
Holiday houses in Oakton
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Top-rated holiday rentals in Oakton
Guests agree: these stays are highly rated for location, cleanliness and more.

The Cottage on Main -Virginia Wine & Horse Country
The Cottage on Main, originally built around 1840 recently underwent a full renovation! Walk to the restaurants and shops of The Plains or explore the quaint towns of Marshall, Middleburg, Warrenton, Upperville with just a few minutes drive. This one bedroom, 1 bath cottage with full kitchen, living & dining area has everything you need for a weekend getaway or extended stay. The Plains is home to Gold Cup & many other equestrian events, amazing dining & shopping and the Virginia wine country!

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.

Beautiful New Apartment Surrounded by Nature
Beautiful, private detached studio apartment surrounded by a 3.5 acre park. Spacious light filled home away from home with a queen and single bed and available air mattress. Washer dryer in unit. Full private bath and kitchen with built in 2 burner induction burner, oven, microwave, coffee maker, hot pot, rice cooker and kitchen essentials. Walk to metro or take the bus from the corner. Bars, restaurants, grocery and other shopping and entertainment in walking distance or quick metro to DC.

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.

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.

Private Comfortable and Conveniently Located
Spacious (1700 sq. ft.) 3 Bedroom Easy Access to Downtown DC. Quiet location away from traffic with nature trails all around. We are an easy going family that enjoys hosting guests from all different background and from all over the world. This area is truly the best place to stay if you are looking to get in and out of the city quickly while still providing a peaceful location to rest after a busy day. My family looks forward to hosting you. Montgomery County License # BCA-17682/STR

Urban Cottage, MD minutes from DC/National Harbor
Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

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.

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.

Basement Apartment/ Private Entrance
This cozy, comfortable space is nestled in a quiet residential neighborhood within walking distance of a 600-acre park with hiking and biking trails. It is a short drive to Dulles Airport, DC Metro, and two minutes from I-66. Nearby attractions include the National Air and Space Museum, Manassas Battlefield Park, Jiffy Lube Live Arena, and Dulles Expo Center. Venture down to DC or out to the Shenandoah Valley. An eclectic mix of ethnic cuisines is nearby.

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.

Luxury hunt country getaway!
Charming 1100 sq. ft space in the heart of Hunt Country. Lower level private entrance and parking. Fully outfitted kitchen, Nespresso coffee maker, french press and all the kitchen necessities. Walking distance to coffee shops, restaurants and antique stores. Close to wineries, Great Meadows and popular cycling routes. Convenient location 40 miles just outside of DC, right off route 66 but nestled away in the countryside.
Popular amenities for Oakton holiday rentals
Other great holiday rentals in Oakton

SUPER HOST! - Cozy Family Cottage

The Garden House

Cozy McLean Hideout

Luxury Private Basement w/ Theater+Arcade+Games

Apartment Studio w/ Private Entrance & Amenities

Scenic views home basement APT - Clifton, VA

Fairfax Station Two- Bedroom with Peloton bike.

Fairfax Apartment / House
When is the best time to visit Oakton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 NZD | $179 NZD | $169 NZD | $166 NZD | $150 NZD | $152 NZD | $152 NZD | $145 NZD | $147 NZD | $152 NZD | $162 NZD | $155 NZD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Oakton?
Oakton has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Oakton?
Experience the best of Oakton with our house rentals, starting at about $30 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 townhouse rentals in Oakton have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in Oakton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Oakton have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Oakton. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Oakton have wifi?
Absolutely! We offer over 10 townhouse rentals with wifi in Oakton. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Oakton have free parking?
Absolutely! We offer over 10 townhouse rentals with free parking in Oakton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Townhouse Rentals in Oakton?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Oakton

Total holiday rentals
Explore 90 holiday rentals in Oakton

Nightly prices starting at
Oakton holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Oakton holiday 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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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon




