Family-friendly vacation rentals in Oakton

Find and book unique family-friendly homes on Airbnb

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$8,370 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!

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
A modern living area features a light gray sofa adorned with various patterned cushions. A coffee table sits atop a geometric-patterned rug, while a small desk and chair are positioned nearby. Natural light enters through nearby windows, complemented by warm, ambient lighting.
Apartment in Falls Church
4.91 out of 5 average rating, 131 reviews

The Happy Heaven

Welcome to ‘’ The Happy Heaven ‘’ Nestled in a serene location , this family-friendly retreat offers comfortable accommodation and the range of amenities designed for relaxation and convenience. With its proximity to nearby attractions and amenities, including restaurant, shop and recreational activities, you’ll have everything you need for a memorable and enjoyable stay . Whether you’re seeking a peaceful retreat or an adventure- filled vacation The Happy Heaven offers the best of both worlds.

Guest favorite
Townhouse in Fairfax
4.93 out of 5 average rating, 109 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

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, 271 reviews

Hummingbirds Hideaway Treehouse

Do not book on airbnb and ask for early arrival. 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 this 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 message us prior to booking

Top guest favorite
A spacious room is presented with a comfortable bed dressed in white linens. A chair and desk are positioned nearby, complemented by a floor lamp. Light wood flooring enhances the airy feel, while a window allows natural light to fill the space.
Guest suite in Herndon
4.98 out of 5 average rating, 105 reviews

Cozy Apartment on Lower Level of Home

Private Retreat Near Dulles & DC Cozy 2-bed, 1-bath apartment in the heart of Herndon, VA. Complete privacy in a quiet neighborhood with all amenities included, just bring your bags. • ✈️ 9-min drive to Dulles Airport • 🚇 20-min walk to Metro • 🚌 2-min walk to bus stop • 🏛️ 30-min drive to Washington, DC • 🍽️ Close to great local restaurants • 🅿️ Free parking on premises • 🌿 Access to a private yard • 🍳 Kitchenette Ideal for travelers, commuters, and DC explorers.

Top guest favorite
The stone cottage is set among lush trees and manicured greenery. A spacious lawn stretches in front, offering ample outdoor space. The house features a covered entrance with a flag, and large windows allow for natural light to fill the interior.
Home in Annandale
4.94 out of 5 average rating, 206 reviews

SUPER HOST! - Cozy Family Cottage

Charming and spacious one level 1940's stone cottage in the heart of Northern Virginia. Cozy and warm and only 20 minutes out of our nation's capital. Large fully fenced yard for kids, dogs, and outside entertaining. Outdoor amenities include a huge patio seating area, a fire-pit, and a gas grill. Inside there is a gourmet kitchen, two fireplaces and a beautifully decorated living area. Master bedroom is set-up like a resort with a very comfortable king size bed and luxury master bathroom.

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, 152 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.

Top guest favorite
The exterior of a charming cottage features a steeply pitched roof with shingle detailing, two dormer windows, and a welcoming front porch. A white picket fence surrounds the well-maintained yard, which includes neatly trimmed shrubs and an American flag displayed near the entrance.
Farm stay in Purcellville
4.98 out of 5 average rating, 170 reviews

Country Cottage on 1700’s Quaker Farm

Sylvanside is a Williamsburg style cottage on 1740 Quaker farm. 3+ Bedrooms, w/en-suite baths, full kitchen, LR, FR, fireplace & sun porch. View the fields & pond, old barns, English garden. Interact with our Clydesdales, & pig, play in the creek & walk the 25 acres. Perfect getaway retreat for family & friends (No parties, events or filming w/o permission and contract) vineyard visits, apple picking, hiking. Base price 2 guests; $50 each add guest to allow flexibly for group sizes.

Top guest favorite
The exterior of a red brick building is shown, featuring a striking peaked roof and multiple windows. A shaded porch is visible at the entrance, adorned with potted plants. Lush greenery surrounds the property, and a gravel path leads up to the structure.
Farm stay in Leesburg
5 out of 5 average rating, 125 reviews

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.

Guest favorite
The exterior entrance features a welcoming porch supported by two columns, with a glass door at the center. Lush green bushes and flowering plants are neatly arranged beside the walkway, contributing to the well-maintained garden area.
Home in Annandale
4.91 out of 5 average rating, 165 reviews

Private 3 Bed Guesthouse w parking & water filter

One of our guests reviewed in 8/2017, "it's still the best Airbnb I've lived." Completely separated and private Guest House in Annandale, VA. The whole house has 9 bedrooms and was built in 2008. The Guest House has not been used until 2016. About 10 miles to DC & close to Metro. Walk to parks, bus stops, restaurants, and much more. Door parking. Newly furnished. Very convenient. 150 Mbs WIFI. 55" UHD TV with Fios. Softened & filtered water. One of kind & can not be compared.

Guest favorite
Apartment in Great Falls
4.96 out of 5 average rating, 122 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.

Guest favorite
Condo in Centreville
4.91 out of 5 average rating, 135 reviews

Peaceful patio condo

Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front and visitor parking around. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, high speed internet, queen size bed, the patio opens to private green nature. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World, 10min drive to King Spa.

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.

Popular amenities for Oakton family-friendly rentals

When is the best time to visit Oakton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,290 GYDG$49,801 GYDG$45,407 GYDG$55,660 GYDG$51,057 GYDG$57,962 GYDG$60,055 GYDG$54,823 GYDG$54,405 GYDG$59,008 GYDG$54,614 GYDG$53,986 GYD
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