
Family-friendly vacation rentals in Leesburg
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Leesburg

Total vacation rentals
Explore 40 vacation rentals in Leesburg

Nightly prices starting at
Leesburg vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 2,930 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Leesburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Leesburg rentals

4.9 Average rating
Leesburg stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Leesburg
Guests agree: these family-friendly homes 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.

Hummingbirds Hideaway Treehouse
Do not book on airbnb and ask for early arrival. experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun this slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking

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

Charming 3BR Farmview Cottage in northern VA
Farmview Cottage in Leesburg is located in the heart of northern VA's farm and wine country, just an hour outside Washington, D.C. With original hardwood floors and vintage wooden doors, this historic bungalow offers sweeping views of pastoral farmland. 3 bedrooms and 2.5 baths offer plenty of room for 6 guests to spread out. A full kitchen, dining table for 6, and eat-in bar with 4 adjustable stools offer many options for families, couples, and business travelers. Close to Dulles airport!

Historic Cottage • Walk to Everything • Parking
Stay on the most storied block in Historic Leesburg. This sparkling-clean, beautifully updated cottage — once the neighborhood candy store — sits two doors from a famous Civil War landmark and steps from downtown's restaurants, wine bars & shops. Enjoy the peaceful side porch, private patio, 2 cozy bedrooms, full kitchen & laundry, and covered parking (rare downtown!). Vintage character, modern comfort. The framed history inside tells the block's wild story — ghosts and all. Welcome home.

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 Weaver’s Cottage c. 1815
Welcome to The Weaver’s Cottage c. 1815! This unique and peaceful historic property has been lovingly restored to maintain its original period character while providing modern convenience. Located in historic Waterford, VA, a National Historic Landmark, and close to many farmer’s markets, wineries, breweries, distilleries, restaurants, antiquing, endless outdoor activities, and more, you won’t lack for fun local things to do! The history of the village itself deserves to be explored.

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.

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!

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.
Popular amenities for Leesburg family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Private Estate with 6 Bedrooms in Leesburg

NEW! Private Home w/HotTub

Skyhorse Retreat Guest House

Guest-Favorite A-Frame with Hot Tub Harpers Ferry

Gorgeous cabin on Blue Ridge

*Cottage @ Firefly Cellars* VA Wine Country escape

The Wizard's Chalet • Cozy nature escape • Hot Tub

The Cottage at Nestled Inn
Family- and pet-friendly home rentals

Whole House -Seven Elms Farm B&B

Historic home in the heart of downtown Leesburg!

The Hunt Box @ Tally Yo Farm

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Ashburn Manor: 1920’s Farmhouse

Lodge on the Lake

A Great Getaway — Foxglove Retreat

Fox Hill Barn Guest Cottage Retreat
Family-friendly home rentals with a pool

Cozy Secluded A-Frame Cabin Retreat

Bear Pines Retreat ~ Game Room ~ Screened Porch

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

An Escape Bordering National Park land 1 mi to C&O

Windy Knoll Adventure | River Front | Hot Tub!

Monet Suite, elegnt lrg 2rm suite/blcny in villa

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Rest and Recharge Retreat
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 830 | ﺩ.ﺇ 735 | ﺩ.ﺇ 852 | ﺩ.ﺇ 955 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 1,050 | ﺩ.ﺇ 735 | ﺩ.ﺇ 738 | ﺩ.ﺇ 753 | ﺩ.ﺇ 782 | ﺩ.ﺇ 837 | ﺩ.ﺇ 837 |
| 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 |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Ocean City Vacation rentals
- Columbus Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Georgetown University
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Liberty Mountain Resort
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- Jiffy Lube Live
- Howard University
- Merriweather Post Pavilion
- Smithsonian National Zoological Park
- National Harbor
- Harpers Ferry National Historical Park
- Museum of the Bible
- Cunningham Falls State Park
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum





