Leesburg vacation rentals

We found 834 vacation rentals — enter your dates for availability

Select from 34 homes, 10 cottages, and other vacation rentals in Leesburg to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you need and want for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Leesburg

Showing deals for:Jul 3 - Jul 10

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Find out more about Leesburg

Why visit Leesburg

  • Historic charm: Discover Leesburg's rich history through its well-preserved historic houses and landmarks.
  • Outdoor activities: Enjoy urban parks and scenic views, perfect for families and outdoor enthusiasts.
  • Family-friendly attractions: Experience a variety of attractions that cater to visitors of all ages.
  • Charming neighborhoods: Explore nearby neighborhoods that offer a relaxing atmosphere and friendly locals.
  • Diverse accommodations: Choose from private vacation homes, cozy cottages, and modern apartments for your stay.

Popular types of accommodation in Leesburg

If you're considering a getaway to Leesburg, you've picked a fantastic spot. Our most popular accommodation options include houses, charming cottages, and modern apartments. Whether you're searching for a spacious bedroom home, a luxury apartment, or a quaint Windsor Leesburg retreat, we have a variety of listings to suit your needs. Explore our selection of view houses for rent and find the perfect place to unwind during your stay.

  • Houses: These are the top choice for visitors seeking spacious and comfortable living spaces, ideal for families or groups in Leesburg.
  • Cottages: Charming and quaint, cottages provide a cozy getaway, perfect for those looking for a peaceful retreat in nature.
  • Apartments: A convenient option for travelers wanting a home-like atmosphere with easy access to local amenities and attractions.
  • Cabins: Rustic and inviting, cabins offer a unique experience, often nestled in scenic areas for a true escape.
  • Condos: These modern accommodations provide a blend of comfort and luxury, suitable for couples or small families visiting Leesburg.**

Top attractions in Leesburg

Leesburg, Virginia, is an ideal destination for families and outdoor enthusiasts seeking a city-themed vacation. You can explore a variety of attractions, including urban parks, historic houses, and event venues. Whether you're enjoying a day outside or diving into the area's rich history, Leesburg offers a diverse range of experiences that cater to travelers of all ages looking for adventure and fun.

  • Morven Park: This historic house offers a glimpse into the rich cultural heritage of Virginia. Visitors can explore beautifully preserved rooms and lush gardens, immersing themselves in its history and stunning architecture.
  • National Conference Center: A premier event venue, this center is designed for business gatherings and conferences. It features modern facilities, customizable spaces, and a professional atmosphere ideal for networking and collaboration.
  • Oatlands Historic House & Gardens: This enchanting plantation boasts eco-friendly practices and exquisite gardens. Stroll through the picturesque landscapes, enjoy outdoor activities, and appreciate the blend of history and nature.

Things to do recommended for couples

For a romantic getaway in Leesburg, explore the enchanting Stone Tower Winery and Tarara Winery, both offering delightful wine experiences amidst beautiful scenery. Don't miss the Tally Ho Theatre for a fun night of live music, perfect for couples seeking entertainment and a romantic atmosphere.

Things to do recommended for families

Families visiting Leesburg can enjoy the serene vibes at Elizabeth Mills Riverfront Park, engage in fun activities at the Dulles Sportsplex just 10 miles away, and experience thrilling ice skating at the Ashburn Ice House located 8 miles away, perfect for adventure and entertainment.

Things to do recommended for groups

Experience retail therapy at Leesburg Corner Premium Outlets, enjoy a round of golf at The Golf Club at Lansdowne, or embark on an adventure along the Evergreen Mills Equestrian and Hiking Trail for stunning scenery and outdoor fun. Perfect for group travelers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Leesburg

When you're planning a trip—whether it's with a group, family, pets, or for an extended stay—be sure to prioritize your needs while filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Leesburg with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Fortunately, Vrbo offers filters that allow you to refine your search for these options and more.
  • Traveling to Leesburg with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Leesburg: For many families, a vacation isn't truly fulfilling without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly accommodations offer amenities like food bowls and pet beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Leesburg: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Leesburg

Leesburg, Virginia, offers a delightful blend of historical charm and modern family-friendly attractions. Explore the nearby neighborhoods, where scenic views of the Virginia countryside await. Enjoy a relaxing atmosphere with friendly people and discover the best local spots that enhance your vacation experience. Whether you're seeking outdoor adventures or a peaceful getaway, Leesburg and its surroundings provide the perfect backdrop for an unforgettable trip.

