Oakton vacation rentals

We found 12 vacation rentals — enter your dates for availability

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August 2025

September 2025

Scroll through and select from vacation rentals in Oakton to find one that's perfect for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll find the amenities you need and want, including parking and a TV. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

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Condo/Apartment

Find the best place to stay - Oakton

Furniture, Indoors, Living Room, Couch, Home Decor

Spacious Retreat Near Convention Centers by RedAwning

Sleeps 10 · 4 bedrooms · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Oakton

Traveling to and around Oakton

Fly into Chicago O'Hare Intl. Airport (ORD), the closest airport, located 3.4 mi (5.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Chicago Midway Airport (MDW), which is 18 mi (28.9 km) away.