Search vacation rental in Leesburg, VA from 100+ sites!

97 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Leesburg, VA vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Leesburg, VA

Discover Central Vacation Rentals in Leesburg, VA

These downtown Leesburg, VA vacation rentals put you near top restaurants, sights, and transit. Enjoy the heart of the city action.

Downtown 1 Br Condo Steps To Everything - Leesburg, VA
9.9 281 reviews

Downtown 1 Br Condo Steps To Everything

apartment, Leesburg
This Leesburg apartment is located just one block from King Street, offering easy access to shops, restaurants, and entertainment while still providing a quiet retreat. The apartment has earned excellent ratings for location, cleanliness, and user experience, making it a great choice for travelers.
The one-bedroom apartment comfortably accommodates two guests and includes a fully equipped kitchen, a private balcony, and a washer and dryer. Amenities include high-speed internet, reserved off-street parking, and a keypad lock for secure access.
Cottage W/ Furnished Patio & Garden: Dtwn Leesburg - Leesburg, VA
9.0 1 review

Cottage W/ Furnished Patio & Garden: Dtwn Leesburg

house, Leesburg
This Leesburg cottage, located 13 miles from Washington Dulles International Airport, 21 miles from the Dulles Expo Conference Center, and 30 miles from Manassas National Battlefield Park, offers convenient access to major attractions. This 1,570-square-foot house features three bedrooms, two bathrooms, sleeps five guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, a private spa, fitness center, and a furnished patio and garden.
Historic Home In The Heart Of Downtown Leesburg! - Leesburg, VA
9.9 118 reviews

Historic Home In The Heart Of Downtown Leesburg!

apartment, Leesburg
This charming Leesburg home is located in the heart of downtown, just steps from breweries, restaurants, shops, and antique stores. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
This historic house offers one bedroom, one bathroom, and can comfortably accommodate up to six guests. The fully equipped kitchen, spacious backyard, and modern amenities like high-speed internet and air conditioning ensure a comfortable and enjoyable stay.
Downtown Leesburg Cottage.  Walk To Everything! - Leesburg, VA
10 211 reviews

Downtown Leesburg Cottage. Walk To Everything!

apartment, Leesburg
This Leesburg apartment is located in the heart of Downtown, directly across from Mom's Apple Pie and within walking distance of restaurants, shops, breweries, and the W&OD Trail. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The rental features a spacious living area, perfect for families or groups of friends, and can accommodate up to 4 guests. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a washer and dryer in the basement.

Best Leesburg, VA vacation rentals with air conditioning

Rocky Vines Wine Country Retreat W/ Fire Pit - Leesburg, VA
10 3 reviews

Rocky Vines Wine Country Retreat W/ Fire Pit

apartment, Leesburg
This Leesburg apartment is conveniently located 27 miles from Dulles Expo Conference Center and 31 miles from Manassas National Battlefield Park, offering easy access to both attractions and the surrounding wine country. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The one-bedroom rental is 950 square feet and accommodates up to two guests. Amenities include a fully equipped kitchen, free Wi-Fi, cable TV, and a sauna, ensuring a comfortable and enjoyable stay.
Stylish Studio With Kitchenette - Leesburg, VA
10 1 review

Stylish Studio With Kitchenette

studio, Countryside
This private, stylish basement suite in Sterling offers convenient access to major highways, shopping, and Dulles Airport, with Waddell Art Gallery located nearby.
This studio features a wood-burning fireplace, a refreshed kitchenette, a recently updated bathroom, and accommodates up to two guests, with access to community pools, walking trails, and tennis courts, and is close to Algonkian Regional Park and Dulles Sportsplex.
Retreat In Historic Downtown Leesburg - Walkable To Everything! - Leesburg, VA
10 24 reviews

Retreat In Historic Downtown Leesburg - Walkable To Everything!

apartment, Leesburg
This Leesburg apartment rental is located in the downtown area, within walking distance of shops, restaurants, and attractions like the Dodona Manor and Tally Ho Theatre.
The three-bedroom, two-bathroom unit sleeps six guests and features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus air conditioning, a garden, and internet access; nearby recreational options include Westpark Golf Club and Lost Rhino Brewing Company.
The Cottage At Forest Hills Farm - Leesburg, VA
9.8 405 reviews

The Cottage At Forest Hills Farm

apartment, Leesburg
This charming cottage sits on a 14-acre farm just outside of downtown Leesburg, offering a peaceful escape with easy access to local vineyards and the town's attractions. Guests rave about the excellent location, cleanliness, and overall experience, making it a popular choice for Leesburg visitors.
The cottage features a comfortable bedroom, living area, and a quaint window seat, comfortably accommodating up to 3 guests. Enjoy the unique farm setting with donkeys, mules, Long Horn cows, goats, chickens, and cats, along with amenities like a fire pit, tree swings, and an outdoor table near the chickens.