  • Ashburn: Located 6 miles from Leesburg, Ashburn is a vibrant city that offers a perfect blend of family-friendly activities and urban experiences. Visitors can explore shopping malls and recreational areas, making it a great spot for both leisure and business. Notable attractions nearby include scenic lakes, a beautiful beach, and the expansive national state park, which provides plenty of opportunities for outdoor adventures such as hiking and picnicking. Ashburn's welcoming atmosphere and modern amenities make it an ideal destination for those looking to enjoy a day trip or a longer stay.
  • Sterling: Situated 10 miles from Leesburg, Sterling is a lively city known for its diverse offerings for families and business travelers alike. The city boasts several shopping centers and recreation facilities, catering to a wide range of interests. Visitors can enjoy local attractions such as a stadium for sports enthusiasts, urban parks for leisurely strolls, and the nearby national state park, perfect for exploring nature. Sterling's convenient location and family-oriented activities make it a delightful stop for tourists looking to experience the charm of Virginia.
  • Herndon: Located 14 miles from Leesburg, Herndon is a bustling city that appeals to families and business professionals. The city features shopping malls and recreational areas that provide ample entertainment for visitors. Attractions in the area include a national state park for outdoor enthusiasts, as well as an event conference venue for those attending business-related activities. With urban parks offering green spaces to unwind, Herndon is a fantastic destination for those looking to enjoy both city life and nature during their vacation.

Best time to go to Leesburg

If you're planning a trip to Leesburg, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.7°F (0.4°C)Light RainMostly SunnyAverageSlightly Low
February36.0°F (2.2°C)Light RainMostly SunnyAverageSlightly Low
March43.5°F (6.4°C)Light RainMostly SunnyAverageSlightly Low
April54.1°F (12.3°C)Light RainMostly SunnySlightly HighAverage
May63.9°F (17.7°C)Light RainMostly SunnyAverageAverage
June72.3°F (22.4°C)Light RainMostly SunnyAverageAverage
July77.7°F (25.4°C)Light RainMostly SunnySlightly HighSlightly High
August75.4°F (24.1°C)Light RainMostly SunnyAverageAverage
September68.7°F (20.4°C)Light RainMostly SunnySlightly HighAverage
October57.4°F (14.1°C)Light RainMostly SunnySlightly LowSlightly High
November45.1°F (7.3°C)Light RainMostly SunnySlightly LowSlightly High
December38.1°F (3.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your upcoming trip? Consider being flexible with your travel dates, as prices can change significantly. Also, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is designed to help you plan your travels, manage your bookings, and keep everything organized in one convenient place. You can create new trips, carry on with your existing plans, or review your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Escape the hustle and bustle

The historic town of Leesburg lies just west of the capital Washington DC along the foothills of the Catoctin Mountain next to the Potomac River. Over the last 30 years, the town has exploded in growth and is now a popular getaway destination for travelers looking for peace and quiet from the hustle and bustle of the big city. The town hosts some impressive festivals and events throughout the year, but you'll need to book up your Leesburg vacation rental quick to avoid disappointment. With several wineries, numerous museums and the opportunity for outdoor pursuits, you'll never be bored in Leesburg.

A place for history buffs

Go back in time at one of the historical attractions near your Leesburg vacation rental. The historic Morven Park is a 1,000-acre estate housing an impressive number of 19th-century horse-drawn carriages and the Museum of Hounds & Hunting. Alternatively, wander through the magnificent English garden and see the country's oldest greenhouse at the Oatlands Plantation. History buffs will be delighted with a tour of Dodona Manor, the former home of George C. Marshall, the Secretary of Defense and Nobel Peace Laureate, where nearly all of the furnishings and artifacts are just as they were when he lived here during the 1950s.

