Vacation rentals in Leesburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Leesburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright living area features a comfortable cream-colored sofa adorned with patterned cushions. A round dining table with yellow chairs occupies the space, accompanied by a decorative basket. A large television is mounted on the wall, enhancing the room's modern feel.
Home in Leesburg
4.98 out of 5 average rating, 175 reviews

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

Top guest favorite
Guesthouse in Leesburg
4.99 out of 5 average rating, 165 reviews

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.

Top guest favorite
The exterior of a modern barn features a combination of dark and light siding, with large windows and double doors at the center. A landscaped area with grass and trees surrounds the structure, with a gravel pathway leading to the entrance.
Apartment in Leesburg
4.99 out of 5 average rating, 192 reviews

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.

Top guest favorite
A spacious living area features a light-colored sectional sofa paired with vibrant accent pillows. A wooden coffee table sits in front, complementing the warm wooden flooring. The adjacent kitchen showcases turquoise cabinetry and modern bar stools, with large windows allowing natural light to fill the space.
Condo in Sterling
4.94 out of 5 average rating, 173 reviews

The Loft at Lakeside

Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

Guest favorite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg
4.92 out of 5 average rating, 389 reviews

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.

Top guest favorite
A spacious room features a custom wood bed with light bedding and natural elements. The wooden ceiling beams provide an open feel, while soft light enters through multiple windows. A cozy sitting area includes a couch and side tables, enhancing the peaceful ambiance.
Cottage in Leesburg
4.92 out of 5 average rating, 463 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Stop! Read all details next pages. Plan a relaxing getaway at our Stone Cottage, just 15 minutes from Leesburg and under 90 minutes from D.C. Nestled next to a hidden state park with peaceful walking trail, this hilltop retreat offers both seclusion and convenience. Enjoy a custom king bed, inviting interior, and close to many top wineries, breweries, and restaurants. Whether you're here for a wedding, wine tasting, or quiet escape, the Stone Cottage is your perfect getaway.

Top guest favorite
The open living area features comfortable seating arranged around a circular table. Natural light floods the space through multiple windows, highlighting the light colors of the decor. Wood beams add a subtle architectural element, while a patterned rug anchors the seating area.
Home in Leesburg
5 out of 5 average rating, 196 reviews

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!

Top guest favorite
The exterior of a two-story historic home features clapboard siding painted in light blue. A red door stands at the center, flanked by white shutters. An American flag is displayed next to the entrance, while a brick pathway leads to the front steps.
Home in Leesburg
4.98 out of 5 average rating, 112 reviews

Historic home in the heart of downtown Leesburg!

This 1800s historic home is located in the heart of downtown Leesburg. The “Leesburg Bookstore” was renovated with updated amenities that make for the perfect getaway. A hidden gem, it is walking distance to breweries, restaurants, antiques, shopping, and more! The charms of Leesburg and surrounding areas are easily accessible, including the Northern VA Wine trail, W&OD walking/biking trail, DC, MD, and beautiful drives through scenic horse country.

Top guest favorite
A winding pathway made of pavers is bordered by lush greenery, including large leaves and blooming hydrangeas. The pathway leads through a garden, creating a natural and inviting entrance to the property.
Guest suite in Leesburg
4.99 out of 5 average rating, 232 reviews

Suite GG ~ Relax & Enjoy

Let this cozy above-garage apartment be your home away from home. Located in Lucketts, VA we are within a short distance to the small artsy town of Leesburg, local wineries, breweries, antique stores, shopping outlets, hiking, biking and canoeing/kayaking on the Potomac River. Our spacious, fully-furnished apartment with private entrance sits above a detached garage and features a lovely raised deck overlooking the back gardens.

Top guest favorite
The cottage features a charming exterior with a red metal roof and a welcoming porch, supported by white columns. A large tree provides shade, and potted plants are positioned on the porch. The surrounding lawn is well-kept, adding to the inviting appearance of the home.
Cottage in Waterford
4.96 out of 5 average rating, 146 reviews

Wheatland Spring Farm + Brewery Cottage House

The charm of yesterday with the amenities of today. The private cottage house is appointed with a premium queen size bed, 1.5 baths, and a clothes washer and dryer. The full kitchen includes: oven, stove, microwave, full size refrigerator, dishwasher, and cookware. Guests enjoy scenic views of the 30 acre Wheatland Spring property. A romantic getaway or longer term stay. Just a 100 yard walk from our on-farm brewery.

Top guest favorite
A cozy living area features a spacious sectional sofa adorned with patterned cushions. A round table is accompanied by wooden chairs, while a minimalist coffee table sits on a plush area rug. Natural light enters through multiple windows, highlighting the room's inviting design.
Condo in Leesburg
4.94 out of 5 average rating, 267 reviews

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.

Guest favorite
The historic cottage is framed by lush greenery, featuring a welcoming porch with hanging planters. A dark metal roof complements the light-colored siding, and a gravel pathway leads to the entrance. The structure displays traditional craftsmanship with a covered porch and a well-maintained appearance.
Cottage in Bluemont
5 out of 5 average rating, 162 reviews

Snickers Gap Cottage

Historic cottage nestled in the foothills of the Blue Ridge Mountains, minutes from multiple breweries, wineries, hiking and biking trails, and the Shenandoah river. At just 40 miles west of Washington DC it’s the perfect weekend getaway to the country! We are known for our miles and miles of beautiful country roads. Come spend a weekend (or more!) and get lost in Loudoun.

Popular amenities for Leesburg vacation rentals

When is the best time to visit Leesburg?

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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.

Quick stats about vacation rentals in Leesburg

  • Total vacation rentals

    Explore 90 vacation rentals in Leesburg

  • Nightly prices starting at

    Leesburg vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 4,900 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Leesburg vacation rentals include wi-fi 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!

  1. Airbnb
  2. United States
  3. Virginia
  4. Loudoun County
  5. Leesburg