Chicago holiday homes

We found 4,266 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 1354 homes, 2476 apartments and other holiday rentals in Chicago that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a fireplace. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • 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, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to vibrant Chicago

Take a holiday to Chicago and enjoy the area's theatre scene, architecture and museums. This city is cosmopolitan and scenic, recognised for its art, monuments and entertainment. Navy Pier and Michigan Avenue are a couple of places to search for that perfect souvenir. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Chicago

Are you hoping to discover attractions to visit during your stay? Venture out of your holiday home and check out everything that makes Chicago a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Lincoln Park Zoo (2.8 mi / 4.5 km)
  • Galloping Ghost (12.5 mi / 20.1 km)
  • Oak Brook Golf Course (15.7 mi / 25.3 km)
  • Home Alone House (16.7 mi / 26.9 km)
  • The Glen Club (17.7 mi / 28.5 km)
  • Northbrook Sports Complex (20.1 mi / 32.4 km)

Exploring the natural features in Chicago

Whether you're an outdoor enthusiast or just want to take in the scenery, Chicago is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Grant Park (0.7 mi / 1 km)
  • Millennium Park (0.3 mi / 0.5 km)
  • Maggie Daley Park (0.5 mi / 0.8 km)
  • Ohio Street Beach (1.2 mi / 1.9 km)
  • Oak Street Beach (1.6 mi / 2.5 km)
  • Northerly Island (1.7 mi / 2.8 km)

Transport options to and around Chicago

Fly into Chicago Midway Airport (MDW), the closest airport, located 8.6 mi (13.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away.

If you're travelling by train, Millennium Station, Chicago Van Buren Street Station and Chicago Union Station are the main stations that serve the city. It's easy to get around Chicago by jumping on the metro at Monroe Station (Red Line), Monroe Station (Blue Line) or Adams-Wabash Station.

Frequently asked questions

How much does it cost to rent a holiday home in Forestville?

Length of stay, property type and season are some things that can affect the price of a holiday home. Simply add your dates of travel to find your dream escape. From comfy cottages to sprawling villas, all Bookabach holiday homes offer unbeatable value.

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

The average price for a holiday home close to the beach in Forestville will depend on when you'll be there and the size and style of property you want. Find prices easily and quickly on Bookabach by entering your travel dates and destination. Then use the filter tool to select the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.

What are the top attractions for families in Forestville?

There are loads of awesome things to do and see with the family in Forestville, such as:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

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

It's advisable to check with the Forestville holiday home you want on Bookabach as the age limit differs. However, it's typically 16, 18 or 21.

How long can I rent a holiday home in Forestville for?

It's really down to the Forestville property. To look over a list of options offering extended stays, just enter your travel dates and number of people into the Bookabach search page. Look forward to having the entire property to yourself, along with comforts such as a fully-equipped kitchen and an outdoor space where the kids can run and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

More Holiday Rentals ideas

People also search for