Family-friendly vacation rentals in Oakton

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oakton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Townhouse in Fairfax
4.94 out of 5 average rating, 108 reviews

Luxurious home 3 BDR/3.5BA Peloton, King size bed

Welcome home to this End Unit townhome backing to a golf course. Enjoy updates and amenities - fully stocked kitchen with a large wifi-enable refrigerator, hardwood flooring, renovated bathrooms, high-speed internet and Peloton with enabled live classes subscription for your daily workouts. Enjoy the walkout access to the outdoor deck that offers picturesque views. Upstairs you will find two spacious bedrooms with their own private bathrooms. Downstairs is the bedroom with the renovated bathroom

Guest favorite
A bright and open living space features a striped sofa with a wooden coffee table and decorative wicker baskets. A dining area with modern chairs is complemented by a patterned wall art piece. Natural light streams in from the doorway, enhancing the inviting atmosphere.
Guesthouse in Herndon
4.94 out of 5 average rating, 154 reviews

Modern Sugarland Apt-Metro/IAD

Welcome to our stylish basement apartment, perfect for modern travelers. Whether you're here for work or leisure, this space has you covered. Situated minutes from the Metro, Airport, and major work centers. The apartment features a desk with dual monitors, keyboard, mouse, and 1GB internet. At night, relax in the plush king-size bed. A convertible futon couch with a 65-inch TV, awaits your binge-watching sessions. A washer/dryer and full kitchen, w/refrigerator and stove complete the space.

Guest favorite
A cozy sleeping area is presented with a spacious bed dressed in soft, light-colored bedding. Two bedside lamps provide warm illumination, complementing the neutral tones of the walls. A small side table and a wooden accent table are positioned beside the bed.
Guest suite in Oakton
4.82 out of 5 average rating, 151 reviews

N. Virginia convenience to DC and Old town Vienna

This is a finished lower level of a townhouse in a quiet Oakton, Virginia suburb of Washington DC. The private entrance side is above ground. The large French doors allow lots of light in. We are located half way between Regan National and Dulles airports with public transportation to both. The bus stop is 50 yards from the door and the bus trip is less than 2 miles to the Vienna/George Mason University Orange line metro station. You will have key to the private entrance and laundry room.

Guest favorite
A cozy microstudio is displayed, featuring a spacious bed with layered bedding and decorative pillows. A leather sofa and bedside lamps contribute to the ambiance. Soft lighting is provided by recessed ceiling lights, illuminating a warm-toned carpet and the nearby seating area.
Home in Annandale
4.89 out of 5 average rating, 103 reviews

Cozy basement studio 15 min from DC (+kids +dogs)

Thoughtfully furnished microstudio is a perfect place to call home while visiting the nation's Capital for work or fun. Less than 2 min from the beltway/I66 - easy access to downtown DC, Georgetown, museums, Mt. Vernon, Old Town Alexandria, Arlington National Cemetery, Manassas battlefields & downtown theaters. Metro & trendy Mosaic district with 40+ restaurants, bars, shopping and movies and Fairfax Inova Hospital all less than 5 min away. **PLEASE NOTE: DOGS ONLY - other pets not allowed.

Guest favorite
A spacious home theater area is furnished with a large sectional sofa, accompanied by decorative throw pillows. A projection screen occupies one wall, with soft lighting enhancing the ambiance. The neutral carpet grounds the space, and sliding glass doors lead to an outdoor view.
Guest suite in Fairfax
4.91 out of 5 average rating, 191 reviews

Fairfax/GMU 2BR Retreat | Fire Pit | Wooded Views

* 4 Floor Mattresses & 1 Air Mattress * Located in the Lower Level * Extra Pillows, Bed Sheets & Blankets * Professionally Cleaned * No Extra Work at Checkout Luxury and serenity in an amazing location! At nearly 2,100 sq. ft. this spacious two bedroom/one bath apartment located in the lower level of an amazing single family home will afford you all the comforts of home. Serene, peaceful, wooded and private, yet still close to all the attractions and amenities of the DC area.