Frequently Asked Questions about vacation rentals in Leesburg, VA

  • What are the top family-friendly attractions in Leesburg, VA?

    The Leesburg Community Pool is a great place to cool off on a hot day, and the Leesburg Branch of the Loudoun County Public Library offers a variety of programs for kids. The Leesburg Farmers Market is also a fun place to visit with kids, as they can see where their food comes from.
  • What are the best Airbnb and vacation 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 during the shoulder seasons, which are spring and fall. The weather is mild, and the crowds are smaller. You can also find better deals on rentals during these times.
  • 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 Park, which is a beautiful park with walking trails and a playground. The Leesburg Museum of Art is also free to enter, and it features a variety of rotating exhibits. If you're looking for a good workout, Leesburg has several hiking trails, like the W&OD Trail, which is a popular trail for walkers, runners, and cyclists.
  • What are the best vacation rentals with a pool in Leesburg, VA?

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

    If you're looking for local dishes, The Market Salamander is a great option. They have a menu that changes seasonally, and they use fresh, local ingredients. The Tuscarora Mill is also a popular choice, and they have a variety of American dishes, including some with a Southern twist.
  • 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's a paved trail that runs for over 45 miles, and it's perfect for a leisurely stroll or a more challenging bike ride. The Leesburg Bikeway is another great option for cycling, and it runs through the town's historic district.
  • What are the best rentals or Airbnbs with a jacuzzi in Leesburg, VA?

    The best vacation 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, many of Leesburg's parks are pet-friendly, including Leesburg Park, and Morven Park. The W&OD Trail is also pet-friendly, so you can bring your furry friend for a walk or bike ride.
  • What are the benefits of choosing a vacation rental in Leesburg, VA?

    Vacation rentals offer more space and privacy than a hotel room. You can also often find rentals with amenities that aren't available in hotels, like a kitchen or laundry facilities. Vacation rentals are also often located in more residential areas, which can give you a more authentic experience of the city.
  • What are the top sports attractions and facilities in Leesburg, VA?

    Leesburg has a variety of sports facilities, including the Leesburg Community Pool, Leesburg Park, and Morven Park. The Leesburg Golf Club is also a popular choice for golfers.

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Leesburg, VA

Enjoy a Leesburg, VA vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Indulge In Elegance: 7 Br Manor In Historic Waterford - Leesburg, VA
9.8 9 reviews

Indulge In Elegance: 7 Br Manor In Historic Waterford

apartment, Leesburg
Hampton Hill Manor, a six-bedroom vacation home in Waterford, Loudoun County, Virginia, offers easy access to Leesburg's attractions like the Leesburg Corner Premium Outlets and wineries in the Purcellville area.
This luxurious 6-bedroom, 8-bathroom rental boasts a gourmet kitchen, multiple outdoor sitting areas, a pool, and accommodates up to 20 guests, providing access to concierge services and proximity to skiing and sledding opportunities.
Lansdowne Resort And Spa - Leesburg, VA
8.9 1379 reviews

Lansdowne Resort And Spa

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.
Lansdowne Resort And Spa - Leesburg, VA
No reviews

Lansdowne Resort And Spa

resort, Lansdowne
The Lansdowne Resort and Spa is located one kilometer from Lansdowne's town center, conveniently near The Golf Club at Lansdowne, Elizabeth Mills Riverfront Park, Kephart Bridge Landing, and the Renwick Gallery.
This pet-friendly hotel boasts a spa, fitness center, indoor and outdoor pools, a water park, and numerous other amenities including tennis courts, a restaurant and bar, and business facilities.
Luxury Private Estate Mins To Winery /Brewery - Leesburg, VA
9.6 7 reviews

Luxury Private Estate Mins To Winery /Brewery

apartment, Leesburg
This six-bedroom Leesburg vacation home is centrally located, less than half a mile from Catoctin Valley and three miles from Stone Tower Winery, offering easy access to outdoor recreation and wine tasting.
This 3000-square-foot property boasts a fully equipped kitchen, jacuzzi, fireplace, and accommodates up to 12 guests, with amenities including a balcony, garden, and free Wi-Fi.

Choose the Right Family-Friendly Vacation Rentals in Leesburg, VA

These kid-friendly vacation rentals in Leesburg, VA keep you close to top city attractions for a stress-free family vacation.

