Holiday Rentals in Leesburg

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Leesburg holiday rentals
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Leesburg holiday rentals: compare the best deals

Best family friendly Leesburg holiday rentals

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

Thomson Farm Classic Home Less Than 10 Mi To Vineyards! - Leesburg
9.8 64 reviews
Leesburg
09/04 – 09/06
HK$15500/nighttotal: HK$31000 (2 )

Thomson Farm Classic Home Less Than 10 Mi To Vineyards!

7 4
house , Leesburg
This seven-bedroom house is located in Leesburg, Virginia, just a short drive from local vineyards, Dulles Expo Conference Center, and Manassas National Battlefield Park. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The spacious house spans 279 square metres and comfortably accommodates up to 14 guests. It offers a fully equipped kitchen, a relaxing garden, a spa, a terrace, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Retreat In Downtown Leesburg - Leesburg
9.9 86 reviews
Leesburg
10/01 – 10/04
HK$5392/nighttotal: HK$16176 (3 )

Retreat In Downtown Leesburg

1 4
apartment , Leesburg
This charming, renovated historic house is situated in the heart of downtown Leesburg, within easy walking distance of all shops, restaurants, and attractions. It offers a convenient and central location for exploring the town and surrounding countryside.
The property, which sleeps up to six guests, comprises three bedrooms and two bathrooms. Guests can enjoy modern amenities such as a fully equipped kitchen, air conditioning, and private parking.
Charming Cottage, Walk To Downtown, Porch Swings - Leesburg
9.9 84 reviews
Leesburg
10/01 – 10/04
HK$3626/nighttotal: HK$10878 (3 )

Charming Cottage, Walk To Downtown, Porch Swings

1 4
apartment , Leesburg
This Leesburg cottage is conveniently located in the town centre, offering easy access to Leesburg's shops and restaurants.
The self-catering property sleeps four guests in two bedrooms, one bathroom and boasts a fully equipped kitchen, in-unit laundry, and an electric vehicle charger.
Indulge In Elegance: 7 Br Manor In Historic Waterford - Leesburg
9.8 8 reviews
Leesburg
10/18 – 10/20
HK$22180/nighttotal: HK$44360 (2 )

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.

Best Leesburg holiday rentals with parking

Gastropub On-site Loudoun Wine Country Apartment - Leesburg
Leesburg
06/27 – 07/04
HK$1676/nighttotal: HK$11732 (7 )

Gastropub On-site Loudoun Wine Country Apartment

1 2
apartment , Hamilton
This one-bedroom Hamilton apartment, situated in Loudoun County, Virginia, is conveniently located 31km from Washington Dulles International Airport and within easy reach of Loudoun Wine Country.
The 70 square metre self-catering flat offers free Wi-Fi, private parking, a fully equipped kitchen, and sleeps up to five guests, with an on-site gastropub providing dining options.
Rocky Vines Wine Country Retreat W/ Fire Pit - Leesburg
9.4 6 reviews
Leesburg
06/29 – 07/06
HK$2121/nighttotal: HK$14847 (7 )

Rocky Vines Wine Country Retreat W/ Fire Pit

1 1
apartment , Leesburg
This Leesburg apartment, a 10-minute walk from Catoctin Valley and Temple Hall Farm Regional Park and within 5km of the Potomac River and Lost Creek Winery, offers a peaceful retreat near Leesburg's natural beauty.
This 88 square metre, one-bedroom, one-bathroom flat sleeps two guests and includes a kitchen with a fridge and microwave, a sauna, parking, and essential amenities such as a coffee maker, TV, and iron.
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping - Leesburg
8.8 11 reviews
Leesburg
07/08 – 07/09
HK$2306/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.
Salamander Resort And Spa - Leesburg
9.2 507 reviews
Leesburg
07/08 – 07/09
HK$5676/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.

Frequently asked questions about holiday rentals in Leesburg

  • 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, in spring or autumn. You'll avoid the crowds and the prices will be lower. However, if you want to experience the Leesburg Fall Festival, then booking in the autumn is a must.
  • What are the best Airbnb and vacation rentals in Leesburg?

    Cozyleesburgcottage-private Home Downtown Leesburg, Historic Leesburg Location With So Much More and The Quarters At Belgrove are the most popular Airbnb and vacation rentals in Leesburg among travelers.

  • What events or festivals should visitors check out in and around Leesburg, VA?

    The Leesburg Fall Festival is a popular event, held in October, with live music, food stalls, and craft vendors. The Leesburg Christmas Parade is another great event, held in December, with festive floats and holiday cheer.
  • What are the most popular Airbnbs in Leesburg?

  • What are the best budget-friendly activities in Leesburg, VA?

