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

Find your holiday rentals in Chicago: house, apartment, villa and any accommodation for rent

1686 accommodations in Chicago

Book your Chicago vacation rentals from 1686 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.

  1. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  2. From
    $136/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  3. From
    $156/ night
    Apartment with wifi, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    •  
    ? / 5 
  4. From
    $126/ night
    Hotel with air conditioning, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  5. From
    $175/ night
    Apartment with air conditioning, 4 bedrooms
    Booking.com
    • 17 17 guests
    • 4 Bedrooms : 4
    • 4 Bathrooms : 4
    •  
    ? / 5 
  6. From
    $140/ night
    Apartment with gym, 2 bedrooms
    TripAdvisor
    • 6 6 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    ? / 5 
  7. From
    $234/ night
    Apartment with garden, 2 bedrooms
    HomeAway
    • 84 m²
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    4.95 / 558 Reviews
  8. From
    $152/ night
    Bed and breakfast with garden, 3 bedrooms
    HomeAway
    • 204 m²
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    4.98 / 5112 Reviews
  9. From
    $137/ night
    Hotel with air conditioning, 3 bedrooms
    Booking.com
    • 6 6 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
  10. From
    $140/ night
    Apartment with garden, 3 bedrooms
    TripAdvisor
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    •  
    5 / 51 Reviews
  11. From
    $164/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  12. From
    $144/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 10 10 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
More results in Chicago

Top tips to check out before booking a vacation rental in Chicago


Vacation rental prices and availability in Chicago

Average price per night in Chicago

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
$166 $181 $219 $221 $255 $321 $331 $288 $244 $282 $182 $160

Vacation rentals that are available in Chicago (%)

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
48% 46% 48% 46% 35% 34% 36% 36% 21% 18% 24% 48%

Frequently Asked Questions about Chicago vacation rentals


Book Chicago vacation rentals from top accommodation sites.


Best vacation accommodations in Chicago

Apartments and Houses with terrace or balcony in Chicago

From
162 €/ night
Apartment with air conditioning, 5 bedrooms
Booking.com
  • 7 7 guests
  • 5 Bedrooms : 5
  •  
? / 5 
From
177 €/ night
Apartment with pool, 1 bedroom
Booking.com
  • 3 3 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
200 €/ night
House with garden, 3 bedrooms
Booking.com
  • 10 10 guests
  • 3 Bedrooms : 3
  • 3 Bathrooms : 3
  •  
? / 5 
From
152 €/ night
Hotel with jacuzzi, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 

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Apartments and vacation homes with fireplace in Chicago

From
198 €/ night
House with garden, 3 bedrooms
HomeAway
  • 163 m²
  • 10 10 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
4.98 / 550 Reviews
From
191 €/ night
Apartment with air conditioning, 3 bedrooms
HomeAway
  • 167 m²
  • 6 6 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
4.98 / 546 Reviews
From
115 €/ night
Apartment with air conditioning, 3 bedrooms
HomeAway
  • 111 m²
  • 6 6 guests
  • 3 Bedrooms : 3
  • 1 Bathrooms : 1
  •  
4.9 / 5100 Reviews
From
175 €/ night
House with garden, 4 bedrooms
HomeAway
  • 390 m²
  • 24 24 guests
  • 4 Bedrooms : 4
  • 3 Bathrooms : 3
  •  
4.99 / 5111 Reviews

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Houses and apartments with wifi in Chicago to stay connected

From
161 €/ night
Apartment with sea view, 2 bedrooms
Booking.com
  • 5 5 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
? / 5 
From
122 €/ night
Apartment with pool, 3 bedrooms
Booking.com
  • 8 8 guests
  • 3 Bedrooms : 3
  • 3 Bathrooms : 3
  •  
? / 5 
From
230 €/ night
Apartment with pool, 2 bedrooms
HomeAway
  • 112 m²
  • 6 6 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
4.87 / 539 Reviews
From
125 €/ night
Apartment with pool, 3 bedrooms
Booking.com
  • 8 8 guests
  • 3 Bedrooms : 3
  • 3 Bathrooms : 3
  •  
? / 5 

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Condos and holiday apartment rentals in Chicago

From
120 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 6 6 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 
From
144 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 6 6 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 
From
200 €/ night
Apartment with garden, 3 bedrooms
Booking.com
  • 8 8 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
? / 5 
From
163 €/ night
Apartment with gym, 1 bedroom
Booking.com
  • 8 8 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 

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Vacation rentals in the United States


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 1686 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!



Vacation rentals near Chicago