
Holiday rentals in Leesburg
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Leesburg

Total holiday rentals
Explore 90 holiday rentals in Leesburg

Nightly prices starting at
Leesburg holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 4,900 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Leesburg holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Leesburg rentals

4.9 Average rating
Leesburg stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Leesburg
Guests agree: these stays are highly rated for location, cleanliness and more.

The Potomac Perch-Peaceful Cozy Family Apt
Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

Entire Home in Leesburg – King & Queen Bed +Yard
Escape to this light-filled two bedroom, one bathroom bungalow located minutes from the heart of Leesburg's historic district. Just a short drive from unique shops, restaurants, and outdoor activities. This is the perfect home base whether you're in town for a weekend getaway or an extended stay. Located near the W&OD Bike Trail, Birkby House, Morven Park, breweries, wineries,and Rust Manor. We're excited to host you in our little slice of Leesburg charm! Bikes included: 1 mtn. & 1 cruiser

Downtown Private Guesthouse - Cozy Bungalow
This Guesthouse is exclusively for Registered Airbnb Guest. Third party bookings are not available. Detached Guesthouse with private entrance. Completely renovated and refreshed for your family. Close to the downtown restaurants and shops, Morven Park, Cornwall Medical Campus, Heritage Hall Health Care Center. A great home base for all Leesburg and Loudoun county have to offer. Our Guesthouse is exclusively offered through Airbnb and is not available as a long-term rental property.

The Barn at Belgrove
The Barn at Belgrove. Welcome to a private and quiet escape on a 67 acre manor in Leesburg. A horse property with abundant wildlife offers a peaceful getaway on an historic property. This full apartment is located above the barn. It is convenient to downtown Leesburg, Morven Park, and Loudoun's many wineries, breweries and festivals. Most suitable for adults seeking to relax, recharge, and rekindle in a rustic environment. There is generally very good cell service but there is no Wifi.

The Forge on Sunnyside Farm
Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

The Cottage at Forest Hills Farm
Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Romantic Secluded Treehouse Stay in the Sky
Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a treehouse

Trailside Chalet (A storybook chalet with hot tub)
The Trailside Chalet is situated on the W and OD Trail, halfway between Leesburg and Purcellville, Va - an ideal base location for visiting wineries, breweries, and the pastoral countryside of Loudoun County. The chalet will put you just steps from the trail for walking/cycling/horseback riding. Relax and enjoy the amenities of one-of-a-kind interior including wood burning fireplace and peaceful surroundings with hot tub. A perfect getaway for a couple or family.

Downtown Leesburg Cottage. Walk to everything!
Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

Cozy Cuddle up on 1700’s Clydesdale Farm
The Hunt Box at Sylvanside Farm is a couples favorite! Cozy bedroom with bay window overlooks the stone barn, Clydesdales field and pond. Full kitchen, full bath and small living room. Enjoy a glass of wine on dock, hike the fields and streams, enjoy the animals, roam the our beautiful 25 acres. Escape the city and relax. Our visitors to date have proclaimed it magical and we hope you agree. In accordance with Airbnb’s policies parties are not permitted.

Downtown 1 BR Condo Steps to Everything
Large private hideaway, tucked one block from the bustle of King Street. This renovated 2nd floor condo with vaulted ceilings is accessed by a separate secure entrance. Full kitchen includes a 2 top table, toaster, pots & pans, dinnerware, basic cooks tools & coffee maker. Queen size bed with luxury linens & private balcony. 1 full bath. W/D in unit. High Speed Internet. 1 Reserved off street parking space.

Red Watson Mountain House
New modern farmhouse in a private, wooded, but centrally located area where the entire family or several couples can escape for an enjoyable weekend near the acclaimed Virginia Wine Country. Paved parking and super fast WiFi. Minutes from some of the best local Vineyards, Wineries and Breweries. Twenty minutes from downtown Leesburg, historic Middleburg, all less than an hour from Washington DC.
Popular amenities for Leesburg holiday rentals
Other great holiday rentals in Leesburg

Terrace Apartment at the Rest PF

Designer Modern Mountain Escape (w/View & Hot Tub)

Blue Skies

Hidden Hollow - Historic home with private pond

Private 2 King BR, 1 BA Apartment Near Wineries!

