Short-term rentals in Chicago: apartment and room for rent

Book Chicago vacation rentals from top accommodation sites.

1026 accommodations in Chicago

Show : Recommended
  1. From
    $195 / night
    Apartment with garden, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.95 / 5 -
  2. From
    $170 / night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 10 10 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.8 / 5 -
  3. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  4. From
    $133 / night
    Great Family Retreat in Lincoln Square *Free WiFi *Back Patio *Grill *Cable TV
    HomeAway
    • 167
    • 10 10 guests
    • 4 Bedrooms : 4
    • 2 Bathrooms : 2
    • Air conditioning
    • Internet / Wifi
    •  
    4.83 / 5 75 Reviews
  5. From
    $158 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 50
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  6. From
    $115 / night
    Hotel with pool, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.55 / 5 -
  7. From
    $137 / night
    Apartment with air conditioning, 1 bedroom
    Wimdu
    • 55
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    •  
    5 / 5 2 Reviews
  8. From
    $107 / night
    New Listing! Bright And Cozy 1-BR Getaway In Lincoln Square - Great Intro Rates
    HomeAway
    • 74
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    •  
    4.93 / 5 29 Reviews
  9. From
    $85 / night
    Entire Studio Apt with two comfortable Beds Great Locatio free wi fi
    TripAdvisor
    • 4 4 guests
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    •  
    5 / 5 1 Reviews
  10. From
    $158 / night
    Apartment with air conditioning, 2 bedrooms
    Wimdu
    • 84
    • 6 6 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  11. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  12. From
    $124 / night
    Smart Home Technologies and LEED Platinum Rated by US Green Building Council
    HomeAway
    • 214
    • 14 14 guests
    • 4 Bedrooms : 4
    • 3 Bathrooms : 3
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    5 / 5 10 Reviews
  13. From
    $128 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.45 / 5 -
  14. From
    $102 / night
    Comfy 3BD/1BA, Garage Spot Included
    HomeAway
    • 130
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.98 / 5 61 Reviews
  15. From
    $175 / night
    Apartment with air conditioning, 2 bedrooms
    Travelmob
    • 84
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  16. From
    $153 / night
    Art Filled Loft with WiFi
    Wimdu
    • 121
    • 3 3 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Gym
    • Air conditioning
    • Breakfast
    • Fireplace
    • Internet / Wifi
    •  
    ? / 5  
  17. From
    $152 / night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Pool
    • Gym
    • Internet / Wifi
    •  
    4.45 / 5 -
  18. From
    $55 / night
    Very Nice Private entrance Andersonville Room 301
    TripAdvisor
    • 2 2 guests
    • 1 Bathrooms : 1
    •  
    ? / 5  
  19. From
    $76 / night
    Accommodation 1 bedroom
    Roomlala
    • 1 1 guest
    • 1 Bedrooms : 1
    •  
    ? / 5  
  20. From
    $194 / night
    Apartment with gym, 1 bedroom
    Booking.com
    • 3 3 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Gym
    • Internet / Wifi
    •  
    4.3 / 5 -
  21. From
    $172 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.9 / 5 -
  22. From
    $180 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 59
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  23. From
    $170 / night
    Modern 3BR in Wicker Park by Sonder
    HomeAway
    • 102
    • 6 6 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    5 / 5 5 Reviews
  24. From
    $167 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.9 / 5 -

Book your Chicago accommodation: house, apartment, private room short-term rentals

Compare all short-term rentals in Chicago from the best vacation rental websites. Thanks to Likibu, you can easily book your apartment rental, house rental or villa with pool in Chicago. Just select the lodging you would like to stay at during your vacation in Illinois. You can find last minute bookings for a week-end to enjoy the luxury of a a home away from home in United States.

Compare 1535 accommodations and book your holiday rental or vacation rental in Chicago now. You'll never stay at a hotel again! Find the best deals on a guesthouse or private room in Illinois. Benefit from a full apartment in Chicago and enjoy as much as you can your trip in United States!

Book your Chicago vacation rentals from 1026 short-term rentals listings. Compare top rentals sites such as HomeAway, Booking.com, Wimdu and more on Likibu, the world’s largest rentals Meta search.