Vacation 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

Lansdowne Resort And Spa - Leesburg, VA
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.
The Waterford Manor - Leesburg, VA
10 13 reviews
Leesburg, VA
25/06 – 28/06
A$3182/nightTotal: A$9546 (3 )

The Waterford Manor

1 2
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.
Ballenger Farm - Leesburg, VA
10 270 reviews
Leesburg, VA
20/07 – 24/07
A$552/nightTotal: A$2208 (4 )

Ballenger Farm

1 7
gîte , Purcellville
This charming gîte is situated in Purcellville, Virginia, just a short drive from wineries, breweries, and the scenic WD&O bike trail, offering a peaceful retreat in the heart of horse and hunt country. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The property comprises a spacious four-bedroom house with three bathrooms, comfortably accommodating up to eight guests. The gîte offers a unique blend of modern amenities, including air conditioning and a fully equipped kitchen, with the charm of a historic Quaker colonial built in 1753, alongside farm activities like interacting with animals and enjoying the fire pit.
Walk To Top-rated Restaurants & Trails! 7br W/hottub Gazebo & Built-in Firepit! - Leesburg, VA
10 22 reviews
Leesburg, VA
20/07 – 24/07
A$2764/nightTotal: A$11056 (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.

Best Leesburg, VA holiday rentals with parking

Downtown Retreat With 2 Primary Suites - Leesburg, VA
9.9 52 reviews
Leesburg, VA
01/10 – 04/10
A$628/nightTotal: A$1884 (3 )

Downtown Retreat With 2 Primary Suites

1 4
apartment , Leesburg
This beautifully renovated Leesburg house is situated 1.2 kilometres from the historic downtown area, providing easy access to shops, restaurants, and historical sites.
The two-bedroom, two-bathroom property sleeps four guests and boasts a modern gourmet kitchen, in-home washer/dryer, dedicated parking, and a private backyard.
Cosy Studio On An Organic Farm, Pet Friendly! Just Minutes From Middleburg. - Leesburg, VA
9.8 25 reviews
Leesburg, VA
08/07 – 09/07
A$378/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.
Historic And Updated Farmhouse Built In 1808 - Leesburg, VA
10 151 reviews
Leesburg, VA
17/07 – 19/07
A$504/nightTotal: A$1008 (2 )

Historic And Updated Farmhouse Built In 1808

2 3
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.
Salamander Resort And Spa - Leesburg, VA
Leesburg, VA
08/07 – 09/07
A$1050/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.

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?

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

    For a taste of local fare, head to The Red Fox Inn or Market Street Restaurant. They both offer delicious dishes made with fresh, local ingredients.
  • 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 runs for over 45 km and passes through some beautiful countryside.
  • What are the best rentals or Airbnbs with a jacuzzi in Leesburg, VA?

    The best holiday 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, 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

Cottage With Furnished Patio And Garden Dtwn Leesburg - Leesburg, VA
Leesburg, VA
01/10 – 04/10
A$819/nightTotal: A$2457 (3 )

Cottage With Furnished Patio And Garden Dtwn Leesburg

3 4
house , Leesburg
This Leesburg cottage is conveniently located 21km from Washington Dulles International Airport, 34km from the Dulles Expo Conference Centre, and 48km from Manassas National Battlefield Park and Marymount University, offering easy access to downtown Leesburg's shops and restaurants.
The 146 square metre property boasts three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, garden, spa, fitness centre, parking, free Wi-Fi, and a furnished patio ideal for al fresco dining.
Cottage On King | Charming Historic Leesburg Home - Leesburg, VA
9.7 463 reviews
Leesburg, VA
08/07 – 09/07
A$804/nightfor 1 night

Cottage On King | Charming Historic Leesburg Home

2 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.
Dream Dome Getaway Near Leesburg - Leesburg, VA
8.1 13 reviews
Leesburg, VA
08/07 – 09/07
A$394/nightfor 1 night

Dream Dome Getaway Near Leesburg

1 2
tent , Leesburg
The 'Dream Dome Getaway Near Leesburg' luxury glamping unit is situated near Leesburg, Virginia, 26km from Washington Dulles International Airport and 39km from the Dulles Expo Conference Centre.
This 29 square metre dwelling boasts a double bedroom, bathroom, and private hot tub, accommodating two guests and offering amenities including Wi-Fi, air conditioning, and a terrace; a complimentary American breakfast is provided.
Ashburn 4-br Homestay / Close To Dulles & Metro - Leesburg, VA
9.6 9 reviews
Leesburg, VA
20/07 – 24/07
A$903/nightTotal: A$3612 (4 )

Ashburn 4-br Homestay / Close To Dulles & Metro

4 7
apartment , Moorefield Station
This four-bedroom Moorefield Station house, sleeping seven, is conveniently located within 5km of Lost Rhino Brewing Company, Ashburn Ice House, and Brambleton Regional Park Golf Course, with further attractions such as the 1757 Golf Club and Ashburn Park within 10km.
The 266 square metre property boasts four bathrooms, a fully equipped kitchen with dishwasher, a fireplace, balcony, garden, parking, and is within a 14-minute walk of Ashburn Metro Station.

Best pet friendly Leesburg, VA holiday rentals

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

Beautiful 3 Br 2 Bath Private Main-first Floor With Ac Heat In Leesburg, Va - Leesburg, VA
10 2 reviews
Leesburg, VA
20/07 – 24/07
A$576/nightTotal: A$2304 (4 )

Beautiful 3 Br 2 Bath Private Main-first Floor With Ac Heat In Leesburg, Va

3 7
apartment , Brambleton
This Brambleton flat is located in Leesburg, providing convenient access to Fleetwood Farm Winery, Brambleton Regional Park Golf Course (approximately 3.5 kilometres away), One Loudoun, and Village at Leesburg, with Panther Family Fun Center and Ashburn Ice House also nearby.
This dwelling offers three bedrooms accommodating up to eight guests, featuring two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, and climate control, with the main floor of the home available for exclusive use.
The Hound's House At Stable & Vine - Leesburg, VA
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.
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
A$808/nightTotal: A$3232 (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.
Walk To Leesburg Historic District: Family Retreat - Leesburg, VA
10 5 reviews
Leesburg, VA
25/06 – 28/06
A$619/nightTotal: A$1857 (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.
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