Book Cook County holiday rental accommodation: short-term rental properties & homes

Discover a selection of 1000 homes, 2317 apartments and other holiday rentals in Cook County that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Popular Cook County destinations on Stayz

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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

Top rated rentals - Cook County

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Our Stay

Find the perfect holiday rental for your Cook County getaway

Learn about the unique charm of Cook County with a stay in a holiday home rental. This city has something for everyone. Michigan Avenue and Navy Pier are a couple of places to search for that perfect souvenir. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Cook County

Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes Cook County a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Harborside International Golf Center (6 mi / 9.7 km)
Galloping Ghost (9.8 mi / 15.8 km)
Dave & Buster's (11.8 mi / 19 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)

Exploring the natural features in Cook County

Whether you're an active traveller or just want to take in the scenery, Cook County is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

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 centre. If you can't find a flight that works for your travel itinerary, you could also fly into Chicago O'Hare International 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 in the city. You can get around 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 holiday home?

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 holiday home 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. Stayz has holiday 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 holiday home in Cook County?

A number of factors affect how much you’ll pay for a holiday home in Cook County, including the type of property, length of stay and season. Still, all our holiday 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 holiday home close to the beach in Cook County depends on when you’re travelling and the style and size of property you want. You can find prices quickly and easily on Stayz 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 home amenities in Cook County?

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

Are there large group holiday homes in Cook County?

Choose from 172 holiday homes in Cook County that can host 10 or more guests. Whether you’re planning a holiday 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 holiday is a breeze with these fabulous family-friendly attractions:

Orland Square
Odyssey Fun World
Hollywood Casino Amphitheatre

Can I find two-bedroom holiday homes in Cook County?

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

Are there holiday homes with WiFi in Cook County?

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

How old do you have to be to rent a holiday home in Cook County?

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

How long can I rent a holiday home 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 Stayz’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.