Family-friendly vacation 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.

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Guest favorite
A cozy sleeping area features a spacious bed with white linens and a decorative green pillow. A piece of wall art depicting trees hangs above the headboard. Bedside tables with lamps add functionality, while soft light creates a serene atmosphere.
Apartment in Ashburn
4.94 out of 5 average rating, 377 reviews

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. 👏👏👏

Top guest favorite
The exterior of the cabin is showcased with a green metal roof and rustic wooden siding. Gentle outdoor lighting highlights the structure while lush greenery surrounds the gravel driveway, leading to an inviting entrance. The spacious yard features landscaped gardens and a welcoming atmosphere.
Cabin in Aldie
4.99 out of 5 average rating, 128 reviews

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.

Top guest favorite
A well-appointed living area features a spacious sectional sofa and an adjoining dining space. Large windows allow natural light to illuminate the room, creating a bright atmosphere. The kitchen is visible in the background, featuring high-end appliances and modern design elements.
Home in Sterling
4.97 out of 5 average rating, 127 reviews

The Villa on Lakeside

The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Top guest favorite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 406 reviews

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.

Top guest favorite
A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.
Home in Ashburn
4.99 out of 5 average rating, 113 reviews

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.

Guest favorite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg
4.91 out of 5 average rating, 386 reviews

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.

Guest favorite
A single-story home is set within a lush green landscape, featuring solar panels on the roof. A well-maintained lawn runs in front of the stone facade, complemented by potted plants lining the entryway. Trees surround the property, providing a natural, serene atmosphere.
Home in Sterling
4.94 out of 5 average rating, 141 reviews

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.

Top guest favorite
The treehouse is elevated among the trees, featuring large windows that offer views of the surrounding forest. The exterior is constructed with dark wood shingles and is supported by sturdy stilts, blending seamlessly with the natural environment.
Treehouse in Waterford
5 out of 5 average rating, 252 reviews

Hummingbirds Hideaway Treehouse

Come 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 our little 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 Please Please message us prior to booking

Top guest favorite
The open living area features comfortable seating arranged around a circular table. Natural light floods the space through multiple windows, highlighting the light colors of the decor. Wood beams add a subtle architectural element, while a patterned rug anchors the seating area.
Home in Leesburg
5 out of 5 average rating, 188 reviews

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!

Top guest favorite
A modern living area features a sectional sofa in soft tones, complemented by a coffee table with decorative items. A large television is mounted on a textured wall, and a dining area with a table and chairs is visible in the background. Natural light enters through expansive glass doors.
Home in Oakton
4.97 out of 5 average rating, 154 reviews

Quiet Luxury Home - Modern - King - 20 Min from DC

Completely new renovations with an eye for details have created a space that feels like a custom built home. Made to provide you with a memorable luxury rental experience. Comfortable, bright, modern, unique and stylishly furnished mastering the mix of timeless elegance and modern simplicity. An open floor plan space that’s equally welcoming and sophisticated, incorporating natural elements, layered fabrics, and textures.

Top guest favorite
A cozy living area features a spacious sectional sofa adorned with patterned cushions. A round table is accompanied by wooden chairs, while a minimalist coffee table sits on a plush area rug. Natural light enters through multiple windows, highlighting the room's inviting design.
Condo in Leesburg
4.94 out of 5 average rating, 261 reviews

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.

Top guest favorite
Home in Leesburg
5 out of 5 average rating, 129 reviews

King Bed 3 Bedroom New 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 Ashburn family-friendly rentals

When is the best time to visit Ashburn?

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Quick stats about vacation rentals that are family-friendly in Ashburn

  • Total vacation rentals

    Explore 30 vacation rentals in Ashburn

  • Nightly prices starting at

    Ashburn vacation rentals start at ﺩ.ﺇ147 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

  • Wi-Fi availability

    30 of Ashburn vacation 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!