How many holiday accommodation are available around Downtown Chicago?

Our 2019 accommodation listings offer a large selection of 1,433 holiday rentals around Downtown Chicago. From 1,199 Condos/Apartments to 176 Houses, find unique holiday homes for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular destinations to visit in Downtown Chicago?

There are many lovely places to stay for a long holiday or just a weekend break in Downtown Chicago. From Stayz travellers, the popular destinations to visit are:

  • Gold Coast: 217 holiday rentals
  • Evanston: 1,196 holiday rentals
  • Lincoln Park: 664 holiday rentals
  • Glenview: 324 holiday rentals
  • Sheffield Neighbors: 116 holiday rentals

Stayz offers you the possibility to discover many other popular destinations in Downtown Chicago! Please use our search bar to access the selection of holiday rentals available in other popular destinations.

What are the main cities to discover in Downtown Chicago?

Whether you are travelling solo or with family and friends, here are the cities in Downtown Chicago with the largest selection of holiday rentals for a perfect city break:

  • Evanston: 1,196 holiday homes
  • Glenview: 324 holiday homes
  • Oak Park: 1,479 holiday homes
  • Forest Park: 1,354 holiday homes
  • Rosemont: 280 holiday homes

For other cities, please use our search bar to access the selection of holiday homes available.

Can I find easy access holiday homes when travelling by plane to Downtown Chicago?

Yes of course. Our owners offer a large selection of holiday homes near to airports. Airports with a large selection of rentals in Downtown Chicago are:

  • O'Hare International Airport (ORD): 1,639 holiday houses
  • Gary Chicago International Airport (GYY): 219 holiday houses
  • Chicago Midway International Airport (MDW): 1,676 holiday houses

For other airports, please use our search bar to access the selection of holiday rentals available.

Near which points of interest can I spend my holidays in Downtown Chicago?

Stayz offers a large selection of holiday homes near great places to visit in Downtown Chicago. From Stayz travellers, the more popular points of interest to stay for a holiday trip or just for a weekend are:

  • Swedish Covenant Hospital: 1,653 holiday rentals
  • Harvey 147th Street-Sibley Boulevard Station: 829 holiday rentals
  • Chicago 79th Street Station (Cheltenham): 1,651 holiday rentals
  • Orland Park 143rd Street Station: 301 holiday rentals
  • Chicago McCormick Place Station: 1,667 holiday rentals

But there are many other points of interest around Downtown Chicago listed on Stayz where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday homes.

Explore destinations around Downtown Chicago

Evanston
1,196 holiday rentals
Glenview
324 holiday rentals
Oak Park
1,479 holiday rentals
Forest Park
1,354 holiday rentals
Rosemont
280 holiday rentals
Northlake
185 holiday rentals
Elmwood Park
1,251 holiday rentals
Gary
69 holiday rentals
Skokie
964 holiday rentals
Oak Lawn
176 holiday rentals
Orland Park
26 holiday rentals
Winnetka
237 holiday rentals
Crestwood
28 holiday rentals
Des Plaines
215 holiday rentals
Wheeling
53 holiday rentals
Franklin Park
469 holiday rentals
Whiting
115 holiday rentals
Blue Island
96 holiday rentals
Bridgeview
90 holiday rentals
La Grange
224 holiday rentals