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

Book Chicago vacation rentals from top accommodation sites.

1047 accommodations in Chicago

Show : Recommended
  1. From
    $84 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.9 / 5 -
  2. From
    $156 / night
    Hotel with pool, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.55 / 5 -
  3. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  4. From
    $105 / night
    Apartment with air conditioning, 2 bedrooms
    Wimdu
    • 116
    • 6 6 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  5. From
    $109 / night
    New Listing! Bright And Cozy 1-BR Getaway In Lincoln Square - Great Intro Rates
    HomeAway
    • 74
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    •  
    4.93 / 5 27 Reviews
  6. From
    $159 / 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 / 5 106 Reviews
  7. Ad
    Chicago - From
    $35 / night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  8. From
    $117 / night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    •  
    4.4 / 5 -
  9. From
    $116 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 61
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  10. From
    $173 / 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
    $170 / night
    Apartment with garden, 2 bedrooms
    TripAdvisor
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  12. From
    $142 / night
    Apartment with pool, 1 bedroom
    Booking.com
    • 3 3 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Internet / Wifi
    •  
    4.3 / 5 -
  13. From
    $116 / night
    House with air conditioning, 2 bedrooms
    Wimdu
    • 850
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  14. From
    $124 / night
    Smart Home Technologies and LEED Platinum Rated by US Green Building Council
    HomeAway
    • 214
    • 14 14 guests
    • 4 Bedrooms : 4
    • 3 Bathrooms : 3
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    5 / 5 8 Reviews
  15. 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 60 Reviews
  16. From
    $85 / night
    Entire Studio Apt with two comfortable Beds Great Locatio free wi fi
    TripAdvisor
    • 4 4 guests
    • 1 Bathrooms : 1
    • Air conditioning
    • Internet / Wifi
    •  
    5 / 5 1 Reviews
  17. From
    $99 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 56
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  18. From
    $128 / night
    Apartment with gym, 1 bedroom
    Booking.com
    • 3 3 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Gym
    • Internet / Wifi
    •  
    4.35 / 5 -
  19. From
    $76 / night
    Accommodation 1 bedroom
    Roomlala
    • 1 1 guest
    • 1 Bedrooms : 1
    •  
    ? / 5  
  20. From
    $168 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.95 / 5 -
  21. From
    $169 / night
    Bed and breakfast with air conditioning, 2 guests
    Booking.com
    • 2 2 guests
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    4.9 / 5 -
  22. From
    $101 / night
    1 Bedroom Boutique Hotel Apartment
    HomeAway
    • 63
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Gym
    • Air conditioning
    • Internet / Wifi
    • Parking
    •  
    5 / 5 7 Reviews
  23. From
    $131 / night
    Apartment with pool, 1 bedroom
    Wimdu
    • 70
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    • Pool
    • Gym
    • Air conditioning
    • Fireplace
    • Internet / Wifi
    • Parking
    •  
    ? / 5  
  24. From
    $200 / 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 -

Book your Chicago accommodation: house, apartment, private room short-term rentals

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Compare 1609 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 1047 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.