New Leesburg Stay

The Stone Cottage at Bluemont Vineyard

Tiny House near Purcellville
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 SGD | $205 SGD | $237 SGD | $233 SGD | $227 SGD | $208 SGD | $229 SGD | $227 SGD | $245 SGD | $239 SGD | $259 SGD | $249 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Leesburg?
Staying near historic downtown places you close to shops, cafes, and weekend events, while areas around Ida Lee Park or Morven Park are sought out for quieter settings. Outlying neighborhoods also have farmhouses and more spacious options.
What are the best things to do in Leesburg with kids?
Families often enjoy parks with playgrounds, hands-on activities at local museums, and interactive farm experiences in the area. Many explore Leesburg Animal Park or visit the children’s sections of local libraries.
What are some of the best things to do in Leesburg?
Explore historic downtown’s local shops, tour Morven Park’s estate and grounds, or unwind at a nearby winery. Walking tours and seasonal markets add to popular experiences around the town center.
How is the weather in Leesburg?
Leesburg has cold winters, with temperatures from 25–46°F (-4–8°C), and warmer summers reaching 86–88°F (30–31°C). Spring and fall are milder, and showers can occur year-round, so packing a light waterproof jacket is helpful.
When is the best time to visit Leesburg?
Late spring and early autumn are often recommended, with milder temperatures ranging from around 55–75°F (13–24°C) and colorful outdoor scenery. Summer has festivals and warm days, while winter stays quieter with chilly weather.
What are the best places to visit in Leesburg?
Leesburg has Morven Park with landscaped grounds and a historic estate, the Marshall House interpreting political history, and Market Station for local shops and dining. The downtown district is known for preserved architecture and lively sidewalks.
What are some hiking trails in Leesburg?
Explore natural trails in Ida Lee Park, follow paths in Red Rock Wilderness Overlook Regional Park, or walk the grounds of Morven Park. Trail options include forested routes, riverside stretches, and gently rolling landscapes.
What are some family activities we can do in Leesburg?
Families can explore Leesburg Animal Park, try hands-on exhibits at local museums, or picnic in parks such as Ida Lee Park. Many enjoy weekends at seasonal festivals or farm markets dotting the area.
What are some of the best day trip ideas from Leesburg?
Explore historic sites around northern Virginia, venture through local wineries, or discover the scenic spots of the Blue Ridge foothills. Nearby towns and countryside present art galleries, farmers’ markets, and outdoor recreation areas for varied experiences.
Are there any pet friendly accommodations available in Leesburg?
Leesburg has pet-friendly accommodations in several neighborhoods, including rentals with enclosed yards or near walking trails. Some outdoor patios at cafes also welcome pets, making it easier to travel with your companion animal.
What are some local tips for visiting Leesburg?
Check for community events in the historic downtown, and reserve ahead during fall or festival weekends. Early mornings can be quieter for market shopping, and weekdays often see fewer crowds at main attractions.
What is Leesburg known for?
Leesburg is known for its historic town center, roles in early American history, and the presence of preserved estates like Morven Park. The area also has a reputation for scenic vineyards and a strong local food scene.
What are the best hidden gems to explore in Leesburg?
Find smaller art galleries tucked into historic neighborhoods, or stroll through overlooked antiques shops and local coffeehouses. Certain parks in Leesburg feature quiet walking paths and natural scenery, away from the busiest areas.
What are the best foods to try in Leesburg?
Leesburg has fresh Mid-Atlantic produce, artisan cheeses, and locally raised meats featured in cafes and restaurants. Popular choices often include farm-to-table American cuisine, seasonal desserts, and craft beverages from nearby producers.
What should I bring for a trip to Leesburg?
Bring layers to adjust to varied temperatures, comfortable shoes for exploring historic streets and parks, and a rain jacket or umbrella due to occasional showers. A reusable water bottle is handy for outdoor activities.
What is the nightlife in Leesburg like?
Leesburg’s nightlife centers on local breweries, wine bars, and spaces hosting live music around downtown. You can explore a blend of relaxed pubs, casual dining venues, and seasonal outdoor events on weekend evenings.
What are the most popular events or festivals in Leesburg?
Leesburg hosts events like flower festivals in spring, an Independence Day celebration, and craft fairs in the historic district throughout the year. Music concerts and farmers’ market gatherings are also frequently suggested for visitors.
Are there family friendly vacation rentals in Leesburg?
Leesburg has a variety of family-friendly vacation rentals, including whole homes, townhouses, and spaces near parks. Many feature kitchens, multiple bedrooms, and amenities that suit families seeking comfortable accommodations.
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- Georgetown University
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- District Wharf
- National Museum of Natural History
- Liberty Mountain Resort
- FedExField
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- National Harbor
- Howard University
- Smithsonian National Zoological Park
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Jiffy Lube Live
- Harpers Ferry National Historical Park
- Museum of the Bible





