Cook County Vacation Rentals, Illinois: house rentals & more

Discover a selection of 978 homes, 2373 apartments, and other vacation rentals in Cook County that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, including parking and a TV. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Popular cities in Cook County

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Cook County

6 Bedrooms Home Suburbs of Chicago

Sleeps 20 · 6 bedrooms · 4+ bathrooms

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking

Sleeps 5 · 2 bedrooms · 2 bathrooms

Find the perfect vacation rental for your Cook County getaway

Learn about the unique charm of Cook County with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Michigan Avenue and Navy Pier are a couple of places to search for that perfect souvenir. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Cook County

Are you looking for attractions to see during your stay? Venture out of your cozy vacation rental and experience everything that makes Cook County a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

Harborside International Golf Center (6 mi / 9.7 km)
Galloping Ghost (9.8 mi / 15.8 km)
Ravisloe Country Club (12.3 mi / 19.7 km)
Lincoln Park Zoo (13.1 mi / 21.1 km)
Cog Hill Golf & Country Club (13.9 mi / 22.3 km)
Orland Park Sportsplex (13.9 mi / 22.4 km)

Exploring the natural features in Cook County

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Cook County is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

Grant Park (10.2 mi / 16.4 km)
Millennium Park (10.8 mi / 17.3 km)
Abbott Park (4.1 mi / 6.6 km)
Washington Park (6 mi / 9.6 km)
Jackson Park (6.7 mi / 10.8 km)
Anna and Frederick Douglass Park (8.6 mi / 13.9 km)

How to get to and around Cook County

The nearest airport is in Chicago Midway Airport (MDW), located 4.2 mi (6.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Chicago O'Hare Intl. Airport (ORD), which is 19.7 mi (31.7 km) away.

If you prefer to travel by train, Chicago Ashburn Station, Chicago Wrightwood Station and Chicago 91st Street Station (Beverly Hills) are the main stations that serve the city. You can see more of Cook County by catching a ride on the metro at 95th Street - Longwood Station, 103rd Street Washington Heights Station or Ashland-63rd Station.

Frequently asked questions

What is the best area to stay in Cook County when booking a vacation rental?

If you’re planning a getaway to Cook County, Steger is one of the most desired places to stay. Whether you’re looking for a condo, cabin or other property type, you’ll always have the entire place to yourself.

What is the most popular type of vacation rental accommodation in Cook County?

Based on our research, apartments are the most in-demand property type in Cook County. But as you know, everyone’s idea of the perfect trip can differ. Vrbo has vacation homes in a variety of sizes and shapes, so you’re sure to find your ideal match.

How much does it cost to rent a vacation rental in Cook County?

A number of factors affect how much you’ll pay for a vacation rental in Cook County, including the type of property, length of stay and season. Still, all our vacation homes have something in common — excellent value. Just enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in Cook County?

The average price for a vacation home close to the beach in Cook County depends on when you’re traveling and the style and size of property you want. You can find prices quickly and easily on Vrbo by entering your travel dates. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.

What are popular rental amenities in Cook County?

A microwave oven, a stovetop and a fridge top the list of most popular rental amenities in Cook County. Whether you’re planning to travel on your own, with your spouse or as a family, Vrbo can help you find a vacation rental that suits your tastes with all the features you need.

Are there large group vacation rentals in Cook County?

Choose from 172 vacation rentals in Cook County that can host 10 or more guests. Whether you’re planning a vacation with extended family or an event like a party, there’s enough space to get your group together under one roof.

What are the top attractions for families in Cook County?

Keeping the kids entertained during your Cook County vacation is a breeze with these fabulous family-friendly attractions:

Orland Square
Odyssey Fun World
Hollywood Casino Amphitheatre

Can I find two-bedroom vacation rentals in Cook County?

Take off with your besties and enjoy total privacy and comfort in one of the 562 two-bedroom vacation properties Cook County has to offer.

Are there vacation rentals with WiFi in Cook County?

Cook County has 639 vacation rentals with WiFi, so you’ll be able to stay connected while traveling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to scrolling social media, these Vrbo homes will keep you online.

How old do you have to be to rent a vacation rental in Cook County?

The minimum required age is typically 16, 18 or 21. It can change across properties on Vrbo, so check the rules of your chosen Cook County vacation rental before making a booking.

How long can I rent a vacation rental in Cook County for?

It’s really down to the Cook County property. To see a list of options offering extended stays, just type your dates and guest number into Vrbo’s search page. You can enjoy having the whole place to yourself, along with comforts such as air conditioning, a kitchen and a backyard where the little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.