This is wine country

Loudoun County is Virginia's wine country and has dozens of vineyards dotting the pleasant rolling countryside. Its hot summers and cool nights make for ideal grape growing conditions. The best way to experience this rice heritage is along the Wine Trail. Start from your Leesburg vacation rental and drop into several of the wineries to learn about the production, walk through the pretty vineyards and of course, sample some excellent reds and whites. If you happen to be in Leesburg in April, you'll be treated to the colorful annual Flower and Garden festival with award-winning displays and live music.

There's no bad time to visit Leesburg

You can book up a Leesburg vacation rental any time of the year. Though the weather in Virginia is notoriously changeable, the spring is usually bright and sunny. With the flowers in and around the town in full bloom, it's certainly one of the most scenic. The summers can be hot, but the cool breeze coming off the hills nearby keeps the temperature pleasant enough. It's all hands-on-deck in fall when the whole community comes out to the fields to pick the bursting grapes from their vines and winter is cold and snowy, but there are plenty of cozy restaurants to warm up.

A wildlife haven

Don't miss the Rust Sanctuary, a park in the heart of the town. In this diverse habitat, you can spot numerous bird species. It makes up part of the Virginia Birding and Wildlife Trail, a network of areas of outstanding wildlife viewing in the state. Down at the park's pond you can hear the noisy call of green frogs and other amphibians, while the nest boxes maintained by volunteers are a magnet for bluebirds and swallows. Late spring is a particularly good time to visit, with colorful butterflies swopping around the park.

How to get to and around Leesburg

The nearest airport is in Ronald Reagan Washington National Airport (DCA), located 33.5 mi (54 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Washington Dulles Intl. Airport (IAD), which is 12.8 mi (20.6 km) away.

Frequently asked questions

What is the best area to stay in Leesburg, Virginia, United States of America when booking a vacation rental?
When looking for the best area to stay in Leesburg, Virginia, consider the historic downtown neighborhood. This charming area is not only picturesque but also rich in history, featuring beautifully preserved buildings and a vibrant setting. Visitors can enjoy a leisurely stroll along King Street, where you'll find a variety of boutique shops, cafes, and restaurants. A highlight of this neighborhood is the Leesburg Premium Outlets, superb for those who love shopping and seeking great deals.

Another great option is the area surrounding the W&OD Trail, which is ideal for outdoor enthusiasts. This multi-use trail offers scenic views and opportunities for biking, walking, and running. Staying near this trail allows easy access to nature while still being close to the amenities of the town.
How much does it cost to rent a vacation home in Leesburg?
Prices for vacation rentals in Leesburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Leesburg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Leesburg vacation house rentals?
You can find great discounts on house rentals in Leesburg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Leesburg?
In Leesburg, vacation houses are the most popular option, with about 26 available throughout the charming town. These houses typically offer multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also come with outdoor spaces such as patios or gardens, superb for enjoying the pleasant Virginia weather. Additionally, there are around 12 cottages that provide a cozy, rustic feel, often featuring unique decor and proximity to local parks and vineyards. For those seeking a more compact stay, several apartments are accessible, along with a few cabins and villas, each providing various amenities to suit different preferences.
Are there any family house rentals in Leesburg?
In Leesburg, Virginia, there are numerous family-friendly house rentals available—around 27 in total. The town is known for its charming historic district and proximity to scenic attractions. Many of these homes offer spacious living areas, fully equipped kitchens for family meals, and private outdoor spaces, great for children to play. Common amenities include Wi-Fi, air conditioning, and sometimes even game rooms for entertainment.

Visitors will find themselves close to local parks like Ida Lee Park, which features playgrounds, sports facilities, and picnic areas. Additionally, the area is rich in history, with attractions such as the Leesburg Museum and the nearby Loudoun County wineries, providing opportunities for both relaxation and exploration.
Can I rent a vacation home with a pool or hot tub in Leesburg?
In Leesburg, Virginia, there are several vacation homes available for rent that come equipped with pools and hot tubs. This charming town, located in the scenic Loudoun County, offers a variety of properties that cater to travelers seeking relaxation and leisure. Many rentals feature private pools, outdoor spaces for gatherings, and hot tubs, great for unwinding after a day of exploring the area's vineyards and historic sites.

