Chicago vacation rentals

We found 4,287 vacation 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 vacation rentals in Chicago that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the amenities you expect and more, which might include parking and a hot tub. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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

Travel to exciting Chicago

Take a vacation to Chicago and enjoy the area's theater scene, architecture and museums. This city is cosmopolitan and scenic, recognized 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 friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Chicago

Are you hoping to find things to do during your stay? Venture out of your vacation home and check out everything that Chicago has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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 active traveler or just want to spend some time taking in the scenery, Chicago is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (0.3 mi / 0.5 km)
  • Grant Park (0.7 mi / 1 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)

Transportation options to and around Chicago

Fly into Chicago Midway Airport (MDW), the closest airport, located 8.6 mi (13.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away.

If you're traveling by train, Millennium Station, Chicago Van Buren Street Station and Chicago Union Station are the main stations that serve the city. You can 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 vacation rental in Forestville?

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

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

The average price for a vacation 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 Vrbo 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 vacation rental in Forestville?

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

How long can I rent a vacation rental 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 Vrbo 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.