Where to stay near Downtown Chicago?

Our 2019 accommodation listings offer a large selection of 1,400 holiday rentals near Downtown Chicago. From 1,164 Condos/Apartments to 179 Houses, find the best place to stay with your family and friends to discover Downtown Chicago area.

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 HomeAway travellers, the popular destinations to visit are:

  • Gold Coast: 220 holiday rentals
  • Evanston: 1,166 holiday rentals
  • Lincoln Park: 654 holiday rentals
  • Glenview: 304 holiday rentals
  • Sheffield Neighbors: 114 holiday rentals

HomeAway 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: 1,166 holiday homes
  • Glenview: 304 holiday homes
  • Oak Park: 1,421 holiday homes
  • Forest Park: 1,317 holiday homes
  • Rosemont: 268 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): 1,463 holiday houses
  • Gary Chicago International Airport (GYY): 189 holiday houses
  • Chicago Midway International Airport (MDW): 1,555 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?

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

  • Swedish Covenant Hospital: 1,628 holiday rentals
  • Harvey 147th Street-Sibley Boulevard Station: 839 holiday rentals
  • Chicago 79th Street Station (Cheltenham): 1,598 holiday rentals
  • Orland Park 143rd Street Station: 301 holiday rentals
  • Chicago McCormick Place Station: 1,626 holiday rentals

But there are many other points of interest around Downtown Chicago listed on HomeAway 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
1,166 holiday rentals
Glenview
304 holiday rentals
Oak Park
1,421 holiday rentals
Forest Park
1,317 holiday rentals
Rosemont
268 holiday rentals
Northlake
179 holiday rentals
Elmwood Park
1,211 holiday rentals
Gary
66 holiday rentals
Skokie
936 holiday rentals
Oak Lawn
167 holiday rentals
Orland Park
23 holiday rentals
Winnetka
220 holiday rentals
Crestwood
23 holiday rentals
Des Plaines
193 holiday rentals
Wheeling
37 holiday rentals
Franklin Park
447 holiday rentals
Whiting
117 holiday rentals
Blue Island
86 holiday rentals
Bridgeview
95 holiday rentals
La Grange
241 holiday rentals