Leesburg holiday lettings

We found 791 holiday rentals — enter your dates for availability

Discover a selection of 34 homes, 12 apartments and other holiday rentals in Leesburg that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a pool. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Leesburg

Showing deals for:17 Oct - 24 Oct

Why visit Leesburg

  • Historic charm: Leesburg boasts beautifully preserved historic houses and buildings, perfect for history enthusiasts.
  • Outdoor adventures: The town offers numerous urban parks and natural spaces, ideal for family outings and outdoor activities.
  • Family-friendly atmosphere: With a welcoming community vibe, Leesburg is perfect for families and friends alike.
  • Diverse accommodation options: Choose from charming cottages, private homes, and convenient apartments for a delightful stay.
  • Scenic neighbourhoods: Explore serene areas surrounding Leesburg that provide picturesque views and tranquil settings.

Popular types of accommodation in Leesburg

Planning a getaway to Leesburg? The next step is selecting the perfect accommodation. Discover the charm of houses, cosy cottages, and convenient apartments that cater to your needs. Whether you're seeking the best houses in Leesburg or ideal house rentals, our platform offers a variety of options to ensure a delightful stay. Enjoy transparency, savings, and peace of mind as you explore the best vacation rentals in this picturesque town.

  • Houses: The leading choice for holiday rentals in Leesburg, ideal for families or groups seeking a home-like atmosphere.
  • Apartments: A popular option for those wanting the convenience of self-catering in a vibrant locale.
  • Cottages: Charming and cosy, cottages offer a quaint retreat amidst picturesque settings.
  • Cabins: Perfect for nature lovers, these rustic lodgings provide a peaceful escape in the woods.
  • Condos: A contemporary choice for travellers desiring modern amenities and communal facilities.**

Top attractions in Leesburg

Leesburg, Virginia, is an ideal destination for family outings and outdoor adventures, offering a blend of urban parks, historic houses, and event venues. This charming town caters to those seeking a vibrant city experience while enjoying the natural beauty of the area. Whether you're travelling with family or friends, there's plenty to explore and enjoy in and around Leesburg, making it a delightful spot for a memorable holiday.

  • National Conference Center: This venue offers a professional atmosphere ideal for business events, featuring modern facilities and extensive amenities, perfect for corporate gatherings.
  • Morven Park: A stunning historic estate showcasing rich cultural heritage, with beautiful architecture and gardens that reflect Virginia’s history, inviting visitors to explore its artistic legacy.
  • Oatlands Historic House & Gardens: A picturesque plantation set amidst lush gardens, providing an eco-friendly experience with outdoor activities, ideal for nature lovers and history enthusiasts alike.

Things to do recommended for couples

If you're seeking a romantic getaway in Leesburg, Virginia, be sure to visit Stone Tower Winery and Tarara Winery for enchanting wine tastings amidst beautiful scenery. For an entertaining evening, catch a show at the Tally Ho Theatre, where the vibrant atmosphere will surely delight you both.

Things to do recommended for families

Families visiting Leesburg can unwind at Elizabeth Mills Riverfront Park, enjoy sports at Dulles Sportsplex, or have a thrilling day of ice skating at Ashburn Ice House. Each venue offers a delightful blend of relaxation and adventure, perfect for making lasting memories together.

Things to do recommended for groups

Groups visiting Leesburg can enjoy a vibrant shopping experience at One Loudoun, engage in outdoor sports at The Golf Club at Lansdowne, and embark on an adventurous hike along the Evergreen Mills Equestrian and Hiking Trail, soaking in the beautiful scenery of the area.

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming holiday? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Leesburg

Leesburg, Virginia, offers an enchanting blend of history and modern living, making it ideal for family-friendly getaways. From the charming heart of Leesburg with its friendly atmosphere to nearby neighbourhoods that provide serene scenery, travellers will find plenty to explore. Whether you're seeking outdoor adventures or a relaxing escape, Leesburg and its surroundings promise memorable experiences for your next holiday.

  • Ashburn: Ashburn is a vibrant city located 3.7km from Leesburg, offering a family-friendly atmosphere alongside business-themed venues. The area is ideal for those looking to combine leisure with shopping, featuring a prominent shopping mall centre and recreational areas. Visitors can unwind at local landmarks such as lovely lakes and picturesque beaches, as well as explore the nearby national state park, which provides ample opportunities for outdoor activities and scenic views.
  • Sterling: Situated 6.2km from Leesburg, Sterling is another thriving city that caters to families and business travellers alike. With a variety of shopping options, including a bustling shopping mall centre and recreation centre, there's plenty to keep visitors entertained. Notable attractions include a popular stadium and an urban park, both of which provide spaces for relaxation and outdoor fun. The proximity to a national state park makes Sterling an excellent base for those who enjoy nature and adventure.
  • Middleburg: Located 8.7km from Leesburg, Middleburg is a charming city known for its outdoor adventures and stunning scenery. Ideal for those seeking a more tranquil experience, it boasts a variety of recreational areas and shopping options. Visitors can explore the nearby national state park, as well as picturesque lakes that offer a serene escape. This quaint town is perfect for those who appreciate nature and wish to immerse themselves in the beauty of the Virginia countryside.

