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Short Term Rentals in Chicago, IL

106 Rentals Available
  • 83
    Top Rated for Location
    Rent Specials
    a kitchen with a sink and a window at Chateau on Wells, Illinois, 60654 A bedroom with a large bed and a view of a cityscape through the window at Chateau on Wells, Chicago, IL
    5.0
    Today

    707 N. Wells St., Chicago, IL 60654
    2 Units available
    1 BED Ask for Pricing
    2 BEDS $3,799
    3 BEDS $5,221+
    Property reviews
    5/5 Andy A. on May 1, 2023

    I've lived her for 5-months. Has been great so far. Only complaint is sometimes people leave trash in the building after the weekend.

  • Today

    420 W. Fullerton Pkwy., Chicago, IL 60614
    STUDIO $1,298+
    1 BED $1,528+
    2 BEDS $3,005+
  • Today

    5417-23 S. Harper Ave., Chicago, IL 60615
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • Today

    660 - 678 N. Dearborn St., Chicago, IL 60654
    STUDIO $1,330+
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • Today

    5541 S. Everett Ave., Chicago, IL 60637
    STUDIO $1,031+
    1 BED $1,296+
    2 BEDS Ask for Pricing
  • Today

    707 N. Wells St., Chicago, IL 60654
    1 BED Ask for Pricing
    2 BEDS $3,799
    3 BEDS $5,221+
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  • Today

    6700 S. Oglesby Ave., Chicago, IL 60649
    STUDIO $1,060+
    1 BED $1,232+
    2 BEDS $1,831+
  • Today

    6104 S. Woodlawn Ave., Chicago, IL 60637
    STUDIO $1,134+
    1 BED $1,352+
  • Today

    5100 S. Cornell Ave., Chicago, IL 60615
    STUDIO $980+
    1 BED $1,349+
    2 BEDS $1,907+
  • Today

    5214 S. Woodlawn Ave., Chicago, IL 60615
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • Today

    1314-28 N. Damen Ave., Chicago, IL 60622
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • Today

    2025 N. Damen Ave., Chicago, IL 60647
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
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  • Today

    2311 W. Giddings St., Chicago, IL 60625
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • Today

    2500-08 W. Pensacola Ave., Chicago, IL 60618
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • Today

    2855 - 2857 W. Belmont Ave., Chicago, IL 60618
    STUDIO Ask for Pricing
    1 BED $1,425
    2 BEDS Ask for Pricing
  • Today

    4362-64 N. Kenmore Ave., Chicago, IL 60613
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • Today

    911 W. Oakdale Ave., Chicago, IL 60657
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
  • Today

    14 West Elm Street, Chicago, IL 60610
    STUDIO Ask for Pricing
    1 BED $1,600+
    2 BEDS Ask for Pricing
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  • Today

    1209 E Madison Park, Chicago, IL 60615
    4 BEDS Ask for Pricing
    5 BEDS $3,395
  • Today

    5430 S Drexel, Chicago, IL 60615
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • 1 day ago

    2200-04 N. Avers Ave., Chicago, IL 60647
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • 1 day ago

    4226-30 N. Whipple St., Chicago, IL 60618
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • 1 day ago

    4654-56 N. Monticello Ave., Chicago, IL 60625
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • Today

    1351 W Touhy Ave, Chicago, IL 60626
    1 BED $1,495
    2 BEDS $1,625
    3 BEDS $1,925
  • Today

    1414 W Devon Ave, Chicago, IL 60660
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
43-0-city
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Getting around in Chicago, IL

86 /100
Very Walkable
65 /100
Good Transit
64 /100
Bikeable
Walk Score®: 86, Transit Score®: 65, Bike Score®: 64

Frequently asked questions

What is the price of a short-term rental in Chicago, IL?

The price range of a short-term rental is between $1,064 and $6,550.

How many short-term rentals are available in Chicago, IL on RentCafe?

There are 90 short term rentals available on RentCafe. Prices and availability in Chicago, IL were last updated on 18 Nov 2025.

What is the average size of a short-term rental in Chicago, IL?

The average Chicago, IL short-term rental size is 432 sq. ft.

Why rent a short-term rental in Chicago, IL?

The best part about living in a short-term rental is the lease flexibility that allows you to choose for how long you’ll be renting.

What are the downsides of renting a short-term rental in Chicago, IL?

Short-term rentals might be more expensive per month than long-term leases. Some short-term apartments are furnished and may include the cost of utilities as well.

Look for short term rentals near me

Looking for short-term apartments nearby? This option is ideal if you want to stay in the area, or you’re still looking for something more stable and don’t want to make any permanent decisions yet. Or, simply put, renting short-term fits your lifestyle better. With RentCafe you can now browse short-term apartments near you and compare price, size, location and real reviews from verified residents in your area to see which short-term apartment would suit you best.

You can browse available short-term listings and find your options in any location, whether you’re looking at a specific neighborhood, ZIP code, or city. Just choose the location you want, close to whatever is of interest for you, and we’ll take it from there!

Renting a short-term apartment in Chicago, IL

If you’re in Chicago, IL for a limited amount of time, you are a digital nomad, or simply want a change of scenery, RentCafe is here to help you find the short-term rental suitable for your needs. Maybe you just want to test a new area in Chicago before actually settling in, or maybe you find yourself in-between homes on your way to getting your hands on your dream home. For all those reasons and many more, short-term apartments are the way to go. Short-term rentals usually come furnished and are equipped with essentials that most renters would need on the regular. Plus, some include the cost of utilities in the rent price, so you wouldn’t have as many bills and paperwork to deal with. Renting in Chicago, IL is an experience. So, if you want to make your renting experience here short and sweet, we got your back!

There’s more to the world

Short-term apartments are not just for renters in between homes or people on prolonged visits to a certain area. They are perfect for those who aren’t looking to put down roots too soon and settling down is not currently in the plans. For those not looking for a long-term apartment just yet, the experience of living in other areas can be life changing. If you’re the type of person who goes wherever life takes them, we are here to help you find a short-term lease!

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!