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

Book Chicago vacation rentals from top accommodation sites.

1047 accommodations in Chicago

Show : Recommended
  1. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  2. From
    $109 / night
    Apartment with sea view, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.95 / 5 -
  3. From
    $115 / night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 3 3 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Jacuzzi
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    •  
    4.75 / 5 -
  4. From
    $110 / 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
    •  
    4.91 / 5 32 Reviews
  5. From
    $155 / night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Pool
    • Gym
    • Internet / Wifi
    •  
    4.55 / 5 -
  6. From
    $103 / night
    1 Bedroom Boutique Hotel Apartment
    HomeAway
    • 63
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    5 / 5 15 Reviews
  7. From
    $159 / 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  
  8. From
    $62 / night
    Handsome 3BR in Lake View by Sonder
    TripAdvisor
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    • Air conditioning
    • Internet / Wifi
    •  
    ? / 5  
  9. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  10. From
    $107 / night
    Apartment with air conditioning, 1 bedroom
    Booking.com
    • 3 3 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    •  
    4.5 / 5 -
  11. From
    $117 / night
    House with air conditioning, 2 bedrooms
    Wimdu
    • 850
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  12. From
    $121 / 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 11 Reviews
  13. From
    $179 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 65
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  14. From
    $170 / night
    House with gym, 3 bedrooms
    TripAdvisor
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.5 / 5 3 Reviews
  15. From
    $134 / night
    Large Vintage 3-BR In Historic Buena Park Section Of Chicago - Great Value!!
    HomeAway
    • 149
    • 8 8 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.77 / 5 52 Reviews
  16. From
    $184 / night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • Jacuzzi
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.6 / 5 -
  17. From
    $187 / night
    Hotel with pool, 1 bedroom
    Booking.com
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.65 / 5 -
  18. From
    $160 / night
    Great Location-Beautiful Friendly Andersonville Neighborhood
    HomeAway
    • 92
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    • Parking
    •  
    4.92 / 5 113 Reviews
  19. From
    $126 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.35 / 5 -
  20. From
    $186 / night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    •  
    4.35 / 5 -
  21. From
    $155 / night
    Apartment with air conditioning, 2 bedrooms
    Wimdu
    • 93
    • 12 12 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  22. From
    $135 / 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
    •  
    4.81 / 5 88 Reviews
  23. From
    $95 / night
    Apartment with wifi, 4 bedrooms
    Booking.com
    • 8 8 guests
    • 4 Bedrooms : 4
    • 2 Bathrooms : 2
    • Internet / Wifi
    • Parking
    •  
    4.9 / 5 -
  24. From
    $164 / 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 7 Reviews

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

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Compare 1583 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 1047 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.