
Family-friendly holiday rentals in Ashburn
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashburn
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. 👏👏👏

Cozy Single Family Home Near Dulles Airport
Welcome to our spacious and newly renovated single house nestled in the heart of Herndon, VA! This large, quiet home is the perfect retreat, offering easy access to Dulles Airport, the Dulles Toll Road, and an array of restaurants. With four bedrooms including a king bed and three queen beds, plus additional sleeping options, our home comfortably accommodates solo travelers, couples, families, and groups alike. Book now to secure your stay in this inviting retreat – we can't wait to host you!

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.

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 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.

Downtown Cottage with Fire Pit
Discover your modern cottage getaway in the heart of Historic Leesburg! Just a short walk from charming shops and top-rated restaurants, with a private, fully fenced backyard, smokeless fire pit/BBQ, 100% linen sheets, fast WiFi, and a 65" Smart TV. Perfect for exploring Virginia's wine country or a historic town retreat. One of several homes in the Historic Leesburg Stays collection — locally hosted, thoughtfully restored rentals across historic Leesburg and Loudoun wine country.

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.

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.

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 tree.

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.

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

The Mulberry Manor House

Skyhorse Retreat Guest House

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

Gorgeous cabin on Blue Ridge

Timber Creek: Falls - A Shenandoah Cabin

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

COZY+SEXY Private Country Escape! HOT TUB & Views~

The Wizard's Chalet • Cozy nature escape • Hot Tub
Family- and pet-friendly home rentals

John Pope Cabin Browntown Va. We now have Starlink

Island cabin

Historic home in the heart of downtown Leesburg!

The Hunt Box @ Tally Yo Farm

Entire 11 Acre MTN Estate & Farm, sleeps 15!

Dulles-Smithsonian Air and Space House

A Great Getaway — Foxglove Retreat

Charming Cottage On Horse Farm Middleburg Area
Family-friendly home rentals with a pool

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

Bear Pines Retreat ~ Game Room ~ Screened Porch

Historic Farmhouse | Heated Plunge Pool, Billiards

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

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Annapolis Garden Suite

Historic Gatehouse Master Suite

The Cottage at Nestled Inn
When is the best time to visit Ashburn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £189 | £177 | £201 | £189 | £212 | £212 | £201 | £192 | £184 | £193 | £201 | £193 |
| 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 Ashburn

Total holiday rentals
Explore 30 holiday rentals in Ashburn

Nightly prices starting at
Ashburn holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Ashburn holiday rentals include wifi 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!
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- Family-friendly rentals Loudoun County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
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