Holiday Rentals in Leesburg, VA

50 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Leesburg, VA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Walk To Top-rated Restaurants & Trails! 7br W/hottub Gazebo & Built-in Firepit! - Leesburg, VA
10 22 reviews
Leesburg, VA
20/07 – 24/07
SG$2498/nighttotal: SG$9992 (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.
Historic And Updated Farmhouse Built In 1808 - Leesburg, VA
10 151 reviews
Leesburg, VA
04/09 – 06/09
SG$407/nighttotal: SG$814 (2 )

Historic And Updated Farmhouse Built In 1808

2 4
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.
The Waterford Manor - Leesburg, VA
10 13 reviews
Leesburg, VA
20/07 – 24/07
SG$1959/nighttotal: SG$7836 (4 )

The Waterford Manor

1 7
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.
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.

Best Leesburg, VA holiday rentals with parking

Morrisonville Manor W/ Fire Pit & Hot Tub! - Leesburg, VA
10 40 reviews
Leesburg, VA
20/07 – 24/07
SG$957/nighttotal: SG$3828 (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.
Tranquil Sugarland Retreat Close To Airport/metro - Leesburg, VA
9.6 30 reviews
Leesburg, VA
08/07 – 09/07
SG$197/nightfor 1 night

Tranquil Sugarland Retreat Close To Airport/metro

1 2
apartment , Herndon
This one-bedroom apartment is conveniently located in Herndon, Virginia, just a short distance from the Metro, Dulles Airport, Reston, and Ashburn, making it an ideal base for exploring the area. The apartment is highly rated by previous guests, receiving excellent reviews for its comfortable and well-equipped accommodation.
The apartment comfortably accommodates two guests and features a well-equipped kitchen with a fridge, microwave, and coffee and tea-making facilities. Guests can enjoy a range of amenities, including a private garden with a fire pit and gazebo, a luxurious bathroom, and a large screen TV with streaming services.
Gannonheights: Work-friendly & 40 Mins To Dc - Leesburg, VA
9.4 38 reviews
Leesburg, VA
27/06 – 27/07
SG$350/nighttotal: SG$10500 (30 )

Gannonheights: Work-friendly & 40 Mins To Dc

2 2
apartment , Countryside
This charming two-bedroom property is located in Sterling, Virginia, just a short distance from Cookology Recreational Culinary School, Dulles Town Center, and Algonkian Regional Park. The house has consistently received excellent reviews for its location, cleanliness, and overall experience.
The property offers a comfortable and well-equipped home away from home. It features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, perfect for preparing meals. Guests can enjoy the garden and barbecue grills, as well as the added convenience of laundry facilities, air conditioning, and free parking.
Cozy, Renovated 3-bedroom Retreat On 10+ Acres In Charming Leesburg. Sleeps 7 - Leesburg, VA
10 2 reviews
Leesburg, VA
20/07 – 24/07
SG$653/nighttotal: SG$2612 (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

Destinations nearby

Best Leesburg, VA holiday rentals with a balcony

Bickelscape: Private Yard & Near Dc - Leesburg, VA
9.1 63 reviews
Leesburg, VA
30/06 – 27/07
SG$393/nighttotal: SG$10611 (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.
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.
Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia - Leesburg, VA
Leesburg, VA
08/07 – 09/07
SG$414/nightfor 1 night

Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia

1 2
chalet , Leesburg
This secluded dome offers a luxurious escape in Virginia's wine region, located on a river just minutes from downtown Leesburg and close to noted wineries.
This accommodation for two provides a Jacuzzi, WiFi, and a fridge, with outdoor enjoyment facilitated by a fire pit, and is situated near the Audubon Naturalist Society Rust Nature Sanctuary and Catoctin Valley.
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.

Best pet friendly Leesburg, VA holiday rentals

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

Aldendelight: Work Friendly & 40 Mins To Dc - Leesburg, VA
9.4 9 reviews
Leesburg, VA
30/06 – 27/07
SG$502/nighttotal: SG$13554 (27 )

Aldendelight: Work Friendly & 40 Mins To Dc

3 4
apartment , Countryside
This charming house is located in Sterling, Virginia, just a short distance from Cookology Recreational Culinary School, Dulles Town Center, and Algonkian Regional Park. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
This three-bedroom house can comfortably accommodate up to six guests and offers a spacious 113 square metres of living space. The property boasts a fully equipped kitchen, a garden, parking, and air conditioning, ensuring a relaxing and enjoyable stay for all.
Lansdowne Resort And Spa - Leesburg, VA
Leesburg, VA
08/07 – 09/07
SG$302/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.
Entire Home In Leesburg – King & Queen Bed +Yard - Leesburg, VA
10 177 reviews
Leesburg, VA
04/09 – 06/09
SG$445/nighttotal: SG$890 (2 )

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
08/07 – 09/07
SG$514/nightfor 1 night

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.
©2026 cozycozy.com