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

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

1225 accommodations in Chicago

Book your Chicago vacation rentals from 1225 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
    $157/ night
    Apartment with jacuzzi, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.7 / 5-
  2. From
    $152/ night
    Apartment with air conditioning, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.85 / 5-
  3. From
    $151/ night
    Wrigleyville | Chicago Guest House | Not Just A Vacation Rental; A Real Home!
    HomeAway
    • 204 m²
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    4.98 / 5110 Reviews
  4. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  5. From
    $157/ night
    Apartment with gym, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.4 / 5-
  6. From
    $143/ night
    Hotel with air conditioning, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.45 / 5-
  7. From
    $105/ night
    ★ Super Comfortable ★ Great Location ★ Kids & Dogs ★ FREE PARKING ★ Quiet Area
    HomeAway
    • 93 m²
    • 1313 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    5 / 515 Reviews
  8. From
    $49/ night
    Sonder | Wrigley Field | Stunning 3BR + Balcony
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    ? / 5 
  9. From
    $147/ night
    Apartment with garden, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.95 / 5-
  10. From
    $151/ night
    Chicago Guest House | Discover Vibrant Wrigleyville From This Captivating Home!
    HomeAway
    • 186 m²
    • 99 guests
    • 5Bedrooms : 5
    • 2Bathrooms : 2
    •  
    4.98 / 5111 Reviews
  11. From
    $49/ night
    Sonder | Wrigley Field | Beautiful 3BR + Balcony
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    5 / 51 Reviews
  12. From
    $127/ night
    Bed and breakfast with garden, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.95 / 5-
More results in Chicago

Book Chicago vacation rentals from top accommodation sites.


Best vacation accommodations in Chicago

Apartments and Houses with terrace or balcony in Chicago

From
180 €/ night
Apartment with jacuzzi, 2 bedrooms
Booking.com
  • 55 guests
  • 2Bedrooms : 2
  • 2Bathrooms : 2
  •  
4.45 / 5-
From
91 €/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
  • 111 m²
  • 66 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.96 / 570 Reviews
From
118 €/ night
House with gym, 3 bedrooms
TripAdvisor
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
5 / 54 Reviews
From
127 €/ night
Oak Park Beauty Sleeps 1 to 8 Guests
TripAdvisor
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
5 / 51 Reviews

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Apartments and vacation homes with fireplace in Chicago

From
90 €/ night
SUMMER PRICING SPECIAL! Visit me June-September!!
HomeAway
  • 102 m²
  • 44 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.9 / 521 Reviews
From
114 €/ night
Lovely 2-flat in Lincoln Park, near downtown Chicago, Wrigley Field, Lake MI
HomeAway
  • 111 m²
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
4.9 / 599 Reviews
From
90 €/ night
Great Location!! Roscoe Village, Lakeview, Close to Wrigley
HomeAway
  • 121 m²
  • 88 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
4.96 / 523 Reviews
From
82 €/ night
☞ Restored Wrigley duplex near the bars and field ★ 5 queen beds ★ Washer/Dryer
HomeAway
  • 167 m²
  • 1010 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
4.94 / 517 Reviews

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Houses and apartments with wifi in Chicago to stay connected

From
86 €/ night
Apartment with air conditioning, 4 bedrooms
Booking.com
  • 1212 guests
  • 4Bedrooms : 4
  • 2Bathrooms : 2
  •  
4.65 / 5-
From
135 €/ night
Apartment with air conditioning, 2 bedrooms
Booking.com
  • 44 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.65 / 5-
From
121 €/ night
Wrigleyvile Oasis - Steps from Wrigley Field! 3DR/1BA
HomeAway
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
4.95 / 522 Reviews
From
117 €/ night
Apartment with gym, 2 bedrooms
Booking.com
  • 66 guests
  • 2Bedrooms : 2
  • 2Bathrooms : 2
  •  
4.7 / 5-

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Condos and holiday apartment rentals in Chicago

From
91 €/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
  • 84 m²
  • 44 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.97 / 573 Reviews
From
135 €/ night
Nowhere Will You Feel More at Home! | Chicago Guest House | Wrigleyville
HomeAway
  • 112 m²
  • 66 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
4.97 / 562 Reviews
From
78 €/ night
Apartment with wifi, 1 bedroom
Booking.com
  • 22 guests
  • 1Bedrooms : 1
  • 1Bathrooms : 1
  •  
4.65 / 5-
From
141 €/ night
Walk to the Mag Mile from this Chic Retreat! Located in the Heart of River North
HomeAway
  • 102 m²
  • 44 guests
  • 2Bedrooms : 2
  • 2Bathrooms : 2
  •  
5 / 527 Reviews

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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 1225 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