Stylish 2br In Historic Leesburg | Patio, Fire Pit, Parking + Walk Everywhere - Leesburg, VA
No reviews

Stylish 2br In Historic Leesburg | Patio, Fire Pit, Parking + Walk Everywhere

apartment, Leesburg
This recently updated duplex apartment is located at the corner of North and King Streets in Leesburg's historic district, just steps from downtown shops, restaurants, and the Tally Ho Theater.
This 930 sq ft rental accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen, air conditioning, a private patio with a gas fire pit, and off-street parking for 2 vehicles, offering convenient access to local wineries, breweries, and outdoor activities.
Leesburg Hideaway- King Bed + Private Backyard - Leesburg, VA
10 36 reviews

Leesburg Hideaway- King Bed + Private Backyard

apartment, Leesburg
This charming bungalow in Leesburg is just a short drive from the historic district and close to the W&OD Bike Trail, offering easy access to shops, restaurants, and outdoor activities. The apartment has received excellent ratings from previous guests, making it a popular choice for travelers.
This cozy home has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include air conditioning, internet, parking, and the option to bring pets. Enjoy exploring the nearby attractions like Birkby House, Morven Park, breweries, wineries, Rust Manor, and the Museum of Hounds and Hunting.
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia - Leesburg, VA
9.8 66 reviews

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

apartment, Leesburg
Little Oatlands is a historic estate located in the Virginia hunt country, just a 30-minute drive from Dulles International Airport and an hour from Washington, D.C. It offers sweeping views of the countryside and is rated excellent by previous guests.
This 6-bedroom, 6-bathroom house spans 4,600 square feet and can accommodate up to 11 guests. It features a swimming pool, jacuzzi, tennis court, and award-winning gardens, perfect for relaxing and enjoying the natural beauty of the area.
Ashburn Manor: 1920s Farmhouse - Leesburg, VA
10 124 reviews

Ashburn Manor: 1920s Farmhouse

apartment, Ashburn
This renovated farmhouse is located in a quiet area of old Ashburn, just a short walk from shops and restaurants, and within easy reach of Dulles Airport, the metro, and the W&OD bike trail. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers. This charming home features three bedrooms, comfortably accommodating up to six guests. Enjoy modern amenities including a fully equipped kitchen, two bathrooms, a dedicated workspace, a garden, and a fitness center, all while taking advantage of the peaceful surroundings and convenient location.

Best Leesburg, VA vacation rentals with parking

Cozy Haven Cottage - Wedding And Winery Retreat - Leesburg, VA
10 10 reviews

Cozy Haven Cottage - Wedding And Winery Retreat

apartment, Hamilton
Vinegar Hill Cottage In Historic Downtown Leesburg - Leesburg, VA
9.9 99 reviews

Vinegar Hill Cottage In Historic Downtown Leesburg

apartment, Leesburg
Near Shops, Eats & Trails: Loudon County Apt! - Leesburg, VA
No reviews

Near Shops, Eats & Trails: Loudon County Apt!

apartment, Hamilton
Cosy One  Bedroom Apartment In Leesburg - Leesburg, VA
9.8 25 reviews

Cosy One Bedroom Apartment In Leesburg

apartment, Leesburg

Our Favorite 5-Star Vacation Rentals in Leesburg, VA

Discover ultimate relaxation in a luxury Leesburg, VA vacation rental, where comfort meets a central, prime location.

Historic Leesburg Location With So Much More! - Leesburg, VA
10 505 reviews

Historic Leesburg Location With So Much More!

apartment, Leesburg

Top-Rated Pet-Friendly Vacation Rentals in Leesburg, VA

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Leesburg, VA are steps away from dog parks and city walks.

Romantic Treehouse Stay In The Sky - Leesburg, VA
10 1 review

Romantic Treehouse Stay In The Sky

cabin, Lovettsville
Bear Mountain Cottage - Leesburg, VA
10 22 reviews

Bear Mountain Cottage

cottage, Leesburg
The Waterford Manor - Leesburg, VA
10 13 reviews

The Waterford Manor

apartment, Hamilton
Town And Country Getaway (Md-dc-va) - Leesburg, VA
10 23 reviews

Town And Country Getaway (Md-dc-va)

cabin, Poolesville

Search Vacation Rentals with Swimming Pool in Leesburg, VA

A Leesburg, VA vacation rental with a pool ensures a refreshing swim in the heart of the city is always an option.

King Room Near Fannys Garden Lees - Leesburg, VA
No reviews

King Room Near Fannys Garden Lees

apartment, Lansdowne
King Room Near Fannys Garden Lees - Leesburg, VA
No reviews

King Room Near Fannys Garden Lees

apartment, Lansdowne
*Cottage @ Firefly Cellars* Va Wine Country Escape - Leesburg, VA
9.9 423 reviews

*Cottage @ Firefly Cellars* Va Wine Country Escape

apartment, Hamilton

Explore Vacation Rentals with Jacuzzi in Leesburg, VA

These Leesburg, VA city rentals feature private hot tubs, providing the perfect sanctuary after a day of urban exploration.

New! Private Home W/hottub - Leesburg, VA
9.7 117 reviews

New! Private Home W/hottub

apartment, Leesburg
©2026 cozycozy.com