Save search
Skip the filters. Search with AI Mode instead.

Short Term Rentals in Chicago, IL

Short Term Rentals in Chicago, IL. 225 Rentals Available
225 Rentals Available
Quick filters
  • a white kitchen with stainless steel appliances and white cabinets
    Only 1 unit left
    4 bd $2,695
    Base rent
    Verified Listing

    1209 E Madison Park, Chicago, IL 60615
    Apply online • Cat friendly
  • ? a bedroom with wood floors and a ceiling fan
    Ask for pricing
    Verified Listing

    5348 N. Wolcott Ave., Chicago, IL 60640
    Pet friendly
  • a living room with blue couches and a rug
    Ask for pricing
    Verified Listing

    2010 W. Chicago Ave., Chicago, IL 60622
    Pet friendly
  • a kitchen with a stove and a refrigerator and a microwave
    Only 1 unit left
    2 bd $1,595
    Base rent
    Verified Listing

    1414 W Devon Ave, Chicago, IL 60660
    Apply online • Pet friendly
  • a kitchen with dark wood cabinets and a stainless steel refrigerator
    19 units available
    Studio $1,025+
    1 bd $1,250+
    Base rent
    Verified Listing

    5316 S Dorchester Ave, Chicago, IL 60615
    Apply online • Pet friendly
  • a living room with a couch and a table and a ceiling fan
    22 units available
    Studio $1,059+
    1 bd $1,376+
    Base rent
    Verified Listing

    5541 S. Everett Ave., Chicago, IL 60637
    Apply online • Pet friendly
  • a kitchen with stainless steel appliances and wooden cabinets
    Only 2 units left
    1 bd $1,395
    2 bd $1,450
    Base rent
    Verified Listing

    1433-45 W. Lunt Ave., Chicago, IL 60626
    Apply online • Pet friendly
  • a living room with a leather couch and a fireplace
    Ask for pricing
    Verified Listing

    5124 S University Ave, Chicago, IL 60615
    Cat friendly
  • a kitchen with granite counter tops and stainless steel appliances
    Only 1 unit left
    1 bd $1,295
    Base rent
    Verified Listing

    6748 N Ashland Ave, Chicago, IL 60626
    Apply online • Pet friendly
  • an empty kitchen with stainless steel appliances and wooden floors
    Ask for pricing
    Verified Listing

    4362-64 N. Kenmore Ave., Chicago, IL 60613
    Pet friendly
  • a kitchen with white cabinets and stainless steel appliances
    Ask for pricing
    Verified Listing

    2855 - 2857 W. Belmont Ave., Chicago, IL 60618
    Apply online • Pet friendly
  • a living room with a couch and a table and a television
    Ask for pricing
    Verified Listing

    301 W. Eugenie St., Chicago, IL 60614
    Pet friendly
  • a kitchen with stainless steel appliances and a window
    Ask for pricing
    Verified Listing

    7539 N Bell Ave, Chicago, IL 60645
    Pet friendly
  • a living room with a couch and a fire place
    Ask for pricing
    Verified Listing

    2106 N. Bissell St., Chicago, IL 60614
    Pet friendly
  • a white kitchen with gray cabinets and a white counter top
    Only 1 unit left
    3 bd $1,995
    Base rent
    Verified Listing

    5430 S Drexel, Chicago, IL 60615
    Apply online • Cat friendly
  • a kitchen with wooden cabinets and stainless steel appliances
    Ask for pricing
    Verified Listing

    4654-56 N. Monticello Ave., Chicago, IL 60625
    Pet friendly
  • an empty kitchen with black cabinets and a stove and sink
    Only 1 unit left
    Ask for pricing
    Verified Listing

    1429 W Lunt Ave, Chicago, IL 60626
    Pet friendly
  • an empty living room with wood floors and a window
    10 units available
    Studio $960
    Base rent
    Verified Listing

    5455 S Blackstone Ave, Chicago, IL 60615
    Apply online • Pet friendly
  • a dining room and living room with a table and chairs
    1 bd $2,740+
    2 bd $11,400+
    Base rent
    Verified Listing

    60 East Randolph Street, Chicago, IL 60601
    Apply online • Pet friendly
  • a living room with a couch and a table and a tv
    9 units available
    Studio $945+
    1 bd $1,150
    Base rent
    Verified Listing

    5330 S Blackstone Ave, Chicago, IL 60615
    Apply online • Pet friendly
  • a kitchen with black appliances and wooden cabinets
    Ask for pricing
    Verified Listing

    6500 N Claremont Ave, Chicago, IL 60645
    Pet friendly
  • a kitchen with stainless steel appliances and wooden cabinets
    Ask for pricing
    Verified Listing

    2038 W Touhy Ave, Chicago, IL 60645
    Pet friendly
  • a kitchen with a stove and sink and a hallway with a door to a room
    Ask for pricing
    Verified Listing

    2200-04 N. Avers Ave., Chicago, IL 60647
    Pet friendly
  • a living room with a white couch and a white dining table
    Only 3 units left
    Studio $1,844+
    1 bd $2,267+
    Base rent
    Verified Listing

    1879 North Milwaukee, Chicago, IL 60647
    Apply online • Pet friendly
  • a kitchen with white doors and a door to a laundry room
    Only 2 units left
    1 bd $1,350
    2 bd $1,550
    Base rent
    Verified Listing

    4101 N Kedzie Ave, Chicago, IL 60618
    Apply online • Pet friendly
53-0-city

Frequently asked questions

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

The price range for a short-term rental in Chicago, IL is between $1,025 and $22,000.

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

There are 174 short-term rentals available on RentCafe. Prices and availability in Chicago, IL were last updated on 26 May 2026.

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

The average Chicago, IL short-term rental size is 382 sq. ft..

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

Short-term rentals offer flexibility and are ideal for temporary stays or transitional periods.

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

Short-term rentals typically cost more per month and may have limited availability.