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Leesburg, VA accommodations
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64 Lodgings in Leesburg, VA

Our Favorite Family-Friendly Accommodations in Leesburg, VA

Discover kid-friendly lodgings in Leesburg, VA that keep city attractions within easy reach, ensuring everyone stays comfortable.

Expansive Villa W/ Hot Tub, Fire Pit - Leesburg, VA
8.0 2 reviews
Leesburg, VA
07/20 – 07/24
$1467/nighttotal: $5868 (4 )

Expansive Villa W/ Hot Tub, Fire Pit

8 7
apartment , Purcellville
This expansive Virginia estate, located in Purcellville, offers breathtaking Blue Ridge Mountain views and is conveniently situated near the Round Hill Arts Center and Lovettsville Historical Society and Museum.
This 6,000-square-foot house features eight bedrooms, five bathrooms, and accommodates up to 22 guests, boasting amenities such as a home theater, hot tub, fire pit, pool table, and backyard grill.
'Thomson Farm' Classic Home < 10 Mi To Vineyards! - Leesburg, VA
9.8 64 reviews
Leesburg, VA
06/21 – 06/27
$1702/nighttotal: $10212 (6 )

'Thomson Farm' Classic Home < 10 Mi To Vineyards!

7 2
house , Leesburg
This classic home is located in Leesburg, Virginia, just under 10 miles from local vineyards and 17 miles from Washington Dulles International Airport. The property has received excellent ratings for user experience, location, and cleanliness.
The 7-bedroom, 7-bathroom house spans 3,000 square feet and comfortably accommodates 14 guests. The home features a fully equipped kitchen, free Wi-Fi, air conditioning, a relaxing garden, a spa, and parking.
Morrisonville Manor W/ Fire Pit & Hot Tub! - Leesburg, VA
10 40 reviews
Leesburg, VA
07/20 – 07/24
$744/nighttotal: $2976 (4 )

Morrisonville Manor W/ Fire Pit & Hot Tub!

4 7
apartment , Lovettsville
This family-friendly vacation home is located in Lovettsville, just a short distance from Catoctin Valley and within a 10-minute drive of several wineries and the Lovettsville Historical Society and Museum. The property has received excellent user ratings, making it a popular choice for travelers. This spacious rental offers 3650 square feet of living space and comfortably accommodates up to 10 guests. Amenities include a fully equipped kitchen, multiple bathrooms, a relaxing spa tub, and laundry facilities, providing everything you need for a comfortable and enjoyable stay.
Lansdowne Resort And Spa - Leesburg, VA
8.8 2012 reviews
Leesburg, VA
07/20 – 07/24
$719/nighttotal: $2876 (4 )

Lansdowne Resort And Spa

2 7
resort , Lansdowne
Lansdowne Resort and Spa is located in Leesburg, Virginia, just a short drive from the Leesburg Corner Premium Outlets and Dry Mill Vineyard & Winery. This resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The resort offers a variety of accommodations, including rooms and suites. Guests can enjoy a range of amenities, activities, and features, including a golf course, spa, swimming pool, fitness center, restaurants, bars, tennis courts, and more.

Best Leesburg, VA lodging with a pool

Among the 64 accommodations in Leesburg, VA, here are the 4 best ones with a pool

Sunny Cabin Getaway | Pets Welcome | Near Wineries - Leesburg, VA
10 14 reviews
Leesburg, VA
10/12 – 10/18
$999/nighttotal: $5994 (6 )

Sunny Cabin Getaway | Pets Welcome | Near Wineries

1 2
apartment , Hamilton
This Scottish-themed home is located in Loudoun County, Virginia, just minutes from historic Waterford and an hour from Washington, D.C., offering easy access to wineries and other attractions. The secluded countryside setting provides a peaceful retreat amidst nature.
This four-bedroom, two-bathroom house comfortably accommodates up to eight guests. Enjoy features like a private pool, a fenced-in backyard, a spring-fed pond, a creek, footbridges, and a gazebo.
The Manor At Hedgewood - Leesburg, VA
Leesburg, VA
07/20 – 07/24
$1355/nighttotal: $5420 (4 )

The Manor At Hedgewood

8 7
gîte , Purcellville
This historic gîte is located in Lincoln, Virginia, within Loudoun County, offering a rural escape just a short drive from Purcellville.
This expansive 50-acre estate sleeps 16 guests and features 8 bedrooms, 5 bathrooms, a private swimming pool, a farm pond, and access to both a main house with Federal-style architecture and a carriage house, all equipped with air conditioning and a full kitchen.
French Country Estate On Scenic Lincoln Rd Just 5 Miles South Of Purcellville. - Leesburg, VA
10 19 reviews
Leesburg, VA
07/20 – 07/24
$1227/nighttotal: $4908 (4 )

French Country Estate On Scenic Lincoln Rd Just 5 Miles South Of Purcellville.

