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

Total holiday rentals
Explore 30 holiday rentals in Ashburn

Nightly prices starting at
Ashburn holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.8 Average rating
Ashburn stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Ashburn
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Elegant Guest Suite in Ashburn, VA
Enjoy the elegance of our newly renovated eclectic style garden suite in Ashburn. Beautifully decorated with antique & modern pieces. Fully furnished (ground floor) with all the comforts of home - private entrance, 2 bed rooms, kitchenette, big screen TV, movie theater, surround sound, 6 reclining chairs, high speed internet, streaming services, outdoor grill, fire pit, microwave, refrigerator, toaster oven, dishwasher. No stove. No washer/dryer * for dog lovers only! We have 2 dogs & 2 cats.
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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.
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Oatlands Creek cabin
Welcome to Oatlands Creek, the ideal getaway for relaxing and exploring Old Town Leesburg, Aldie, and Middleburg. Set on 22 private acres, driving up you’ll be greeted by horses in the neighborhood. This beautifully renovated cabin blends rustic charm with modern comforts, featuring 4 spacious bedrooms, an open dining and living space, theater room, game room, and hot tub. Whether you’re here for wine country, family visits, bachelorette parties, or work, this cabin is the perfect spot for you.
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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!
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Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.
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Ashburn Manor: 1920’s Farmhouse
Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.
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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.
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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.
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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.
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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.
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4 bds-3bths- 12 minutes to Dulles Airport
Discover tranquility in our Sterling home, nestled in a peaceful, wooded neighborhood. Our property boasts a rare, serene view of nature across two lush acres, offering a perfect blend of relaxation and convenience. Whether you're unwinding or traveling for work, our fully furnished home ensures a comfortable stay. Enjoy proximity to local attractions while savoring the calm away from busy streets. Ideal for those seeking a peaceful getaway in the heart of Sterling, Virginia.
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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!
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Popular amenities for Ashburn family-friendly rentals
Family-friendly home rentals with a hot tub

Trailside Chalet (A storybook chalet with hot tub)
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Pristine 1BR, king bed, hot tub, close to IAD
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Luxury Private Estate with 6 Bedrooms in Leesburg
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NEW! Private Home w/HotTub
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*Cottage @ Firefly Cellars* VA Wine Country escape
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Mountaintop Retreat with Wood Fired Hot Tub
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Guest-Favorite A-Frame with Hot Tub Harpers Ferry
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Rustic Blue Ridge Cabins
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Family- and pet-friendly home rentals

Cozy Apartment on Lower Level of Home
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Hummingbirds Hideaway Treehouse
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Stylish & Spacious House by Dulles Airport
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Cozy Single Family Home Near Dulles Airport
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Entire Home in Leesburg – King & Queen Bed +Yard
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Lodge on the Lake
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Fox Hill Barn Guest Cottage Retreat
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Quiet Luxury Home - Modern - King - 20 Min from DC
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Family-friendly home rentals with a pool

Capital Escape-Unique Spacious 2BR/1BA Apartment
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Cozy Private Entry 1BR1BA Suite Close to GMU & DC
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Retreat to horse country!
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King Size Bed w/ Home Office
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The Hunt Box @ Tally Yo Farm
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The Cottage at Nestled Inn
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Modern Farm Stay
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Cottage on Horse Farm: Wineries/Breweries, Horses!
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When is the best time to visit Ashburn?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $361 AUD | $337 AUD | $382 AUD | $396 AUD | $396 AUD | $343 AUD | $382 AUD | $365 AUD | $351 AUD | $368 AUD | $382 AUD | $368 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 |
Destinations to explore
- New York City Holiday rentals
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- Ocean City Holiday rentals
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- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- M&T Bank Stadium
- Georgetown University
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- CFG Bank 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





