, a bridal suite, and access to concierge, housekeeping, and private chef services.
Lansdowne Resort And Spa - Leesburg, VA
Leesburg, VA
07/08 – 07/09
$235/nightfor 1 night

Lansdowne Resort And Spa

1 2
resort , Lansdowne
The Lansdowne Resort and Spa is located one kilometer from Lansdowne's town center, conveniently near The Golf Club at Lansdowne, Elizabeth Mills Riverfront Park, Kephart Bridge Landing, and the Renwick Gallery.
This pet-friendly hotel boasts a spa, fitness center, indoor and outdoor pools, a water park, and numerous other amenities including tennis courts, a restaurant and bar, and business facilities.
Walk To Leesburg Historic District: Family Retreat - Leesburg, VA
Leesburg, VA
06/25 – 06/28
$544/nighttotal: $1632 (3 )

Walk To Leesburg Historic District: Family Retreat

3 2
house , Leesburg
This Leesburg rental house is a short walk to the Leesburg Historic District and is located 20 miles from the Dulles Expo Conference Center.
This 1190 square foot, 3-bedroom house accommodates up to 11 guests and includes a fully equipped kitchen, two bathrooms, and complimentary WiFi.
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