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

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

1,686 accommodations in Chicago

Book your Chicago vacation rentals from 1,686 short-term rentals listings. Compare top rentals sites such as HomeAway, Booking.com, Roomlala and more on Likibu, the world’s largest rentals Meta search.

  1. Apartment with air conditioning, 2 bedrooms

    Chicago, Illinois

    • 7
    • 2
    • 2

    0 Reviews

    From

    $192

    / night

  2. Ad
    Live there. Book unique homes.

    Chicago, United States

    Search on Airbnb - Chicago

    From

    $35

    / night

  3. Hotel with pool, 3 bedrooms

    Chicago, Illinois

    • 6
    • 3
    • 2

    0 Reviews

    From

    $174

    / night

  4. Hotel with gym, 2 bedrooms

    Chicago, Illinois

    • 6
    • 2
    • 1

    0 Reviews

    From

    $168

    / night

  5. Bed and breakfast with garden, 3 bedrooms

    Chicago, Illinois

    • 204m²
    • 8
    • 3
    • 2

    5.0       112 Reviews

    From

    $165

    / night

  6. Apartment with pool, 3 bedrooms

    Chicago, Illinois

    • 8
    • 3
    • 3

    0 Reviews

    From

    $263

    / night

  7. Bed and breakfast with garden, 3 bedrooms

    Chicago, Illinois

    • 112m²
    • 6
    • 3
    • 2

    5.0       68 Reviews

    From

    $162

    / night

  8. Apartment with garden, 3 bedrooms

    Chicago, Illinois

    • 139m²
    • 6
    • 3
    • 2

    5.0       82 Reviews

    From

    $201

    / night

  9. Apartment with pool, 4 bedrooms

    Chicago, Illinois

    • 6
    • 4
    • 2

    0 Reviews

    From

    $198

    / night

  10. Apartment with pool, 3 bedrooms

    Chicago, Illinois

    • 7
    • 3
    • 1

    0 Reviews

    From

    $222

    / night

  11. Apartment with gym, 1 bedroom

    Chicago, Illinois

    • 8
    • 1
    • 1

    0 Reviews

    From

    $178

    / night

  12. Apartment with pool, 2 bedrooms

    Chicago, Illinois

    • 5
    • 2
    • 2

    0 Reviews

    From

    $174

    / 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

  • $179Jan
  • $196Feb
  • $237Mar
  • $240Apr
  • $276May
  • $347Jun
  • $359Jul
  • $312Aug
  • $264Sep
  • $306Oct
  • $197Nov
  • $174Dec

Vacation rentals that are available in Chicago (%)

  • 48%Jan
  • 46%Feb
  • 48%Mar
  • 46%Apr
  • 35%May
  • 34%Jun
  • 36%Jul
  • 36%Aug
  • 21%Sep
  • 18%Oct
  • 24%Nov
  • 48%Dec

Frequently Asked Questions about 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

Bed and breakfast with jacuzzi, 1 bedroom

Chicago, Illinois

  • 2
  • 1
  • 1

0 Reviews

From

$184

/ night

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

  • 74m²
  • 5
  • 2
  • 1

4.9       30 Reviews

From

$172

/ night

House with garden, 4 bedrooms

Chicago, Illinois

  • 390m²
  • 24
  • 4
  • 3

5.0       111 Reviews

From

$207

/ night

Apartment with pool, 3 bedrooms

Chicago, Illinois

  • 7
  • 3
  • 3

0 Reviews

From

$263

/ night

Apartments and vacation homes with fireplace in Chicago

Apartment with air conditioning, 3 bedrooms

Chicago, Illinois

  • 167m²
  • 6
  • 3
  • 2

5.0       46 Reviews

From

$226

/ night

House with air conditioning, 3 bedrooms

Chicago, Illinois

  • 297m²
  • 10
  • 3
  • 2

5.0      36 Reviews

From

$242

/ night

Apartment with pool, 2 bedrooms

Chicago, Illinois

  • 115m²
  • 6
  • 2
  • 2

5.0       165 Reviews

From

$136

/ night

Apartment with pool, 2 bedrooms

Chicago, Illinois

  • 179m²
  • 7
  • 2
  • 2

4.9       108 Reviews

From

$162

/ night

Houses and apartments with wifi in Chicago to stay connected

Hotel with air conditioning, 2 bedrooms

Chicago, Illinois

  • 4
  • 2
  • 2

0 Reviews

From

$152

/ night

Apartment with pool, 1 bedroom

Chicago, Illinois

  • 6
  • 1
  • 2

0 Reviews

From

$187

/ night

Hotel with air conditioning, 5 bedrooms

Chicago, Illinois

  • 10
  • 5
  • 4

0 Reviews

From

$189

/ night

Apartment with gym, 2 bedrooms

Chicago, Illinois

  • 4
  • 2
  • 2

0 Reviews

From

$259

/ night

Condos and holiday apartment rentals in Chicago

Apartment with garden, 2 bedrooms

Chicago, Illinois

  • 6
  • 2
  • 1

0 Reviews

From

$145

/ night

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

  • 5
  • 2
  • 2

0 Reviews

From

$223

/ night

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

  • 6
  • 2
  • 2

0 Reviews

From

$255

/ night

Apartment with pool, 3 bedrooms

Chicago, Illinois

  • 144m²
  • 6
  • 3
  • 2

5.0      50 Reviews

From

$135

/ 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, 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 1,686 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!


Browsing on our website implies that you authorise us to install cookies on your computer or mobile device. More information