
Family-friendly holiday rentals in Leesburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Leesburg
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cozy room
The space is a complete private with own entrance to the Cozy room and no any shared with another. It is first floor of the brand new townhouse. The commodious parking space in front of the door without permit. The building where is in the shopping center and nearby grocery store, restaurants, movie theaters and Dulles airport. An Excellent and the beautiful community where is. It’s very. convenient, quiet and peaceful location for stay. Since 2019 started Airbnb, most of my guests(99% are very satisfied and enjoyed their staying. This is my goal to do Airbnb and l am happy to be super host. Appreciate all my guests! You are welcomed anytime to have this Cozy Room. 👏👏👏

The Patent House
Built around 1760, our log cabin sits on our 3 acre farmette, in the countryside in view of the foothills that separate VA, WV & MD. It's fully renovated, with a master bedroom (queen) & full bath upstairs. There is a convertible sofa downstairs (full). Cabin is next door to our house & shares a fence with our pasture where our mini donkeys live. We have yappy dogs and friendly outdoor cats. We're in the country, so bugs make their appearance but they tend to go straight to the window sills.

Enchanting PET FREE W/Amazing ViewHot Tub Overlook
Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Romantic Barn Loft near Downtown Leesburg!
How about a Fall/Winter Escape to the Country? Welcome to Windy Hill Loft! This is a completely unique stay experience in the Loft built inside our Big Red Barn! Imagine relaxing in this charming space all while overlooking our horses, our adorable mini cows AND the mountains in the heart of Virginia Wine Country. Within 2 miles of some of the best wineries in the area and only a 15 min. drive into downtown Leesburg, Windy Hill is the perfect place to relax after a fun day in the Country!

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 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.

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.

Barn Apartment in VA Wine Country
Barn apartment in the upper level of a bank barn. Fourteen miles from downtown Leesburg, 5 miles from Harper's Ferry, 1 mile from VA-9 Appalachian trail head. Close to Harper's Ferry Adventure Center, wineries, breweries, tubing, kayaking, hiking, farms. Full kitchen. Unplugged with the exception of Wi-Fi - no satellite or TV. There is cell signal. Rate includes 6% Virginia state tax and 7% Loudoun County hotel tax. 1 queen bed, 1 twin, and 1 floor mattress (pull out futon).

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!

Cabin On The Creekside
Cabin on the Creekside is a log cabin located on beautiful wooded property just outside of Waterford, VA. The cabin is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, 75 inch TV, and kitchenette are a few highlights of the space. Looking forward to your stay!

Tranquil Sugarland Retreat Close to Airport/Metro
We welcome you to join us and relax in your own private Sugarland guest suite only minutes to the Metro, Dulles Airport, Reston and Ashburn. Enjoy coffee or tea while sitting on a swinging daybed on your private deck surrounded by nature, and then end the night with a peaceful slumber on a luxurious and comfortable King Size bed. Easy off-street parking for one car provided, with ample nearby street parking.

Stunning Remodeled 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 Mins to Winery /Brewery

Vintage Riverfront Log Cabin “Emma” w/hot tub

*Cottage @ Firefly Cellars* VA Wine Country escape

Skoolie on Charming 40-Acre Farm

Full basement with private entrance. Hot tub

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

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

Fall foliage, Alpaca Views + Hot Tub Getaway
Family- and pet-friendly home rentals

Creekside Retreat at the Jewel Vinsota

Hilltop Cottage @ Shiloh

Self-contained apartment on Organic vegetable farm

Charming Burkittsville 1747 Home

Winters Retreat Farm Cottage - Entire house

Blueridge Mountain Guest Cabin- Amongst the Trees

Stone School House - Minutes from Harper's Ferry

The Lodge at Turkey Creek
Family-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

Hydrangea House - A Bright and Peaceful Farm Stay

Sophisticated Studio Apartment, Metro DC

Cozy A-Frame Cabin In The Woods

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

The Hunt Box @ Tally Yo Farm

Beautiful 2BR/1BA Renovated Condo near DC

A Great Getaway — Foxglove Retreat
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 AUD | $305 AUD | $316 AUD | $316 AUD | $310 AUD | $306 AUD | $335 AUD | $377 AUD | $381 AUD | $380 AUD | $345 AUD | $335 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Leesburg

Total holiday rentals
Explore 30 holiday rentals in Leesburg

Nightly prices starting at
Leesburg holiday rentals start at $61 AUD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Leesburg holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Leesburg rentals

4.9 Average rating
Leesburg stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Loudoun County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Cunningham Falls State Park
- Washington Monument
- Caves Valley Golf Club
- Six Flags America
- Great Falls Park
- Liberty Mountain Resort
- Whitetail Resort
- The Pentagon
- Smithsonian American Art Museum
- The Links at Gettysburg
- Lincoln Park
- Library of Congress
- Shenandoah Valley Golf Club