
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 G$8,332 GYD 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.

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!

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.

NEW! Private Home w/HotTub
Welcome to this thoughtfully maintained 1960s home just outside of Downtown Old-Town Leesburg. This home's convenient location provides easy access to Downtown restaurants and amenities without sacrificing peace and comfort. You are only: A short walk to Downtown Leesburg & Tally-Ho Theatre 3 mins to Morven Park Equestrian Center 10 mins to Potomac River 10 mins to Stone Tower Winery 15 mins to Dulles Town Center 18 mins to Bear Chase Brewing Company 25 mins to IAD Airport

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!

The Quarters at Belgrove
The Quarters 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 with separate entrance 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. There is generally very good cell service but there is no Wifi.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Private Estate with 6 Bedrooms in Leesburg

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Skyhorse Retreat Guest House

Gorgeous cabin on Blue Ridge

*Cottage @ Firefly Cellars* VA Wine Country escape

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

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

18th Century Middleburg Cottage

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Ashburn Manor: 1920’s Farmhouse

Historic Cottage • Walk to Everything • Parking

The Villa on Lakeside
Family-friendly home rentals with a pool

Bear Pines Retreat ~ Game Room ~ Screened Porch

Cozy Secluded A-Frame Cabin Retreat

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

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!

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Monet Suite, elegnt lrg 2rm suite/blcny in villa
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,073 GYD | G$41,658 GYD | G$48,323 GYD | G$43,116 GYD | G$42,282 GYD | G$41,866 GYD | G$41,658 GYD | G$41,866 GYD | G$42,699 GYD | G$44,365 GYD | G$47,490 GYD | G$47,490 GYD |
| 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 |
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- Family-friendly rentals Loudoun County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Georgetown University
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- FedExField
- Liberty Mountain Resort
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Georgetown Waterfront Park
- Capital One Arena
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Jiffy Lube Live
- Merriweather Post Pavilion
- Museum of the Bible
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Harpers Ferry National Historical Park
- Great Falls Park