1 7
apartment , Purcellville
This charming vacation rental is situated in Purcellville, Virginia, just a short drive from wineries, breweries, and the scenic W&OD Trail. It has received excellent ratings for location, cleanliness, and overall user experience.
The 5,010 square foot home comfortably accommodates up to 10 guests in its four bedrooms. This luxurious retreat features a private pool, a jacuzzi, a spacious terrace, and a well-equipped kitchen with modern appliances.
The Cottage At Firefly Cellars, Cozy Getaway In Loudoun Wine Country! - Leesburg, VA
9.8 18 reviews
Leesburg, VA
10/12 – 10/18
$310/nighttotal: $1860 (6 )

The Cottage At Firefly Cellars, Cozy Getaway In Loudoun Wine Country!

1 2
cottage , Hamilton
The Firefly Cellars Cottage is a Hamilton, Virginia getaway near Morven Park and the Tally Ho Theatre, offering easy access to Purcellville's attractions including the Purcellville Skating Rink and Lost Rhino Brewing Company.
This one-bedroom, one-bathroom vacation rental sleeps two guests and features a modern open-concept kitchen, a spacious great room with 18-foot ceilings, a private pool (open May-October), a hot tub, and a fire pit.

Frequently Asked Questions about accommodations in Leesburg, VA

  • What are the top attractions and must-see sites in Leesburg, VA?

    Leesburg is full of charm! You'll want to visit the historic downtown, with shops and restaurants along King Street. The Oatlands Plantation is a must-see, with its beautiful gardens and historic home. And for a fun day out, check out the Morven Park, with its museum and grounds.
  • What are the best accommodations in Leesburg, VA?

  • Which cultural festivals and seasonal events should visitors attend in Leesburg, VA?

    Leesburg has something for everyone! The Leesburg Spring Festival in April is a great time to visit, with arts and crafts, food, and live music. The Loudoun County Fair in August is a classic with rides, games, and farm animals. And if you are here in December, check out the Christmas in Leesburg celebration with the tree lighting and holiday events.
  • What are the best accommodations with a pool in Leesburg, VA?

  • What are the most convenient modes of transportation within Leesburg, VA?

    Leesburg is easy to get around! You can walk or bike in the downtown area. If you want to explore further, you can hop on the Loudoun County Transit bus system. And for a more scenic ride, you can take a taxi or ride-sharing service.
  • What are the best accommodations with a jacuzzi in Leesburg, VA?

  • What outdoor activities and adventures are popular in and around Leesburg, VA?

    Leesburg is a great place for outdoor adventures! The W&OD Trail is a popular spot for biking, walking, and running. You can also go hiking at the Catoctin Mountain Park or explore the many wineries and breweries in the area.
  • What are the best accommodations for families and kids in Leesburg, VA?

    The best accommodations for families and kids in Leesburg, VA are Homewood Suites By Hilton Leesburg, Best Western Leesburg and Cottage On King | Charming Historic Leesburg Home.

  • What types of accommodations are available in Leesburg, VA?

    Leesburg has a variety of accommodations to suit every taste and budget! You can find everything from charming bed and breakfasts to upscale hotels and vacation rentals. There are also plenty of options for families and groups.
  • What are the best pet friendly accommodations in Leesburg, VA?

  • When is the best time to visit Leesburg, VA?

    The best time to visit Leesburg depends on your interests! Spring and fall are beautiful times to visit with mild weather and vibrant foliage. If you are looking for festivals and events, summer is a great time to visit. And if you want to experience the holiday season, December is a magical time to be in Leesburg.
  • What are the best accommodations with parking in Leesburg, VA?

  • What local dishes and culinary experiences are a must-try in Leesburg, VA?

    Leesburg has a thriving food scene! Be sure to try the local farm-to-table cuisine. The Market at One Loudoun is a great place to sample local produce and artisanal goods. And don't forget to indulge in a delicious meal at one of the many restaurants in the downtown area.
  • In which part of Leesburg, VA should you consider renting accommodation?

    The best place to stay depends on your preferences! If you want to be close to the action, the downtown area is a great option. If you prefer a quieter setting, consider staying in the Leesburg Historic District or the South Street Village area.

Destinations nearby

Best Leesburg, VA accommodation with a garden

Walk To Leesburg Historic District: Family Retreat - Leesburg, VA
10 5 reviews
Leesburg, VA
06/25 – 06/28
$435/nighttotal: $1305 (3 )

Walk To Leesburg Historic District: Family Retreat

3 2
apartment , Leesburg
This Leesburg vacation rental is located in the Wine Country, a short walk from downtown's shops, wine bars, breweries, restaurants, and historic sites, and close to Morven Park's vineyards and equestrian events.
This 3-bedroom, 2-bathroom house accommodates up to 6 guests, offering a fenced backyard, a home office, a well-equipped kitchen with a Keurig, free WiFi, central heating and A/C, and step-free entry.
Updated And Cozy Farmhouse - Leesburg, VA
9.9 72 reviews
Leesburg, VA
10/18 – 10/23
$287/nighttotal: $1435 (5 )

Updated And Cozy Farmhouse

2 2
apartment , Leesburg
Stay in this historic 1808 federal-style home in the heart of Loudoun County, just steps from Oatlands Historic House & Gardens. It has excellent user, location, and cleanliness ratings.
This restored 2-bedroom, 1-bathroom home accommodates four adults comfortably and features original oak hardwood floors, built-in bookshelves, and a fully-equipped kitchen with marble counters and stainless steel appliances. It offers a private porch, a charming garden, and various activities for entertainment.
Manor House On 15 Acres With Hot Tub & Fire Pit - Leesburg, VA
9.4 19 reviews
Leesburg, VA
07/20 – 07/24
$1325/nighttotal: $5300 (4 )

Manor House On 15 Acres With Hot Tub & Fire Pit

1 7
apartment , Purcellville
This spacious Virginia estate, near Purcellville, offers easy access to numerous wineries like Barns at Hamilton Station Vineyards and Bluemont Vineyard, all within a 30-minute drive, and is approximately 30 minutes from Dulles International Airport (IAD).
This 6,000-square-foot home boasts eight bedrooms, five bathrooms, and accommodates up to 22 guests, featuring a home theater, hot tub, fire pit, pool table, and backyard grill, alongside 15 serene acres with Blue Ridge Mountain views.
Historic And Updated Farmhouse Built In 1808 - Leesburg, VA
10 151 reviews
Leesburg, VA
10/18 – 10/23
$268/nighttotal: $1340 (5 )

Historic And Updated Farmhouse Built In 1808

2 2
apartment , Leesburg
This family-friendly vacation home is located in a peaceful rural setting just a short drive from Leesburg, within easy reach of historic sites like Oatlands Historic House and Gardens and the Catoctin Valley. The house has consistently received excellent ratings from previous guests, indicating a high level of satisfaction with the property.
This 1400 square foot rental offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a garden with barbecue grills, perfect for relaxing evenings or outdoor dining.

Best Leesburg, VA accommodation with a kitchen

Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia - Leesburg, VA
Leesburg, VA
10/18 – 10/23
$269/nighttotal: $1345 (5 )

Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia

1 2
chalet , Leesburg
This secluded dome is located in Leesburg's city center, offering proximity to the wine region and downtown Leesburg, with Tally Ho Theatre and Waddell Art Gallery just minutes away.
This dome accommodates 2 guests and features 1 bedroom, 1 bathroom, a fridge, air conditioning, WiFi, a Jacuzzi, and an outdoor fire pit, with swimming, mountain climbing, and hiking opportunities nearby.
Cottage W/ Furnished Patio & Garden: Dtwn Leesburg - Leesburg, VA
10 16 reviews
Leesburg, VA
06/25 – 06/28
$453/nighttotal: $1359 (3 )

Cottage W/ Furnished Patio & Garden: Dtwn Leesburg

3 2
cottage , Leesburg
This Leesburg cottage offers a walkable location to downtown Leesburg shops and Morven Park.
The three-bedroom, one-bathroom house sleeps five guests and features a fully equipped kitchen, free WiFi, washer/dryer, keyless entry, and a dreamy garden with a furnished patio.
Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia - Leesburg, VA
Leesburg, VA
10/15 – 10/23
$289/nighttotal: $2312 (8 )

Breathtaking Dome With Spectacular Interior And Exterior In Leesburg, Virginia

1 2
house , Leesburg
This unique dome home in Leesburg, Virginia, offers a distinctive stay 23 miles from the Dulles Expo Conference Center and 16 miles from Washington Dulles International Airport.
This accommodation features a fully equipped kitchen, a hot tub, a patio with an outdoor fireplace, and a mini-market on-site, with cycling and garden activities available nearby for up to two guests.
Luxury Private Estate With 6 Bedrooms In Leesburg - Leesburg, VA
9.8 158 reviews
Leesburg, VA
07/20 – 07/24
$826/nighttotal: $3304 (4 )

Luxury Private Estate With 6 Bedrooms In Leesburg

6 7
house , Leesburg
This luxurious 6-bedroom estate is located in Leesburg, Virginia, just 2 miles from Stone Tower Winery and close to other local wineries, breweries, and historic estates. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious home has 4 bathrooms and can accommodate up to 12 guests. The estate features a large kitchen with high-end appliances, a private living room with a balcony, a covered porch with a hot tub, a fire pit, and a fitness center.
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