Vacation rentals in Oakton

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Top-rated vacation rentals in Oakton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An open-concept living space showcases a brown leather sofa and a dining area with a wood table. A billiards table is positioned in the center, with overhead lighting illuminating the room. Large windows are adorned with sheer curtains, allowing natural light to fill the space.
Home in Sterling Park
4.85 out of 5 average rating, 157 reviews

Stylish & Spacious House by Dulles Airport

This stylish Sterling home is perfect for your next getaway! Conveniently located just 8 minutes from Dulles Airport, this modern retreat offers privacy and comfort. Enjoy a spacious, open-concept floor plan. Detailed check-in instructions provided for a Seamless, contact-free arrival The house features plenty of parking and amenities such as a pool table, high-speed internet, and streaming services like Netflix, HBO Plus, and Hulu. Suitable for working adults, family vacations, and gatherings.

Guest favorite
Townhouse in Fairfax
4.93 out of 5 average rating, 105 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 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 Falls Church
4.95 out of 5 average rating, 202 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, 148 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
A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.
Guest suite in Harpers Ferry
4.99 out of 5 average rating, 287 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Top guest favorite
A modern kitchen is highlighted by clean lines and neutral colors. An island with seating is centered, surrounded by a spacious layout. Appliances include a refrigerator and stove, while artwork adorns the walls, contributing to the inviting environment. Ample natural light illuminates the area.
Tiny home in Reston
5 out of 5 average rating, 156 reviews

Pristine 1BR, king bed, hot tub, close to IAD

Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

Guest favorite
The two-story brick home is situated on a gently sloping lawn, surrounded by lush greenery and trees. White shutters adorn the windows, enhancing the classic facade. A well-defined pathway leads to the blue front door, inviting visitors into a warm and welcoming environment.
Home in Chevy Chase
4.96 out of 5 average rating, 109 reviews

Exclusive Home in Upscale Chevy Chase

You will love the secluded garden, near woods with deer and wildlife, the sunny kitchen with skylights, garden room, and large brick patio. Enjoy the 10-minute walk to Amazon Fresh, Starbucks and Einstein Bagels. One mile to Bethesda Metro; 1.5 miles to NIH, and Washington DC. Just1.8 miles to acclaimed restaurants in Bethesda and Kensington. 5G Wi-Fi, large workspaces. Centuries old trees. Self-check-in. Plentiful street parking. Only service dogs allowed / charged at $10 per day.

Top guest favorite
A spacious living area features comfortable brown leather sofas arranged around a glass coffee table. A flat-screen television stands on a black console. The bright kitchen is visible in the background, showcasing dark cabinetry and bar seating for two. Natural light fills the space.
Guest suite in Falls Church
4.99 out of 5 average rating, 150 reviews

Charming 2BR 2BA Suite-Close to DC

Lovely basement suite in a luxury single-family home with a private entrance through the backyard. Enjoy complete privacy with a locked door separating it from the main floor. Great location! About a 20-minute walk to West Falls Church Metro, with $3/day parking (free on weekends and federal holidays). A convenient option for sightseeing in DC. About 10 miles from the White House and close to restaurants, Tysons Corner mall, and grocery stores like Giant, Whole Foods, and Trader Joe’s.

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, 186 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
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, 142 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, 260 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, 193 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!

Popular amenities for Oakton vacation rentals

When is the best time to visit Oakton?

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Avg. priceR1,502 ZARR1,419 ZARR1,485 ZARR1,619 ZARR1,469 ZARR1,485 ZARR1,485 ZARR1,419 ZARR1,435 ZARR1,485 ZARR1,585 ZARR1,519 ZAR
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Oakton?

    Oakton has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Oakton?

    Experience the best of Oakton with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Oakton?

    Four-legged friends are welcome in Oakton. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oakton?

    Yes! Work meets play with ease at over 50 vacation rentals in Oakton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Oakton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Oakton, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Oakton have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Oakton. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Oakton have a kitchen?

    Absolutely! We offer over 10 townhouse rentals with a kitchen in Oakton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakton have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Oakton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakton have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Oakton. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Oakton?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, over 20 homes with a kitchen, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Oakton

  • Total vacation rentals

    Explore 80 vacation rentals in Oakton

  • Nightly prices starting at

    Oakton vacation rentals start at R501 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Oakton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakton rentals

  • 4.8 Average rating

    Oakton stays are highly rated by guests—averaging 4.8 out of 5!

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