Find the best place to stay — South Side

Where to stay around South Side, US?

Our 2018 property listings offer a large selection of 793 vacation rentals near South Side. From 475 apartments to 154 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near South Side for a holiday or a weekend are on VRBO.

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

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

  • Indiana: 1,336 vacation rentals
  • Lake Michigan: 10,264 vacation rentals
  • Indiana Dunes National Lakeshore: 337 vacation rentals
  • Chicago Loop: 146 vacation rentals
  • Lincoln Park: 179 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in South 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 South 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 South Side:

  • Evanston: 662 rentals
  • Gary: 54 rentals
  • Oak Park: 810 rentals
  • Wilmette: 293 rentals
  • Glenview: 251 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 South 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 South Side are:

  • Chicago Midway International Airport (MDW): 874 vacation rentals
  • Lansing Municipal Airport (IGQ): 82 vacation rentals
  • Gary Chicago International Airport (GYY): 113 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 South Side?

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

  • Indiana Dunes National Lakeshore: 337 rentals
  • Chicago Water Tower: 863 rentals
  • Chicago 87th Street Station (South Chicago): 835 rentals
  • Navy Pier: 863 rentals
  • Montrose Beach: 868 rentals

But there are many other points of interest around South 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.