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

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

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1105 accommodations in Chicago

Book your Chicago vacation rentals from 1105 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. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  2. From
    $173/ night
    Apartment with pool, 2 guests
    Booking.com
    • 22 guests
    • 1Bathrooms : 1
    •  
    4.95 / 5-
  3. From
    $188/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    • 2Bathrooms : 2
    •  
    4.7 / 5-
  4. From
    $100/ night
    Great Location!! Roscoe Village, Lakeview, Close to Wrigley
    HomeAway
    • 121 m²
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    4.94 / 518 Reviews
  5. From
    $160/ night
    FAMILY FRIENDLY, CONVENIENT NORTHCENTER NEIGHBORHOOD, BEAUTIFUL 2 BDRM. FRE
    HomeAway
    • 74 m²
    • 55 guests
    • 2Bedrooms : 2
    • 1Bathrooms : 1
    •  
    4.91 / 522 Reviews
  6. From
    $170/ night
    Apartment with air conditioning, 3 bedrooms
    Booking.com
    • 1010 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    4.7 / 5-
  7. From
    $108/ night
    Vintage 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    ? / 5 
  8. 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 / 5104 Reviews
  9. From
    $200/ night
    Apartment with jacuzzi, 1 bedroom
    Booking.com
    • 22 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.75 / 5-
  10. From
    $113/ night
    Handsome 3BR in Lake View by Sonder
    TripAdvisor
    • 88 guests
    • 3Bedrooms : 3
    • 2Bathrooms : 2
    •  
    5 / 51 Reviews
  11. From
    $189/ night
    Apartment with pool, 2 bedrooms
    Booking.com
    • 66 guests
    • 2Bedrooms : 2
    • 2Bathrooms : 2
    •  
    4.55 / 5-
  12. From
    $141/ night
    Hotel with pool, 1 bedroom
    Booking.com
    • 44 guests
    • 1Bedrooms : 1
    • 1Bathrooms : 1
    •  
    4.6 / 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
89€/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
  • 111 m²
  • 66 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.97 / 564 Reviews
From
156€/ night
House with gym, 3 bedrooms
TripAdvisor
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
4.5 / 53 Reviews
From
125€/ night
Oak Park Beauty Sleeps 1 to 8 Guests
TripAdvisor
  • 66 guests
  • 3Bedrooms : 3
  • 1Bathrooms : 1
  •  
5 / 51 Reviews
From
170€/ night
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
HomeAway
  • 390 m²
  • 2424 guests
  • 4Bedrooms : 4
  • 3Bathrooms : 3
  •  
5 / 596 Reviews

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Apartments and vacation homes with fireplace in Chicago

From
88€/ night
SPRING PRICING SPECIAL! Visit me April-May!!
HomeAway
  • 102 m²
  • 44 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.9 / 520 Reviews
From
89€/ night
Roscoe Village, Modern, Lakeview, Close to Cubs, $99 winter special~Cozy
HomeAway
  • 66 guests
  • 2Bedrooms : 2
  • 2Bathrooms : 2
  •  
4.8 / 510 Reviews
From
80€/ night
☞ Restored Wrigley duplex near the bars and field ★ 5 queen beds ★ Washer/Dryer
HomeAway
  • 167 m²
  • 1010 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
4.91 / 511 Reviews
From
89€/ night
Luxury Rental, Modern, a+Location
HomeAway
  • 130 m²
  • 88 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
4.88 / 58 Reviews

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Houses and apartments with wifi in Chicago to stay connected

From
134€/ night
Nowhere Will You Feel More at Home! | Chicago Guest House LLC | Wrigleyville
HomeAway
  • 112 m²
  • 66 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
4.97 / 558 Reviews
From
102€/ night
Grand 3BR in Roscoe Village by Sonder
TripAdvisor
  • 77 guests
  • 3Bedrooms : 3
  • 3Bathrooms : 3
  •  
? / 5 
From
91€/ night
Apartment with pool, 3 guests
Booking.com
  • 33 guests
  • 1Bathrooms : 1
  •  
4.6 / 5-
From
112€/ night
Luxury 3Bed/2.5Bath Apt w/Million Dollar Skyline Views! Garage Parking Included!
HomeAway
  • 144 m²
  • 66 guests
  • 3Bedrooms : 3
  • 2Bathrooms : 2
  •  
5 / 539 Reviews

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Condos and holiday apartment rentals in Chicago

From
89€/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
  • 84 m²
  • 44 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.97 / 563 Reviews
From
98€/ night
Apartment with pool, 1 bedroom
Booking.com
  • 33 guests
  • 1Bedrooms : 1
  • 1Bathrooms : 1
  •  
4.35 / 5-
From
112€/ night
Apartment with sea view, 2 bedrooms
Booking.com
  • 55 guests
  • 2Bedrooms : 2
  • 1Bathrooms : 1
  •  
4.4 / 5-
From
122€/ night
Apartment with gym, 1 bedroom
Booking.com
  • 33 guests
  • 1Bedrooms : 1
  • 1Bathrooms : 1
  •  
4.45 / 5-

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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 1105 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