Find the best place to stay — Southwest Side

Where to stay around Southwest Side, US?

Our 2018 property listings offer a large selection of 805 vacation rentals near Southwest Side. From 483 apartments to 149 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Southwest Side for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Southwest Side?

There are many lovely places to stay for a holiday trip or just for a weekend in Southwest Side. From VRBO travelers, the top most popular destinations to visit are:

  • Indiana: 1,340 vacation rentals
  • Lake Michigan: 10,263 vacation rentals
  • Chicago Loop: 147 vacation rentals
  • Lincoln Park: 179 vacation rentals
  • Downtown Chicago: 809 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Southwest Side! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Southwest Side?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Southwest Side:

  • Naperville: 36 rentals
  • Evanston: 665 rentals
  • Oak Park: 812 rentals
  • Gary: 54 rentals
  • Glenview: 252 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Southwest Side?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Southwest Side are:

  • Chicago Midway International Airport (MDW): 880 vacation rentals
  • Chicago Ohare International Airport (ORD): 875 vacation rentals
  • Lansing Municipal Airport (IGQ): 82 vacation rentals

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

Near which points of interest can I spend my holidays in Southwest Side?

VRBO offers a large selection of rentals near lovely places in Southwest Side. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wrigley Field: 872 rentals
  • Blue Island 119th Street Station: 754 rentals
  • Navy Pier: 866 rentals
  • Chicago Water Tower: 870 rentals
  • Chicago History Museum: 870 rentals

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