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 SunnyAverageSlightly High
September68.7°F (20.4°C)Light RainMostly SunnySlightly HighAverage
October57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage
November45.1°F (7.3°C)Light RainMostly SunnySlightly LowSlightly High
December38.1°F (3.4°C)Light RainMostly SunnySlightly LowAverage

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

Regardless of whether you are travelling with a group, as a family, bringing your pets along, or seeking extended stays, it's important to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Leesburg with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Leesburg with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Leesburg: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Leesburg: If you’re in search of holiday rentals offering discounts for stays of a month or more, 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 criteria as well.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to plan new holidays, pick up from where you last stopped, or manage your existing arrangements. You can easily access properties you've saved or booked, now organised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the historical city of Leesburg

Come and experience Leesburg and its festivals, history and wineries. Renowned for its shopping, university setting and sporting events, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Leesburg

Are you hoping to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Leesburg a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • River Creek Club (4.2 mi / 6.8 km)
  • Stone Tower Winery (5.2 mi / 8.4 km)
  • The Golf Club at Lansdowne (5.3 mi / 8.5 km)
  • Ashburn Ice House (8.4 mi / 13.5 km)
  • Brambleton Regional Park Golf Course (9 mi / 14.5 km)
  • Tarara Winery (9.3 mi / 14.9 km)

Exploring the natural features in Leesburg

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Leesburg. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Edgar Tillet Memorial Park (4.5 mi / 7.3 km)
  • Ashburn Park (6.5 mi / 10.5 km)
  • Algonkian Regional Park (10.3 mi / 16.5 km)
  • Aldie Mill Historic Park (10.5 mi / 17 km)
  • Glenwood Park (12.8 mi / 20.6 km)
  • Sugarloaf Mountain Park (13.1 mi / 21.1 km)

How to get to and around Leesburg

The nearest airport is in Washington Dulles International Airport (IAD), located 12.8 mi (20.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Gaithersburg, MD (GAI-Montgomery County Airpark), which is 21.8 mi (35.2 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Leesburg?
Cottages are the most popular style of holiday rental in Leesburg, according to our data. Even if you've got a different vision in mind, Vrbo has holiday homes in many sizes and shapes. Browse our options to find your perfect match.
How much does it cost to rent a holiday rental in Leesburg?
A range of factors can affect the price of a holiday rental in Leesburg, like the length of stay, type of property and season. However, all of our holiday homes have one thing in common --- amazing value. Simply enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Leesburg?
The average price for a holiday home close to the beach in Leesburg depends on when you're going and the style and size of property you want. You can quickly and easily find prices on Vrbo by entering your preferred travel dates and destination. Then use our filters to pick the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Leesburg?
With two holiday rentals that welcome pets, your furry little friend can also come along on your Leesburg getaway. Use our filter tool to browse our pet-friendly holiday rentals and find a stay that's pawfect on Vrbo.
What are popular rental amenities in Leesburg?
When it comes to rental amenities that guests prefer in Leesburg, a firepit, a garden and nearby museums are at the top of the list. With Vrbo holiday rentals, you'll enjoy choices to match your taste and style, whether you're going away with family, friends or even pets.
Are there holiday rentals in Leesburg that welcome kids?
Bring the whole family together for an epic adventure in Leesburg at one of our two family-friendly properties. A lot of these stays offer amenities that are ideal for trips with children, such as kitchens, extra bedrooms and entertainment areas. Just click on the "Properties good for families" filter and choose your favourite option.
What are the top attractions for families in Leesburg?
Keep your kids busy at these fun family-friendly attractions in Leesburg:

  • Temple Hall Farm Regional Park
  • Museum of Hounds and Hunting
  • Ashburn Ice House

Are there holiday rentals with WiFi in Leesburg?
Leesburg has two holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to catching up on social media, these Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in Leesburg?
Leesburg has two holiday rentals where you'll be able to wind down in air-conditioned comfort. To find a property on Vrbo featuring this perk, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Leesburg?
The minimum required age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your chosen Leesburg holiday home before making a booking.
How long can I rent a holiday rental in Leesburg for?
It's really down to the Leesburg property. To browse available options offering extended stays, just type your dates and number of people into Vrbo. You can look forward to having the whole place to yourself, as well as comforts such as a fully-equipped kitchen and a backyard where the kids can run around and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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