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

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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.