Discover a selection of 500 vacation rentals in Leesburg, VA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $80 per night, and houses and cabins are popular options for a stay in Leesburg. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Leesburg
Destination guide

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.

Things to do

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.

Natural features

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 there

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.

What are the top vacation rentals in or near Leesburg?

Whatever you're seeking in a vacation, you'll find a rental property in or around Leesburg that's right up your alley. Here are some of our favorites:

  • Take advantage of amenities including a travel crib and lowered locks at "Three Bedroom Short Term Rental House On Historic Linden Hall Farm". Located around 12 miles from Leesburg, this quality property has 3 bedrooms and is a hit with guests.
  • Alternatively, make yourself comfy at "Mountain Views~ 3 King Master Suites". Located around 45 miles from the heart of Leesburg, it has 3 bedrooms and features pet-friendly services and a living room.

For even more great options, use the search bar at the top of the page to find the perfect Leesburg vacation rental for you.

What are the best tiny house vacation rentals in or near Leesburg?

Punching far above its weight when it comes to character and charm, a tiny house vacation rental in Leesburg offers a front-row seat to big adventure. Shut down your laptop and turn your focus to Mother Nature at one of these pint-sized stays:

  • Expect a simpler way of living at "Charming Tiny Home With Fire Pit On 25 Acre Historic Farm". Amenities at this gem in Purcellville include air conditioning and a garden.
  • "New 2022 Charming, Comfortable Tiny Home With Great Views Of Farm" in Lagoa e Carvoeiro is another top-rated pick. An iron and ironing board and internet services will help make your stay here even more comfortable.

Can I find log cabins to rent in or near Leesburg?

You can. From rustic hideaways to lavish escapes, you'll find a wide range of log cabins to rent in or around Leesburg. If you're chasing adventure, here's where you can go:

  • "Log Cabin For Couples And Family In The Shenandoah Valley": Enjoy a week or so relaxing at this great escape in the middle of nature. Once you've recharged, enjoy fishing or mountain biking, which are among the fun things to do in this area.
  • "Shenandaoh Dreaming Riverfront Log Cabin": After a big day of trying out some local activities, such as rock climbing and kayaking, head back home to this top-rated property.

What are the top-rated vacation rentals for weekend getaways in or near Leesburg?

Those chores can wait, because weekends were made for fun. Get cozy at one of these weekend getaways in and around Leesburg and experience all the exciting things to do close by:

  • Located 14 miles to the southwest of the center of Leesburg, "Cedar Lane - Private Cottage, Sophisticated Country Charm" is popular with adventure lovers and nature fans. Get out and see nearby attractions, including Lake Braddock and Tuckers Lane Trailhead. Then, ramp up the fun with some sledding or kayaking.
  • Alternatively, get into vacation mode at "Beavers Hill Cottage Mountain And Wine Country Getaway". Approximately 25 miles southwest of Leesburg, activities around here include caving and hiking and biking. Rather go sightseeing? Plan an excursion to Mary's Rock Summit Trailhead and Edgar Tillet Memorial Park.

Can I find studio apartments for rent in and around Leesburg?

Discover the energy and culture of Leesburg from the comfort and privacy of your own studio apartment. Whether you'd like to chill on your own or have fun with a few pals, you'll find the ideal studio apartment in and around Leesburg:

  • Explore the world around you and then sleep soundly at "Peaceful Waterford Farmhouse In A Bucolic Setting". This vacation rental is a wonderful base for discovering the sights and features amenities including towels and a stovetop.
  • Another excellent option is "Romantic Stone Cottage Circa 1869". Make use of off-street parking options, towels and other conveniences during your vacation.

There are plenty of highlights around Leesburg you shouldn't miss. Feed the culture vulture within by visiting J Fergeson Gallery and Longwood Center for the Visual Arts.

Can I find short term rentals in or near Leesburg?

Whether you're after a studio apartment for you and a friend or a townhouse that'll fit the entire family, short-term rentals are easy to find in and around Leesburg. These retreats make the perfect base for a quick trip:

  • If you can only spare a couple of nights, "Stunning Family/friends Retreat" is a good choice. It's not too far from the center of Leesburg, so you'll have easy access to all the best attractions.
  • Another great choice is "Historic Home In Center Of Old Town Alexandria". Round up your crew and enjoy a comfy stay near the heart of Leesburg.

What are the best romantic weekend getaways in or near Leesburg?

Forget chocolates and flowers. Sometimes all you need is to escape for the weekend, just you and your honey. At Vrbo, we've got romantic getaways in and around Leesburg that would make Cupid swoon. Here are some we think you'll love:

  • Sneak away on Friday afternoon for a few passion-filled nights at "Three Bedroom Short Term Rental House On Historic Linden Hall Farm". Located around 12 miles from Leesburg, this property comes with lots of nice touches, including winery tours and a swimming pool.
  • "Historic Manor House On Shenandoah River In Virginia's Wine Country" is another option that's guaranteed to impress. It's approximately 16 miles from Leesburg and comes with winery tours and shopping facilities.

What are the best large group vacation rentals in or near Leesburg?

Big groups mean enormous fun. They also mean finding someplace that'll easily fit your whole crew. Check out our large group vacation rentals in or around Leesburg and get everybody together under the same roof:

  • A nice range of amenities including a garden and a nearby waterfront make "Historic Manor House On Shenandoah River In Virginia's Wine Country" a standout. This generous getaway has 5 bedrooms and sleeps up to 14 guests. From Leesburg's center, it's around 16 miles away to the west.
  • Invite as many as 14 of your favorite people to "Breathtaking Views With An Indoor Private Pool" and fill the place with love and laughter. This top option has 6 bedrooms and is around 15 miles to the west of central Leesburg. It's packed with features to keep your large group comfortable, such as a swimming pool and a firepit.

What are the best houses for rent with a pool in or near Leesburg?

A pool is often an all-important amenity when choosing where to spend your vacation, especially if you're taking the kids. Check out these houses with a pool in or near Leesburg and fill your days with frolicking and fun:

  • Pack your swimming gear and make yourself comfortable at "Three Bedroom Short Term Rental House On Historic Linden Hall Farm". There are plenty of other appealing amenities here, including a kitchen and childrens activities.
  • Alternatively, enjoy a change of scenery at "Historic Manor House On Shenandoah River In Virginia's Wine Country". Along with a refreshing pool, make use of a living room and a balcony.

Not sure how to pack for your Leesburg escape? This enticing destination has a humid subtropical climate. During summer, you can expect average temperatures of between 65 ºF and 85 ºF. Scroll through our range of Leesburg vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more great ideas about where to stay.

What are the best large family vacation rentals in or near Leesburg?

It's always more fun to share precious moments with the ones you care about the most. Whether you're planning a family reunion or catching up with your best friends, we'll have a large vacation rental that's right for you. These are two of our best in and around Leesburg:

  • Located about 16 miles to the west of Leesburg, "Historic Manor House On Shenandoah River In Virginia's Wine Country" has 5 bedrooms and sleeps up to 14 guests. It's equipped with a range of amenities, including a barbecue grill and towels.
  • "Wedding Property For Intimate Wedding Parties" is another top pick for families. It's about 25 miles to the south of Leesburg, has 4 bedrooms and accommodates up to 10 people. Useful amenities here include free toiletries and a DVD player.

If you're in the mood to sightsee, there are lots of family-friendly attractions nearby to add to your to-do list. The Adventure Park at Sandy River Retreat, Amazement Square and AMF Lynchburg Lanes are excellent places to start.