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 Booking.com, HomeAway, TripAdvisor and more on Likibu, the world’s largest rentals Meta search.

  1. From
    $115/ night
    Hotel with pool, 2 bedrooms
    Booking.com
    • 7 7 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  2. From
    $109/ night
    Apartment with air conditioning, 1 bedroom
    Booking.com
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    •  
    ? / 5 
  3. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  4. From
    $75/ night
    Beautiful 4 bedroom home in Logan Square neighborhood-garage parking included!
    HomeAway
    • 232 m²
    • 12 12 guests
    • 4 Bedrooms : 4
    • 2 Bathrooms : 2
    •  
    5 / 517 Reviews
  5. From
    $102/ night
    Apartment with gym, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    ? / 5 
  6. From
    $94/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
  7. From
    $83/ night
    Finest Flat in UIC/Medical District w Parking
    HomeAway
    • 111 m²
    • 5 5 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    4.9 / 552 Reviews
  8. 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 
  9. From
    $75/ night
    Hotel with air conditioning, 1 bedroom
    Booking.com
    • 5 5 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    •  
    ? / 5 
  10. From
    $49/ night
    Sonder | Wrigley Field | Stunning 3BR + Balcony
    TripAdvisor
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
  11. From
    $125/ night
    Cozy and Chic Gold Coast Studio! Minutes from Mag Mile, Old Town, and Much more
    HomeAway
    • 56 m²
    • 2 2 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    •  
    4.95 / 555 Reviews
  12. From
    $91/ night
    Hotel with air conditioning, 1 bedroom
    Booking.com
    • 4 4 guests
    • 1 Bedrooms : 1
    • 1 Bathrooms : 1
    •  
    ? / 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
$168 $183 $222 $224 $258 $324 $335 $291 $247 $286 $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 in 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
80 €/ night
Apartment with air conditioning, 2 bedrooms
Booking.com
  • 4 4 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
? / 5 
From
84 €/ night
Hotel with air conditioning, 1 bedroom
Booking.com
  • 2 2 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
89 €/ night
Apartment with jacuzzi, 2 bedrooms
Booking.com
  • 5 5 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 
From
134 €/ 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 / 5116 Reviews

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Apartments and vacation homes with fireplace in Chicago

From
112 €/ 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
90 €/ night
WINTER PRICING SPECIAL! Visit me November 2019-February2020!!
HomeAway
  • 102 m²
  • 4 4 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
4.91 / 522 Reviews
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
90 €/ night
Roscoe Village, Modern, Lakeview, Close to Cubs, $99 winter special~Cozy
HomeAway
  • 6 6 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
4.88 / 516 Reviews

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Houses and apartments with wifi in Chicago to stay connected

From
70 €/ night
Accommodation with gym, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
71 €/ night
Hotel with air conditioning, 4 bedrooms
Booking.com
  • 8 8 guests
  • 4 Bedrooms : 4
  • 2 Bathrooms : 2
  •  
? / 5 
From
63 €/ night
Near To Gold Coast, Michigan Avenue, And Downtown
HomeAway
  • 223 m²
  • 8 8 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
4.87 / 515 Reviews
From
115 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 6 6 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 

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Condos and holiday apartment rentals in Chicago

From
63 €/ night
Apartment with pool, 1 bedroom
Booking.com
  • 3 3 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
116 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 5 5 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
? / 5 
From
112 €/ night
Luxury 3Bed/2.5Bath Apt w/Million Dollar Skyline Views! Garage Parking Included!
HomeAway
  • 144 m²
  • 6 6 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
5 / 549 Reviews
From
90 €/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
  • 111 m²
  • 6 6 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
4.96 / 574 Reviews

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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