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. From
    $102/ night
    Apartment with gym, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    ? / 5 
  2. From
    $143/ night
    Apartment with garden, 3 bedrooms
    Booking.com
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    •  
    ? / 5 
  3. From
    $102/ night
    Apartment with gym, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    ? / 5 
  4. From
    $151/ night
    Nowhere Will You Feel More at Home! | Chicago Guest House | Wrigleyville
    HomeAway
    • 112 m²
    • 6 6 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    4.97 / 568 Reviews
  5. From
    $161/ night
    FAMILY FRIENDLY, CONVENIENT NORTHCENTER NEIGHBORHOOD, BEAUTIFUL 2 BDRM. FRE
    HomeAway
    • 74 m²
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    4.93 / 530 Reviews
  6. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  7. From
    $79/ night
    Domio | Edgewater | 2BR Panoramic Apt w/ Lake Michigan Views + Fitness Center
    TripAdvisor
    • 6 6 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    ? / 5 
  8. From
    $143/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 10 10 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
  9. From
    $168/ night
    Bed and breakfast with jacuzzi, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    •  
    ? / 5 
  10. From
    $157/ night
    Walk to the Mag Mile from this Chic Retreat! Located in the Heart of River North
    HomeAway
    • 102 m²
    • 4 4 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    5 / 528 Reviews
  11. From
    $138/ night
    Oak Park Beauty Sleeps 1 to 8 Guests
    TripAdvisor
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    •  
    5 / 51 Reviews
  12. From
    $115/ night
    Hotel with air conditioning, 5 bedrooms
    Booking.com
    • 10 10 guests
    • 5 Bedrooms : 5
    • 4 Bathrooms : 4
    •  
    ? / 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
$167 $183 $221 $224 $258 $324 $335 $291 $247 $285 $184 $162

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
196 €/ night
House with garden, 4 bedrooms
Booking.com
  • 21 21 guests
  • 4 Bedrooms : 4
  • 4 Bathrooms : 4
  •  
? / 5 
From
152 €/ night
Bed and breakfast with air conditioning, 1 bedroom
Booking.com
  • 3 3 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
160 €/ night
Apartment with garden, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
191 €/ night
Walking Distance to Wrigley Field w/Garage Parking-Sleeps 6
HomeAway
  • 167 m²
  • 6 6 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
4.98 / 546 Reviews

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Apartments and vacation homes with fireplace in Chicago

From
175 €/ night
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
HomeAway
  • 390 m²
  • 24 24 guests
  • 4 Bedrooms : 4
  • 3 Bathrooms : 3
  •  
4.99 / 5110 Reviews
From
115 €/ night
Lovely 2-Flat in Lincoln Park, Near Downtown Chicago, Wrigley Field, Lake MI
HomeAway
  • 111 m²
  • 6 6 guests
  • 3 Bedrooms : 3
  • 1 Bathrooms : 1
  •  
4.9 / 5100 Reviews
From
99 €/ night
North Park Neighborhood Beautiful and Cozy Space
TripAdvisor
  • 4 4 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
? / 5 
From
17 €/ night
Male One Bunk Bed And Breakfast Historic Pullman
TripAdvisor
  • 1 1 guest
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 

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Houses and apartments with wifi in Chicago to stay connected

From
90 €/ night
Great Location!! Roscoe Village, Lakeview, Close to Wrigley
HomeAway
  • 121 m²
  • 8 8 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
4.96 / 524 Reviews
From
137 €/ night
Chicago Guest House | Discover Vibrant Wrigleyville From This Captivating Home!
HomeAway
  • 186 m²
  • 9 9 guests
  • 5 Bedrooms : 5
  • 2 Bathrooms : 2
  •  
4.98 / 5117 Reviews
From
138 €/ night
Apartment with gym, 3 bedrooms
Booking.com
  • 7 7 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
? / 5 
From
121 €/ night
House with gym, 3 bedrooms
TripAdvisor
  • 6 6 guests
  • 3 Bedrooms : 3
  • 1 Bathrooms : 1
  •  
4.5 / 56 Reviews

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Condos and holiday apartment rentals in Chicago

From
92 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 5 5 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 
From
92 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 4 4 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 
From
92 €/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
  • 84 m²
  • 4 4 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
4.98 / 580 Reviews
From
92 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 4 4 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 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