Holiday rentals in Chicago

Find and book unique accommodation on Airbnb

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Popular amenities for Chicago holiday rentals

Stay near Chicago's top sights

O'Hare International Airport122 locals recommend
Wrigley Field1,004 locals recommend
Boystown92 locals recommend
Logan Square174 locals recommend
United Center200 locals recommend
Millennium Park1,243 locals recommend

Quick stats about holiday rentals in Chicago

  • Total rentals

    11K properties

  • Total number of reviews

    5.3L reviews

  • Family-friendly rentals

    5.2K properties are a good fit for families

  • Pet-friendly rentals

    3.6K properties allow pets

  • Rentals with a pool

    1.2K properties have a pool

  • Rentals with dedicated workspaces

    7K properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago