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

Book Chicago vacation rentals from top accommodation sites.

837 accommodations in Chicago

Show : Recommended
  1. From
    $91 / night
    Hotel with pool, 2 guests
    Booking.com
    • 2 2 guests
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.5 / 5 -
  2. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  3. From
    $109 / night
    Comfy 3BD/1BA, Garage Spot Included
    HomeAway
    • 130
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.98 / 5 59 Reviews
  4. From
    $75 / night
    Apartment with wifi, 2 bedrooms
    Booking.com
    • 6 6 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Internet / Wifi
    •  
    4.5 / 5 -
  5. From
    $104 / night
    Apartment with air conditioning, 2 bedrooms
    Wimdu
    • 116
    • 4 4 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  6. From
    $158 / 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 / 5 104 Reviews
  7. From
    $139 / night
    Apartment with air conditioning, 2 bedrooms
    Wimdu
    • 102
    • 6 6 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  8. From
    $115 / night
    Hotel with pool, 1 bedroom
    Booking.com
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Internet / Wifi
    • Parking
    •  
    4.65 / 5 -
  9. From
    $99 / night
    Hotel with pool, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.6 / 5 -
  10. From
    $172 / night
    Apartment with air conditioning, 2 bedrooms
    Travelmob
    • 84
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  11. From
    $145 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 89
    • 5 5 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  12. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  13. From
    $69 / night
    Warm, quaint and very inviting apartment with a vintage flair.
    HomeAway
    • 74
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    • Parking
    •  
    4.84 / 5 37 Reviews
  14. From
    $99 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 547
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  15. From
    $174 / 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
  16. From
    $138 / night
    Vibrant 2BR in Old Town by Sonder
    HomeAway
    • 232
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    •  
    4.83 / 5 6 Reviews
  17. From
    $293 / night
    Apartment with air conditioning, 3 bedrooms
    Travelmob
    • 186
    • 10 10 guests
    • 3 Bedrooms : 3
    • 3 Bathrooms : 3
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  18. From
    $134 / 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 -
  19. From
    $74 / night
    Apartment 1 bedroom
    Roomlala
    • 1 1 guest
    • 1 Bedrooms : 1
    •  
    ? / 5  
  20. From
    $99 / night
    Apartment with jacuzzi, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Jacuzzi
    • Gym
    • Internet / Wifi
    •  
    4.4 / 5 -
  21. From
    $120 / night
    2BD/2BA Near Wrigley, Lincoln Square. Family Friendly Boutique Hotel
    HomeAway
    • 111
    • 5 5 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Gym
    • Air conditioning
    • Breakfast
    • Internet / Wifi
    • Parking
    •  
    5 / 5 7 Reviews
  22. From
    $101 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 47
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  23. From
    $79 / night
    Apartment with gym, 1 bedroom
    Booking.com
    • 3 3 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Gym
    • Internet / Wifi
    •  
    4.4 / 5 -
  24. From
    $89 / night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    •  
    4.25 / 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 1243 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 837 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.