Short-term rentals Chicago: Cabins, Airbnb & Condos

Short-term rentals Chicago: Cabins, Airbnb & Condos

Find your vacation rental or Airbnb in Chicago: house, apartment, villa and any accommodation for rent

3,048 accommodations in Chicago

Book your Chicago vacation rental from 3,048 short-term rentals listings. Compare top rentals sites such as Vrbo, Housing Anywhere, Booking.com and more on Likibu, the world’s largest rentals Meta search.

  1. Apartment 1 bedroom, with air conditioning
    Apartment 1 bedroom, with air conditioning

    Oak Park, Illinois

    • 85m²
    • 3
    • 1
    • 1

     

    From

    $325

    / night

  2. Bed and breakfast 1 bedroom, with air conditioning
    Bed and breakfast 1 bedroom, with air conditioning

    Chicago, Illinois

    • 27m²
    • 2
    • 1
    • 1

    3.7 75 Reviews

  3. Bed and breakfast 1 bedroom, with garden
    Bed and breakfast 1 bedroom, with garden

    Chicago, Illinois

    • 27m²
    • 3
    • 1

    4.9 29 Reviews

    From

    $102

    / night

  4. Ad
    Ad - Trivago
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    Chicago, United States

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  5. Bed and breakfast 3 bedrooms, with air conditioning
    Bed and breakfast 3 bedrooms, with air conditioning

    Chicago, Illinois

    • 92m²
    • 6
    • 3
    • 2

    3.5 213 Reviews

  6. Bed and breakfast 1 bedroom, with air conditioning
    Bed and breakfast 1 bedroom, with air conditioning

    Chicago, Illinois

    • 37m²
    • 2
    • 1
    • 1

    3.1 214 Reviews

  7. Apartment 3 bedrooms, with garden
    Apartment 3 bedrooms, with garden

    Chicago, Illinois

    • 92m²
    • 6
    • 3
    • 2

    5.0 392 Reviews

    From

    $239

    / night

  8. Bed and breakfast 1 bedroom, with air conditioning
    Bed and breakfast 1 bedroom, with air conditioning

    Chicago, Illinois

    • 18m²
    • 2
    • 1
    • 1

    3.5 393 Reviews

  9. Bed and breakfast 1 bedroom, with air conditioning
    Bed and breakfast 1 bedroom, with air conditioning

    Chicago, Illinois

    • 11m²
    • 3
    • 1
    • 1

    3.5 70 Reviews

    From

    $33

    / night

  10. Room 7 guests, with wifi
    Room 7 guests, with wifi

    Chicago, Illinois

    • 7
    • 4
    • 1

    5.0 51 Reviews

    From

    $35

    / night

  11. Aparthotel 1 bedroom, with pool
    Aparthotel 1 bedroom, with pool

    Chicago, Illinois

    • 97m²
    • 4
    • 1
    • 1

    5.0 381 Reviews

    From

    $339

    / night

  12. Apartment 3 bedrooms, with pool
    Apartment 3 bedrooms, with pool

    Chicago, Illinois

    • 167m²
    • 8
    • 3
    • 3

    4.4 4 Reviews

    From

    $190

    / night

More results in Chicago

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


Vacation rentals prices and availability in Chicago

Average price per night in Chicago

  • $117Jan
  • $135Feb
  • $208Mar
  • $203Apr
  • $250May
  • $262Jun
  • $262Jul
  • $323Aug
  • $204Sep
  • $313Oct
  • $209Nov
  • $132Dec

Airbnbs and vacation rentals that are available in Chicago (%)

  • 82%Jan
  • 82%Feb
  • 81%Mar
  • 81%Apr
  • 81%May
  • 81%Jun
  • 81%Jul
  • 81%Aug
  • 81%Sep
  • 81%Oct
  • 81%Nov
  • 81%Dec

Frequently Asked Questions about Chicago vacation rentals


Book a vacation rental in Chicago from top accommodation sites, such as Airbnb, Booking.com, VRBO, Expedia and Tripadvisor.


