Leesburg holiday lettings

We found 800 holiday rentals — enter your dates for availability

Discover a selection of 27 homes, 11 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:6 Mar - 13 Mar

Image gallery for Majestic Equestrian Estate

Expansive Great Room
10 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

Majestic Equestrian Estate

Dickerson, MD

15% off
Price is £5,902
for 7 nights, 1 room
£843 per night
includes taxes & fees
Majestic Equestrian Estate

Find spaces that suit your style

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.

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.

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

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.

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:

  • 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)
  • Frying Pan Farm Park (14.9 mi / 23.9 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

How much does it cost to rent a holiday home in Leesburg?
Prices for holiday 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 holiday 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 holiday rental accomodation in Leesburg?
In Leesburg, holiday houses are the most popular type of accommodation, with about 24 available throughout the area. These properties are often situated in charming neighbourhoods, providing a spacious and comfortable environment for families or groups. Most holiday houses feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, great for enjoying the pleasant Virginia weather. Additionally, there are around 14 cottages, which offer a more rustic charm, typically including cosy living areas and kitchen facilities. For those seeking a more great experience, there are several apartments, cabins, and villas that provide various amenities, suiting different preferences and group sizes.
Are there any family house rentals in Leesburg?
In Leesburg, Virginia, there is a considerable selection of family-friendly house rentals, with around 30 available throughout the area. This charming town is known for its picturesque historic district and proximity to various outdoor activities, making it an excellent choice for families. Many of these homes feature spacious living areas, fully equipped kitchens great for family meals, and outdoor spaces where children can play or enjoy a barbecue.
Can I rent a holiday home with a pool or hot tub in Leesburg?
In Leesburg, Virginia, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located in Loudoun County, offers a variety of properties that provide a comfortable and relaxing stay. Travellers can expect amenities such as private swimming pools, hot tubs for unwinding after a day of exploration, and outdoor spaces great for family gatherings or barbecues. Many rentals also come equipped with fully furnished kitchens, allowing for convenient self-catering during your stay.
Can I find long-stay holiday rentals in Leesburg?
A long-stay holiday rental in Leesburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Leesburg?
In Leesburg, Virginia, there are numerous pet-friendly house rentals available for travellers. Many of these properties feature spacious layouts, fully equipped kitchens, and outdoor areas suitable for pets, such as fenced yards or patios. The town is known for its charming historic district and offers a variety of amenities to make your stay comfortable.
Are there any remote work holiday rentals in Leesburg?
In Leesburg, Virginia, there are numerous options for remote work holiday rentals, with approximately 46 available for travellers seeking a conducive work environment. Many of these properties are equipped with essential amenities such as dedicated desks, ergonomic chairs, and reliable Wi-Fi, ensuring that you can work efficiently from the comfort of your rental. Some accommodations even feature additional conveniences like computer monitors and safe spaces for your valuables, making them ideal for professionals balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Leesburg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Leesburg with parking available—perfect for families or travellers 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 holiday rental amenities typically include well-equipped kitchens, which come with essential cookware, dishware, and utensils, making it easy for guests to prepare their own meals. Many rentals also feature microwaves and refrigerators, providing convenience for storing and heating food. Additionally, outdoor patios are common, allowing visitors to enjoy the pleasant Virginia weather.
When is the best time to visit Leesburg for a holiday rental?
The best time to book a holiday rental in Leesburg is during the vibrant peak season from May to July, with July standing out as the most popular month. This period invites visitors to experience the charming small-town atmosphere, where outdoor activities flourish and local events bring the community together. The warm temperatures, typically reaching the high 20s Celsius, create a great backdrop for exploring the historic downtown, indulging in local cuisine, and enjoying the picturesque vineyards that surround the area.

As summer unfolds, the lively atmosphere in Leesburg is enhanced by various festivals and events, making it an ideal time for families and friends seeking memorable experiences. Whether you're strolling through the quaint streets, visiting the historic sites, or engaging in outdoor adventures, there's something for everyone.

For those who prefer a quieter experience, consider visiting in December. This month offers a unique charm, with festive decorations and a peaceful ambiance that allows for reflective exploration of the town's rich history without the hustle of peak season.
How early should I book a Leesburg holiday rental?
Book your Leesburg holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Leesburg home rental booking on Vrbo?
To find Leesburg holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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