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

Book Chicago vacation rentals from top accommodation sites.

1226 accommodations in Chicago

Show : Recommended
  1. From
    $80/ 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
    $84/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.75 / 5-
  4. From
    $84/ night
    Finest Flat in UIC/Medical District w Parking
    HomeAway
    • 111 m²
    • 55 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    5 / 518 Reviews
  5. From
    $113/ night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    4.7 / 5-
  6. From
    $75/ night
    Beautiful 4 bedroom home in Logan Square neighborhood-garage parking included!
    HomeAway
    • 232 m²
    • 1212 guests
    • 4Bedrooms : 4
    • 2Bathrooms : 2
    •  
    5 / 513 Reviews
  7. From
    $105/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 66 guests
    • 3Bedrooms : 3
    •  
    4.55 / 5-
  8. From
    $56/ night
    Vintage 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 4Bedrooms : 4
    • 2Bathrooms : 2
    •  
    ? / 5 
  9. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  10. From
    $65/ night
    Chicago Greystone With Modern Style
    HomeAway
    • 130 m²
    • 66 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    4.94 / 517 Reviews
  11. From
    $56/ night
    Handsome 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    5 / 51 Reviews
  12. From
    $89/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    •  
    4.6 / 5-
  13. From
    $79/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 44 guests
    • 2Bedrooms : 2
    •  
    4.6 / 5-
  14. From
    $120/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.55 / 5-
  15. From
    $108/ night
    New Listing! Bright And Cozy 1-BR Getaway In Lincoln Square - Great Intro Rates
    HomeAway
    • 74 m²
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.83 / 542 Reviews
  16. From
    $92/ night
    Apartment with gym, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.5 / 5-
  17. From
    $115/ night
    Grand 3BR in Roscoe Village by Sonder
    TripAdvisor
    • 77 guests
    • 3Bedrooms : 3
    • 3Bathrooms : 3
    •  
    ? / 5 
  18. From
    $101/ night
    Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
    HomeAway
    • 111 m²
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.97 / 562 Reviews
  19. From
    $92/ night
    Hotel with air conditioning, 2 bedrooms
    Booking.com
    • 44 guests
    • 2Bedrooms : 2
    •  
    4.65 / 5-
  20. From
    $95/ night
    Apartment with air conditioning, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    •  
    4.35 / 5-
  21. From
    $140/ night
    Oak Park Beauty Sleeps 1 to 8 Guests
    TripAdvisor
    • 66 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    5 / 51 Reviews
  22. From
    $81/ night
    Deluxe Private Guest Home - Lakeview / Wrigleyville / Boystown
    HomeAway
    • 130 m²
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    5 / 520 Reviews
  23. From
    $107/ night
    Apartment with pool, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.4 / 5-
  24. From
    $108/ night
    Apartment with gym, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.45 / 5-

Best vacation accommodations in Chicago

Condos and holiday apartment rentals in Chicago

From
70€/ night
Apartment with pool, 2 guests
Booking.com
  • 22 guests
  •  
4.9 / 5-
From
99€/ night
Apartment with pool, 2 bedrooms
Booking.com
  • 66 guests
  • 2Bedrooms : 2
  • 2Bathrooms : 2
  •  
4.7 / 5-
From
57€/ night
Chicago Greystone With Modern Style
HomeAway
  • 130 m²
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
4.94 / 517 Reviews
From
74€/ night
Apartment with air conditioning, 2 bedrooms
Booking.com
  • 66 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.75 / 5-

More results

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 1226 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 1226 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.