    A walk along the W&OD Trail is a great way to enjoy the outdoors without spending any money. You can also visit the Leesburg Public Library, which offers free programs and events, or take a stroll through the Leesburg Historic District and admire the architecture.
  • What are the best vacation rentals with a pool in Leesburg?

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

    The Market Restaurant is a popular spot for local cuisine, serving up fresh, seasonal dishes. The Tuscarora Mill Restaurant is another great option, with a menu featuring classic American dishes with a modern twist.
  • What are the best rentals for families and kids in Leesburg?

  • What are the best walking or cycling routes in Leesburg, VA?

    The W&OD Trail is a great option for both walking and cycling, offering scenic views of the countryside. You can also explore the Leesburg Historic District on foot, taking in the charming architecture and gardens.
  • What are the best rentals or Airbnbs with a jacuzzi in Leesburg?

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

    The Leesburg Animal Park is pet-friendly, allowing well-behaved dogs on leash. The W&OD Trail is also a great option for a walk with your dog, offering plenty of space for them to roam.
  • What are the benefits of choosing a vacation rental in Leesburg, VA?

    Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Leesburg, VA?

    The Leesburg Community Center has a swimming pool, fitness center, and tennis courts. The Leesburg Golf and Country Club offers a challenging 18-hole golf course, and the Loudoun County Fairgrounds hosts a variety of sporting events throughout the year.

Destinations nearby

Best Leesburg holiday rentals with a balcony

Cottage On King | Charming Historic Leesburg Home - Leesburg
9.7 463 reviews
Leesburg
09/04 – 09/06
HK$5784/nighttotal: HK$11568 (2 )

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.
Still Meadow Farm - Leesburg
10 2 reviews
Leesburg
07/08 – 07/09
HK$10439/nightfor 1 night

Still Meadow Farm

3 2
apartment , Purcellville
This renovated French Country estate in Purcellville, Loudoun County, offers a tranquil countryside escape approximately 24 kilometres from Middleburg and Leesburg, adjacent to Still Meadow Venue with a guarantee of no events during your stay.
This spacious 325 square meter apartment accommodates up to 10 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with Cafe appliances, a dedicated lounge, a sunroom, high-speed internet, air conditioning, and laundry facilities, set on expansive private land with garden access.
Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia - Leesburg
Leesburg
10/18 – 10/20
HK$2461/nighttotal: HK$4922 (2 )

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.
Mosbeydistrict: Cozy Townhome Near Dc - Leesburg
9.6 54 reviews
Leesburg
06/30 – 07/27
HK$2837/nighttotal: HK$76599 (27 )

Mosbeydistrict: Cozy Townhome Near Dc

3 4
apartment , Countryside
This charming countryside retreat is situated in Sterling, Virginia, just 2km from both Cookology Recreational Culinary School and Dulles Town Center, offering easy access to local attractions and amenities. The property consistently receives excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
This 3-bedroom, 119 square metre property provides ample space for families or groups. Guests can enjoy a private pool, valet parking, a fully equipped kitchen, a washing machine, two bathrooms, a dining area, a balcony, a garden, and parking.

Best pet friendly Leesburg holiday rentals

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

Walk To Leesburg Historic District: Family Retreat - Leesburg
10 2 reviews
Leesburg
06/27 – 07/04
HK$3772/nighttotal: HK$26404 (7 )

Walk To Leesburg Historic District: Family Retreat

3 2
apartment , Leesburg
This apartment is located in Leesburg, a short walk from Catoctin Valley and a 3-minute drive from Tally Ho Theatre.
This 111 square meter flat offers 3 bedrooms and 2 bathrooms, accommodating up to 6 guests with a private garden, terrace, and full kitchen facilities.
Gorgeous, Wooded 3 Acre Estate -5 Bed/4  Bath-leesburg/brambleton/aldie Area - Leesburg
9.8 145 reviews
Leesburg
07/20 – 07/24
HK$4449/nighttotal: HK$17796 (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.
1 Bedroom Basement Apartment With Private Entrance - Leesburg
9.5 56 reviews
Leesburg
09/04 – 09/06
HK$1567/nighttotal: HK$3134 (2 )

1 Bedroom Basement Apartment With Private Entrance

1 4
house , Leesburg
This Leesburg house, perfect for families, offers pet-friendly accommodation with internet access and parking, sleeping up to five guests.
The property includes a kitchen equipped with a fridge, freezer, and microwave, one bathroom, and air conditioning; further details regarding its precise location within Leesburg and specific interior features are unavailable.
Gannonheights: Work-friendly & 40 Mins To Dc - Leesburg
9.4 38 reviews
Leesburg
06/27 – 07/27
HK$2135/nighttotal: HK$64050 (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.
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