Travelers can expect amenities such as fully equipped kitchens, ample living areas, and outdoor patios or decks, enhancing the overall comfort of their stay.
Can I find long-stay vacation rentals in Leesburg?
A long-stay vacation rental in Leesburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Leesburg?
In Leesburg, Virginia, travelers can find a variety of pet-friendly house rentals, with approximately 27 options available. Many of these properties are situated in neighborhoods that offer a blend of suburban comfort and access to local amenities. Expect to find vacation homes equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces, great for both relaxation and entertaining.

The area is known for its scenic rural landscapes, with some rentals featuring large yards or gardens where pets can roam freely. Additionally, Leesburg is close to several parks and recreational areas, providing ample opportunities for outdoor activities with your furry companions. Nearby attractions include the historic downtown area with pet-friendly cafes and shops, enhancing the overall experience for travelers with pets. See all pet-friendly rentals in Leesburg.
Are there any remote work vacation rentals in Leesburg?
In Leesburg, Virginia, there are a variety of remote work vacation rentals available, with around 47 options to choose from. This charming town offers a blend of historic charm and modern conveniences, making it an ideal setting for remote work. Many properties are equipped with dedicated office spaces, desks, and comfortable chairs, ensuring a productive work environment. Additionally, high-speed internet service is commonly provided, allowing for seamless connectivity.

Travelers can expect amenities that cater to both work and relaxation, such as spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces for unwinding after a day of work. The downtown area features local shops, restaurants, and parks, providing a nice balance of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Leesburg vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Leesburg with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Leesburg?
In Leesburg, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many rentals feature outdoor spaces such as decks or patios, great for enjoying the scenic views of the Virginia countryside. Onsite parking is commonly available, providing convenience for those traveling with vehicles. Additionally, most accommodations offer coffee and tea makers, ensuring that guests can enjoy their favorite hot beverages at any time.
When is the best time to visit Leesburg for a vacation rental?
The best time to visit Leesburg for a vacation rental is during the peak season from May to July, with July being the most popular month for travelers. This vibrant period attracts visitors eager to explore the charming historic downtown and enjoy the beautiful outdoor spaces that Leesburg has to offer. With warm temperatures averaging in the mid-70s to mid-80s Fahrenheit, it's ideal for outdoor activities like hiking the nearby trails or savoring a picnic in one of the local parks.

During this time, the town comes alive with various festivals and events, offering a unique glimpse into the local culture. Whether you're interested in wine tastings at nearby vineyards or attending lively farmers' markets, the summer months provide an abundance of opportunities to create memorable experiences.

For those seeking a more budget-friendly option, consider visiting in December. This month, while quieter, allows for a cozy getaway filled with holiday charm, and you can enjoy festive decorations throughout the town.

Ultimately, your choice depends on whether you prefer the lively summer ambiance filled with activities or the peaceful, picturesque atmosphere of winter in Leesburg.
How early should I book a Leesburg vacation rental?
Book your Leesburg vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Leesburg, Virginia, United States of America?
In Leesburg, Virginia, visitors can explore a variety of attractions that showcase the area's rich history and natural beauty. The historic downtown area features charming boutiques, restaurants, and the iconic Loudoun County Courthouse, which dates back to the 19th century. Just a short drive away, the National Mall and Historic District offers insights into the region's past along with well-preserved architecture.

For those interested in outdoor activities, the nearby Ida Lee Park provides ample green space for picnics, sports, and walking trails. Additionally, the nearby Bluemont Vineyard offers picturesque views and opportunities for wine tasting, making it a popular destination for visitors looking to experience the local wine culture.

Another popular attraction is the Oatlands Historic House and Gardens, where guests can stroll through beautifully maintained gardens and learn about the area's plantation history.
Can I change or cancel my Leesburg home rental booking on Vrbo?
To find Leesburg vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Leesburg vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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