We found 4,113 holiday rentals — enter your dates for availability
Discover a selection of 832 homes, 2702 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.
Image gallery for The Dakin Estate: A refined 4BR Art Deco speakeasy duplex in Wrigleyville. Featuring curated interiors, elevated finishes, and a private entertainment lounge just minutes from Wrigley Field, dining, nightlife, and Chicago’s iconic attractions.
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
The Dakin Estate: A refined 4BR Art Deco speakeasy duplex in Wrigleyville. Featuring curated interiors, elevated finishes, and a private entertainment lounge just minutes from Wrigley Field, dining, nightlife, and Chicago’s iconic attractions.
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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.