Short-term rentals Chicago: Cabins, Airbnb & Condos

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

1,386 accommodations in Chicago

Book your Chicago vacation rentals from 1,386 short-term rentals listings. Compare top rentals sites such as Vrbo, Booking.com, Homestay and more on Likibu, the world’s largest rentals Meta search.

  1. Hotel with air conditioning, 1 bedroom

    Chicago, Illinois

    • 67m²
    • 4
    • 1
    • 1

    4.3       78 Reviews

    From

    $80

    / night

  2. Hotel with sea view, 1 bedroom

    Chicago, Illinois

    • 97m²
    • 4
    • 1
    • 1

    4.7       42 Reviews

    From

    $122

    / night

  3. House with garden, 3 bedrooms

    Chicago, Illinois

    • 167m²
    • 8
    • 3
    • 1

    4.7       31 Reviews

    From

    $38

    / night

  4. Apartment with pool, 3 bedrooms

    Chicago, Illinois

    • 148m²
    • 7
    • 3
    • 3

    5.0       3 Reviews

    From

    $341

    / night

  5. Apartment with garden, 2 bedrooms

    Chicago, Illinois

    • 84m²
    • 4
    • 2
    • 1

    5.0       80 Reviews

    From

    $113

    / night

  6. Room with wifi, 7 guests

    Chicago, Illinois

    • 7
    • 4
    • 1

    5.0      50 Reviews

    From

    $35

    / night

  7. Hotel with gym, 1 bedroom

    Chicago, Illinois

    • 73m²
    • 4
    • 1
    • 1

    4.5       9 Reviews

    From

    $109

    / night

  8. Apartment with jacuzzi, 3 bedrooms

    Chicago, Illinois

    • 118m²
    • 6
    • 3
    • 1

    4.9       105 Reviews

    From

    $53

    / night

  9. Apartment with jacuzzi, 2 bedrooms

    Chicago, Illinois

    • 116m²
    • 5
    • 2
    • 2

    4.2       4 Reviews

    From

    $162

    / night

  10. Apartment 2 bedrooms

    Chicago, Illinois

    • 8
    • 2
    • 2

     

    From

    $116

    / night

  11. Apartment with air conditioning, 2 bedrooms

    Oak Park, Illinois

    • 111m²
    • 5
    • 2
    • 1

    5.0       60 Reviews

    From

    $57

    / night

  12. Room with garden, 13 guests

    Chicago, Illinois

    • 13
    • 5
    • 1

    5.0      13 Reviews

    From

    $57

    / night

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

  • $183Jan
  • $190Feb
  • $222Mar
  • $230Apr
  • $256May
  • $296Jun
  • $289Jul
  • $280Aug
  • $220Sep
  • $200Oct
  • $208Nov
  • $194Dec

Vacation rentals that are available in Chicago (%)

  • 45%Jan
  • 54%Feb
  • 61%Mar
  • 57%Apr
  • 51%May
  • 50%Jun
  • 46%Jul
  • 46%Aug
  • 36%Sep
  • 47%Oct
  • 40%Nov
  • 51%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 with garden, 3 bedrooms

Chicago, Illinois

  • 135m²
  • 8
  • 3
  • 2

5.0       57 Reviews

From

$110

/ night

Hostel with air conditioning, 1 bedroom

Chicago, Illinois

  • 27m²
  • 1
  • 1

4.1       642 Reviews

From

$23

/ night

Apartment with garden, 2 bedrooms

Chicago, Illinois

  • 111m²
  • 6
  • 2
  • 1

5.0       53 Reviews

From

$359

/ night

Apartment with garden, 3 bedrooms

Chicago, Illinois

  • 111m²
  • 6
  • 3
  • 1

4.6       26 Reviews

From

$131

/ night

Apartments and vacation homes with fireplace in Chicago

Apartment with garden, 3 bedrooms

Chicago, Illinois

  • 139m²
  • 9
  • 3
  • 2

 

From

$121

/ night

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

  • 92m²
  • 6
  • 2
  • 1

 

From

$169

/ night

House with garden, 5 bedrooms

Chicago, Illinois

  • 278m²
  • 24
  • 5
  • 4

 

From

$374

/ night

House with garden, 5 bedrooms

Chicago, Illinois

  • 250m²
  • 18
  • 5
  • 4

5.0      1 Reviews

From

$1,076

/ night

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

Apartment with pool, 1 bedroom

Chicago, Illinois

  • 3
  • 1
  • 1

 

From

$130

/ night

Bed and breakfast with garden, 1 bedroom

Chicago, Illinois

  • 18m²
  • 2
  • 1

4.5       199 Reviews

From

$29

/ night

Bed and breakfast with gym, 1 bedroom

Chicago, Illinois

  • 20m²
  • 2
  • 1
  • 1

4.4       19 Reviews

From

$138

/ night

Apartment with air conditioning, 3 bedrooms

Chicago, Illinois

  • 220m²
  • 8
  • 3
  • 2

3.8        2 Reviews

From

$352

/ night

Condos and holiday apartment rentals in Chicago

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

  • 78m²
  • 6
  • 2
  • 1

4.2       4 Reviews

From

$65

/ night

Apartment with wifi, 2 bedrooms

Chicago, Illinois

  • 75m²
  • 4
  • 2

2.9        3 Reviews

From

$74

/ night

Apartment with air conditioning, 1 bedroom

Chicago, Illinois

  • 51m²
  • 4
  • 1
  • 1

4.8       8 Reviews

From

$138

/ night

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

  • 65m²
  • 5
  • 2
  • 1

4.7       9 Reviews

From

$107

/ 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 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 1,386 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 in Illinois. Benefit from a full apartment in Chicago and enjoy as much as you can your trip in in the United States!


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