Best vacation accommodations in Chicago

Airbnb, apartments and houses with terrace or balcony in Chicago

Apartment 4 bedrooms, with air conditioning
Apartment 4 bedrooms, with air conditioning

Chicago, Illinois

  • 8
  • 4
  • 1

 

Apartment 3 bedrooms, with air conditioning
Apartment 3 bedrooms, with air conditioning

Chicago, Illinois

  • 146m²
  • 4
  • 3
  • 2

 

Bed and breakfast 5 guests, with garden
Bed and breakfast 5 guests, with garden

Chicago, Illinois

  • 5

4.8 201 Reviews

 

$$$

Bed and breakfast 3 guests, with air conditioning
Bed and breakfast 3 guests, with air conditioning

Chicago, Illinois

  • 3

4.7 258 Reviews

 

$$$$

Apartments and vacation homes with fireplace in Chicago

Apartment 3 bedrooms, with pool
Apartment 3 bedrooms, with pool

Chicago, Illinois

  • 167m²
  • 8
  • 3
  • 3

4.4 6 Reviews

From

$179

/ night

Aparthotel 3 bedrooms, with pool
Aparthotel 3 bedrooms, with pool

Chicago, Illinois

  • 209m²
  • 8
  • 3
  • 2

5.0 265 Reviews

From

$963

/ night

Aparthotel 2 bedrooms, with jacuzzi
Aparthotel 2 bedrooms, with jacuzzi

Chicago, Illinois

  • 214m²
  • 8
  • 2
  • 3

5.0 228 Reviews

From

$460

/ night

Aparthotel 2 bedrooms, with pool
Aparthotel 2 bedrooms, with pool

Chicago, Illinois

  • 115m²
  • 6
  • 2
  • 2

5.0 209 Reviews

From

$412

/ night

Houses, apartments and airbnb with wifi in Chicago to stay connected

Apartment 2 bedrooms, with pool
Apartment 2 bedrooms, with pool

Chicago, Illinois

  • 167m²
  • 8
  • 2
  • 3

 

From

$192

/ night

Apartment 3 bedrooms, with air conditioning
Apartment 3 bedrooms, with air conditioning

Chicago, Illinois

  • 6
  • 3
  • 1

 

Apartment 1 bedroom, with air conditioning
Apartment 1 bedroom, with air conditioning

  • 70m²
  • 2
  • 1

 

From

$131

/ night

Apartment 4 bedrooms, with jacuzzi
Apartment 4 bedrooms, with jacuzzi

Chicago, Illinois

  • 92m²
  • 8
  • 4
  • 2

5.0 268 Reviews

From

$299

/ night

Condos and holiday apartment rentals in Chicago

Apartment 3 bedrooms, with garden
Apartment 3 bedrooms, with garden

Chicago, Illinois

  • 139m²
  • 6
  • 3
  • 2

5.0 181 Reviews

From

$261

/ night

Room 1 guest, with air conditioning
Room 1 guest, with air conditioning

  • 63m²
  • 1
  • 1

 

From

$62

/ night

Apartment 1 bedroom, with air conditioning
Apartment 1 bedroom, with air conditioning

Chicago, Illinois

  • 46m²
  • 3
  • 1
  • 1

 

From

$50

/ night

Room 10 guests, with garden
Room 10 guests, with garden

Chicago, Illinois

  • 10
  • 4
  • 1

5.0 14 Reviews

From

$119

/ night


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, airbnb, house rental or villa with pool in Chicago. Just select the lodging you would like to stay at during your vacation in Illinois. You can find last minute bookings for a week-end to enjoy the luxury of a a home away from home in the United States.

Compare 3,048 accommodations and book your holiday home, vacation rental or airbnb in Chicago now. You'll never stay at a hotel again! Find the best deals on a guesthouse or private room in Illinois. Benefit from a full apartment in Chicago and enjoy as much as you can your trip in the United States!


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