Holiday Rentals in Leesburg, VA

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Leesburg, VA holiday rentals
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50 Holiday rentals and Airbnb in Leesburg, VA

Best family friendly Leesburg, VA holiday rentals

Among the 50 accommodations in Leesburg, VA, here are the 4 best family friendly rentals

Leesburg Hideaway- King Bed + Private Backyard - Leesburg, VA
10 34 reviews
Leesburg, VA
01/10 – 04/10
339 €/nighttotal: 1017 € (3 )

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.
Luxury Private Estate With 6 Bedrooms In Leesburg - Leesburg, VA
9.8 158 reviews
Leesburg, VA
01/10 – 04/10
996 €/nighttotal: 2988 € (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.
Lansdowne Resort And Spa - Leesburg, VA
Leesburg, VA
08/07 – 09/07
204 €/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.
The Cottage On Royal - Historic Leesburg Home - Leesburg, VA
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.

Best Leesburg, VA holiday rentals with parking

Cosy Studio On An Organic Farm, Pet Friendly! Just Minutes From Middleburg. - Leesburg, VA
9.8 25 reviews
Leesburg, VA
08/07 – 09/07
230 €/nightfor 1 night

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

1 2
studio , Middleburg
This studio apartment is situated in a peaceful rural setting, just 5 kilometres from the centre of Middleburg and less than 10 kilometres from the Salamander Resort and Spa. It has received excellent guest reviews, making it a popular choice for travellers seeking a relaxing escape.
The self-catering property can accommodate up to four guests and features a fully equipped kitchenette, a comfortable queen-sized bed and a sofa bed. Guests can enjoy the on-site garden, explore the working farm, purchase fresh produce and eggs, and are within easy reach of local wineries and other attractions.
Main Street Usa -- Walk To Everything - Leesburg, VA
10 2 reviews
Leesburg, VA
20/07 – 24/07
560 €/nighttotal: 2240 € (4 )

Main Street Usa -- Walk To Everything

4 7
apartment , Purcellville
This Purcellville flat offers excellent access to nature and amenities, being a 2-minute walk from the Washington & Old Dominion Trail Regional Park and a 3-minute walk from Historic Downtown Purcellville.
This 4-bedroom, 2-bathroom holiday home accommodates up to 8 guests and features on-site parking, a garden, a sunroom, and Wi-Fi.
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping - Leesburg, VA
8.8 11 reviews
Leesburg, VA
08/07 – 09/07
254 €/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.
Lansdowne Resort And Spa - Leesburg, VA
8.8 2011 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.

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

Luxury Private Estate Mins To Winery /Brewery - Leesburg, VA
9.2 5 reviews
Leesburg, VA
01/10 – 04/10
1354 €/nighttotal: 4062 € (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.
Salamander Resort And Spa - Leesburg, VA
Leesburg, VA
08/07 – 09/07
639 €/nightfor 1 night

Salamander Resort And Spa

1 2
resort , Middleburg
Salamander Resort and Spa enjoys a prime Middleburg location, within walking distance of the town centre and close to attractions such as the Byrne Gallery, Trowbridge-Lewis Galleries, and the National Sporting Library & Museum.
This pet-friendly hotel offers a range of amenities including a spa, fitness centre, indoor and outdoor pools, a business centre, and family-friendly options like a games room, all complemented by extensive services such as concierge and room service.
Expansive Villa W/ Hot Tub, Fire Pit - Leesburg, VA
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.
Indulge In Elegance: 7 Br Manor In Historic Waterford - Leesburg, VA
9.8 8 reviews
Leesburg, VA
20/07 – 24/07
2570 €/nighttotal: 10280 € (4 )

Indulge In Elegance: 7 Br Manor In Historic Waterford

6 7
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.

Best pet friendly Leesburg, VA holiday rentals

Among the 50 accommodations in Leesburg, VA, here are the 4 best pet friendly rentals

Hampton Hill Manor | Expansive Countryside Escape - Leesburg, VA
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.
Walk To Top-rated Restaurants & Trails! 7br W/hottub Gazebo & Built-in Firepit! - Leesburg, VA
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.
Entire Home In Leesburg – King & Queen Bed +Yard - Leesburg, VA
10 177 reviews
Leesburg, VA
01/10 – 04/10
333 €/nighttotal: 999 € (3 )

Entire Home In Leesburg – King & Queen Bed +Yard

2 4
apartment , Leesburg
This charming cottage is situated just one kilometre from Leesburg's historic downtown, offering a peaceful retreat while being within easy reach of local shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage comfortably accommodates four guests with two bedrooms, a den/office that can be used as a third sleeping area, and the option to add an air mattress in the living room. Guests can enjoy a private garden, a fully equipped kitchen, parking, and access to the nearby W&OD trail, perfect for cycling or walking.
Cottage On King | Charming Historic Leesburg Home - Leesburg, VA
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.
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