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

Book Chicago vacation rentals from top accommodation sites.

1213 accommodations in Chicago

Show : Recommended
  1. From
    $70/ night
    Apartment with pool, 2 guests
    Booking.com
    • 22 guests
    •  
    4.9 / 5-
  2. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  3. From
    $145/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 1010 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    4.85 / 5-
  4. From
    $140/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.55 / 5-
  5. From
    $65/ night
    Chicago Greystone With Modern Style
    HomeAway
    • 130 m²
    • 66 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    5 / 514 Reviews
  6. From
    $81/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 44 guests
    • 2Bedrooms : 2
    •  
    4.6 / 5-
  7. From
    $99/ night
    Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
    HomeAway
    • 111 m²
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.98 / 561 Reviews
  8. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  9. From
    $53/ night
    Vintage 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 4Bedrooms : 4
    • 2Bathrooms : 2
    •  
    ? / 5 
  10. From
    $100/ night
    Spacious well-styled unit filled with sunlight!
    HomeAway
    • 102 m²
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.87 / 515 Reviews
  11. From
    $53/ night
    Handsome 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    5 / 51 Reviews
  12. From
    $74/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    •  
    4.6 / 5-
  13. From
    $78/ night
    Bed and breakfast with air conditioning, 4 guests
    Booking.com
    • 44 guests
    •  
    4.3 / 5-
  14. From
    $143/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 66 guests
    • 3Bedrooms : 3
    •  
    4.55 / 5-
  15. From
    $84/ night
    Finest Flat in UIC/Medical District w Parking
    HomeAway
    • 111 m²
    • 55 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    5 / 515 Reviews
  16. From
    $91/ night
    Apartment with gym, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.4 / 5-
  17. From
    $140/ night
    Oak Park Beauty Sleeps 1 to 8 Guests
    TripAdvisor
    • 66 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    5 / 51 Reviews
  18. From
    $106/ night
    Beautifully Appointed 2-Bedroom/1-Bath Residence in Historic District
    HomeAway
    • 111 m²
    • 44 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.84 / 519 Reviews
  19. From
    $119/ night
    Apartment with pool, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.3 / 5-
  20. From
    $109/ night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 55 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    4.4 / 5-
  21. From
    $132/ night
    Large Vintage 3-BR In Historic Buena Park Section Of Chicago - Great Value!!
    HomeAway
    • 149 m²
    • 88 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    4.79 / 557 Reviews
  22. From
    $160/ night
    Newly Remodeled Modern Apartment
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    ? / 5 
  23. From
    $61/ night
    Apartment with wifi, 3 bedrooms
    Booking.com
    • 66 guests
    • 3Bedrooms : 3
    •  
    4.45 / 5-
  24. From
    $140/ night
    Apartment with sea view, 2 bedrooms
    Booking.com
    • 77 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.45 / 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 in Illinois. You can find last minute bookings for a week-end to enjoy the luxury of a a home away from home in in the United States.

Compare 1213 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 in Illinois. Benefit from a full apartment in Chicago and enjoy as much as you can your trip in in the United States!

Book your Chicago vacation rentals from 1213 short-term rentals listings. Compare top rentals sites such as HomeAway, Booking.com, TripAdvisor and more on Likibu, the world’s largest rentals Meta search.