Guest favorite
Apartment in Great Falls
4.96 out of 5 average rating, 120 reviews

Wooded Retreat in Great Falls

Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

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, 198 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!

Guest favorite
A spacious bedroom is presented with a large bed covered in a patterned quilt. A wooden desk and chair are positioned near a window, allowing natural light to brighten the room. Two windows provide ventilation, and the polished wooden floor adds warmth.
Guest suite in Arlington
4.89 out of 5 average rating, 158 reviews

Complete private suite & prkg

You get everything you see in the pictures, a complete private suite ready to welcome a last-minute reservation. If you need to check in early or check out late, the host will try to accommodate you when possible. A $70 extra fee applies for a guest who wants to use the second bedroom. It is currently used to keep bedding and linen. It remains locked. The host will always knock or text before entering the living room on the first floor.

Top guest favorite
A living area is presented with a large television on a sleek stand, displaying streaming service options. Two framed pictures adorn the wall above, and natural light enters through two nearby windows, enhancing the neutral tones of the room.
Apartment in Reston
4.97 out of 5 average rating, 265 reviews

Great Location w/ Cozy Atmosphere

Our quaint apt is perfectly located minutes from Dulles Airport, Metro, DC, restaurants, shopping centers & entertainment options. A finely decorated apartment providing all the essentials you'll need for your stay. We hope you like what you see! ... Looking to take a trip to Shenandoah National Park but still close to the city, then we got the spot for you. You don't have to sacrifice one for the other and enjoy both environments.

Top guest favorite
Two horses are depicted in a serene outdoor setting, surrounded by trees with autumn foliage. Their features are prominently visible, including a brown horse with a white face and a brown and white horse with long mane. The environment reflects a peaceful farm atmosphere.
Guest suite in Nokesville
4.98 out of 5 average rating, 612 reviews

Horse farm near Manassas Battlefield.

“Chip and Joanna” style accommodations. Private suite, private entrance (bedroom, bath, kitchenette). Close to: Manassas Battlefield (25 mile trail); Skymeadow State Park (nice trails); Wineries, distilleries, breweries and great restaurants -5 miles; VRE connections - to METRO; 3 miles to Manassas airport. ONLY 6 miles to Jiffy Lube Live. Fire pit and wood. Not accepting pets at this time. Cot and Pack n Play available.

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
4.94 out of 5 average rating, 170 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 serene outdoor space is captured with lush greenery and vibrant foliage. A large tree provides shade, while flowering plants and shrubs add color to the well-maintained landscape. The house features large windows, inviting natural light and allowing views of the peaceful surroundings.
Home in Falls Church
4.99 out of 5 average rating, 154 reviews

Zen-Like Mid Century Modern Near Metro and DC

Beautiful, freshly painted , recently renovated Zen -like MID CENTURY MODERN , 10 minute walk to Metro and a few stops to Washington DC. Incredible landscaping and peaceful setting less than a mile to great restaurants, State Theater, parks and a new movie theater. One level living with no stairs. Enjoy modern appliances , high speed internet, work from home space, wood floors and fireplace, even a guitar for your use!

Popular amenities for Oakton family-friendly rentals

When is the best time to visit Oakton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,298 GYDG$49,809 GYDG$45,415 GYDG$55,669 GYDG$51,065 GYDG$57,972 GYDG$60,064 GYDG$54,832 GYDG$54,414 GYDG$59,018 GYDG$54,623 GYDG$53,995 GYD
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Quick stats about vacation rentals that are family-friendly in Oakton

  • Total vacation rentals

    Explore 20 vacation rentals in Oakton

  • Nightly prices starting at

    Oakton vacation rentals start at G$8,371 GYD per night before taxes and fees

  • Verified guest reviews

    Over 720 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

    20 of Oakton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakton rentals

  • 4.9 Average rating

    Oakton stays are highly rated by guests—averaging 4.9 out of 5!