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

Book Chicago vacation rentals from top accommodation sites.

1012 accommodations in Chicago

Show : Recommended
  1. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  2. From
    $144/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 1010 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    4.9 / 5-
  3. From
    $99/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.8 / 5-
  4. From
    $100/ night
    Spacious well-styled unit filled with sunlight!
    HomeAway
    • 102 m²
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.85 / 513 Reviews
  5. From
    $168/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    •  
    4.7 / 5-
  6. From
    $144/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    4.55 / 5-
  7. From
    $98/ night
    Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
    HomeAway
    • 111 m²
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.98 / 558 Reviews
  8. From
    $76/ night
    Handsome 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    5 / 51 Reviews
  9. From
    $148/ night
    Apartment with sea view, 2 bedrooms
    Booking.com
    • 55 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.65 / 5-
  10. From
    $66/ night
    Vintage 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 4Bedrooms : 4
    • 2Bathrooms : 2
    •  
    ? / 5 
  11. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  12. From
    $125/ night
    Bucktown / Wicker Park 2 Bedroom Condo with City Skyline Views
    HomeAway
    • 139 m²
    • 66 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    5 / 524 Reviews
  13. From
    $155/ night
    Hotel with pool, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.65 / 5-
  14. From
    $129/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    •  
    4.6 / 5-
  15. From
    $130/ night
    Apartment with air conditioning, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.45 / 5-
  16. From
    $101/ night
    1 Bedroom Boutique Hotel Apartment
    HomeAway
    • 63 m²
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    5 / 515 Reviews
  17. From
    $139/ night
    Grand 3BR in Roscoe Village by Sonder
    TripAdvisor
    • 77 guests
    • 3Bedrooms : 3
    • 3Bathrooms : 3
    •  
    ? / 5 
  18. From
    $151/ night
    Stunning Lincoln Park Single-Family House
    HomeAway
    • 1212 guests
    • 4Bedrooms : 4
    • 2Bathrooms : 2
    •  
    5 / 526 Reviews
  19. From
    $157/ night
    Apartment with pool, 1 bedroom
    Booking.com
    • 33 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.4 / 5-
  20. From
    $159/ night
    Great Location-Beautiful Friendly Andersonville Neighborhood
    HomeAway
    • 92 m²
    • 66 guests
    • 3Bedrooms : 3
    • 1Bathrooms : 1
    •  
    4.92 / 5114 Reviews
  21. From
    $139/ night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 55 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.3 / 5-
  22. From
    $110/ night
    Luxe Chicago Townhome w/ Balcony - 20 Mins to DT!
    TripAdvisor
    • 44 guests
    • 2Bedrooms : 2
    • 3Bathrooms : 3
    •  
    ? / 5 
  23. From
    $148/ night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 22 guests
    •  
    4.35 / 5-
  24. From
    $184/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.55 / 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 1597 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 1012 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.