Holiday Rentals in Leesburg, VA

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Leesburg, VA holiday rentals
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Best Holiday rentals and Airbnb offers 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

The Nest At Wild Goose - Leesburg, VA
10 4 reviews
Leesburg, VA
20/07 – 24/07
SG$554/nighttotal: SG$2216 (4 )

The Nest At Wild Goose

1 7
apartment , Leesburg
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.
Luxury Private Estate With 6 Bedrooms In Leesburg - Leesburg, VA
9.8 158 reviews
Leesburg, VA
01/10 – 04/10
SG$1480/nighttotal: SG$4440 (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
8.8 2011 reviews
Leesburg, VA
08/07 – 09/07
SG$392/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.
The Cottage On Royal - Historic Leesburg Home - Leesburg, VA
9.8 19 reviews
Leesburg, VA
17/07 – 19/07
SG$854/nighttotal: SG$1708 (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

Comfortable. Spacious. Quiet. 3 Miles From Dulles Airport. - Leesburg, VA
9.8 115 reviews
Leesburg, VA
08/07 – 09/07
SG$184/nightfor 1 night

Comfortable. Spacious. Quiet. 3 Miles From Dulles Airport.

1 2
apartment , Sterling
This self-contained apartment is located in Sterling, Virginia, just 10 kilometres from the Wiehle Metro stop on the Silver Line and 40 kilometres from Washington, D.C., making it a convenient base for exploring the area. It has received excellent user ratings, making it a popular choice for travellers.
The property offers a spacious living area, covering 56 square metres, and includes a bedroom with a queen and twin bed, plus a family room with a double bed. It is equipped with a fridge, microwave, and Keurig coffee maker, and guests can enjoy the use of a jacuzzi, parking, and internet access.
Cozy 4br Single Family Home Near Iad Family-friendly W/ Workspaces! - Leesburg, VA
Leesburg, VA
08/07 – 09/07
SG$763/nightfor 1 night

Cozy 4br Single Family Home Near Iad Family-friendly W/ Workspaces!

4 2
apartment , Herndon
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.
Gorgeous, Wooded 3 Acre Estate -5 Bed/4  Bath-leesburg/brambleton/aldie Area - Leesburg, VA
9.8 145 reviews
Leesburg, VA
20/07 – 24/07
SG$1063/nighttotal: SG$4252 (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.
Royal Heritage Home @ Historic Leesburg - Leesburg, VA
9.8 40 reviews
Leesburg, VA
25/06 – 28/06
SG$758/nighttotal: SG$2274 (3 )

Royal Heritage Home @ Historic Leesburg

3 2
cottage , Leesburg
This charming cottage is situated in the heart of Historic Leesburg, just a short distance from landmarks like Dodona Manor and Tally Ho Theatre, offering easy access to the town's attractions and amenities. The property has received excellent ratings from previous guests, ensuring a comfortable and enjoyable stay.
The cottage features three bedrooms and three bathrooms, comfortably accommodating up to five guests. It offers modern amenities, including air conditioning, internet access, and a central location, making it ideal for exploring Leesburg's cultural attractions, golf courses, and outdoor activities.

Frequently asked questions about holiday rentals in Leesburg, VA

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Best Leesburg, VA holiday rentals with a balcony

Private 18th Century Farmhouse In Virginia Wine Country With Hot Tub - Leesburg, VA
9.9 127 reviews
Leesburg, VA
20/07 – 24/07
SG$828/nighttotal: SG$3312 (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.
Cottage On King | Charming Historic Leesburg Home - Leesburg, VA
9.7 463 reviews
Leesburg, VA
01/10 – 04/10
SG$1116/nighttotal: SG$3348 (3 )

Cottage On King | Charming Historic Leesburg Home

2 4
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.
Salamander Resort And Spa - Leesburg, VA
Leesburg, VA
08/07 – 09/07
SG$949/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.
Luxury Private Estate Mins To Winery /Brewery - Leesburg, VA
9.2 5 reviews
Leesburg, VA
01/10 – 04/10
SG$2012/nighttotal: SG$6036 (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.

Best pet friendly Leesburg, VA holiday rentals

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

Walk To Leesburg Historic District: Family Retreat - Leesburg, VA
10 5 reviews
Leesburg, VA
25/06 – 28/06
SG$559/nighttotal: SG$1677 (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.
Expansive Villa W/ Hot Tub, Fire Pit - Leesburg, VA
8.0 2 reviews
Leesburg, VA
20/07 – 24/07
SG$1886/nighttotal: SG$7544 (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
25/06 – 28/06
SG$3949/nighttotal: SG$11847 (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.
Salamander Resort And Spa - Leesburg, VA
9.2 507 reviews
Leesburg, VA
08/07 – 09/07
SG$931/nightfor 1 night

Salamander Resort And Spa

1 2
resort , Middleburg
The Salamander Resort and Spa is situated just 40 minutes from Dulles Airport in the picturesque countryside of Middleburg, Virginia, offering a tranquil escape from the city. The resort has received excellent ratings for location, cleanliness, and overall user experience.
The resort features a range of comfortable rooms and suites with modern amenities, and boasts an array of on-site facilities including a swimming pool, spa, restaurant, and fitness centre. Guests can enjoy a variety of activities such as horse riding, cycling, and exploring the charming boutiques and art galleries of Middleburg.
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