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 Cook County destinations on Vrbo

Grosse Point Lighthouse which includes a lighthouse and a house

Vacation rentals with weekly discounts - Cook County

Showing deals for:Jul 18 - Jul 25

Exceptional

(20 reviews)

Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!

Chicago, IL

10% off

Enter into our large 1800 sq. ft. condo, featuring a game room. Perfect for you!

Exceptional

(27 reviews)

City Center, River North Condo HUGE 3BR, Patio, Parking(2x)

Chicago, IL

15% off

Open living room and dining space with lake views and great light

Exceptional

(39 reviews)

Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views

Chicago, Illinois

10% off

Exceptional

(25 reviews)

Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

Chicago, Illinois

10% off

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

Top rated rentals - Cook County

Lengthy stay

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?

Tinley Park is among the more popular locations to find a vacation property in Cook County. Searching for some top things to see and do in this destination? Check out Hollywood Casino Amphitheatre and Credit Union 1 Amphitheatre.

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

Apartments are the most popular kind of vacation rental in Cook County, according to our data. Even if you’ve got a different idea about what you want, Vrbo has vacation homes in loads of shapes and sizes. Filter our options to find your perfect match.

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

A range of factors affect what you’ll pay for a vacation rental in Cook County, such as the season, length of stay and type of property. But, all Vrbo homes have one thing in common — excellent value. Simply enter your travel dates to find your ideal escape.

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

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

Are there pet-friendly vacation rentals in Cook County?

With 228 properties that welcome four-legged guests, your furry friend can join in on your Cook County getaway. Use our filter tool to browse our pet-friendly vacation rentals and find a stay that’s pawfect on Vrbo.

Are there large group vacation rentals in Cook County?

With 226 properties that can host 10 or more people in Cook County, there’s no need to hold back on your invites. From fun family get-togethers to events like weddings and birthday parties, Vrbo can help you find a large group rental to match the occasion.

What are the top attractions for families in Cook County?

There are plenty of wonderful things to do and see with the family in Cook County, including:

Orland Square
Odyssey Fun World
Hollywood Casino Amphitheatre

Are there one-bedroom vacation rentals in Cook County?

Yes, you can pick from 701 one-bedroom rentals in Cook County. Whether you’d prefer a cozy cottage or an upmarket condo, our one-bedroom rentals are perfect if you don’t require a lot of space. One of the major perks of having your own pad? You won’t ever need to share your getaway with strangers.

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

You can pick from 599 two-bedroom homes in Cook County. Give the kids the second room or maybe fill it with a couple of your favorite people. There’s a comfy spot for whoever’s lucky enough to come along for the ride.

Are there vacation rentals with WiFi in Cook County?

Whether you’d like to stay in touch with the news, look over emails or surf social networks, there are 853 vacation homes with WiFi in Cook County. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.

How can I find vacation rentals with air conditioning in Cook County?

Work out your travel dates and then use the filter tool to view vacation rentals with air conditioning in Cook County on Vrbo. With 1,988 air-conditioned properties available, you can look forward to a cool and comfortable break.

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

The minimum age is usually 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your preferred Cook County vacation home before booking your trip.

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

The length of time you can book a vacation rental in Cook County differs according to the property. Simply enter your desired travel dates to view a list of options offering extended stays. With many amenities like air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere perfect to call your home away from home in Cook County.

Does Vrbo offer discounts for vacation homes in Cook County?

Short break or a much-needed extended escape, Vrbo has some excellent value options in Cook County that’ll match your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or check out what’s just been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without breaking the bank.