Discover a selection of 1,000 holiday home rentals in South Side, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 124 per night, and holiday houses and flats & apartments are popular options for a stay in South Side. Either way, you'll find holiday accommodation for everyone's needs.
AsyncDestinationUrgency
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many holiday accommodation are available around South Side?

Our 2020 accommodation listings offer a large selection of 1,090 holiday rentals around South Side. From 156 holiday houses to 879 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around South Side is on Stayz.

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

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

  • The Loop: 592 holiday rentals
  • West Loop: 565 holiday rentals
  • Logan Square: 271 holiday rentals
  • Near South Side: 654 holiday rentals
  • Printers Row: 285 holiday rentals

Stayz offers you the possibility to discover many other popular destinations in South Side! 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 South Side?

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

  • Glenview: 214 holiday homes
  • Evanston: 928 holiday homes
  • Hobart: 79 holiday homes
  • Oak Park: 1,150 holiday homes
  • Forest Park: 1,119 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 South Side?

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

  • Gary, IN (GYY-Gary - Chicago Intl.): 210 holiday houses
  • Chicago, IL (ORD-O'Hare Intl.): 1,364 holiday houses
  • Chicago, IL (MDW-Midway Intl.): 1,378 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 South Side?

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

  • Harvey Community Center: 574 holiday rentals
  • 311 S Wacker Dr: 1,340 holiday rentals
  • Wrigley Building: 1,336 holiday rentals
  • Chicago McCormick Place Station: 1,345 holiday rentals
  • Harvey 147th Street-Sibley Boulevard Station: 795 holiday rentals

But there are many other points of interest around South Side 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 South Side

Glenview
214 holiday rentals
Evanston
928 holiday rentals
Hobart
79 holiday rentals
Oak Park
1,150 holiday rentals
Forest Park
1,119 holiday rentals
Rosemont
237 holiday rentals
Lemont
98 holiday rentals
Merrillville
92 holiday rentals
Frankfort
15 holiday rentals
Des Plaines
202 holiday rentals
Orland Park
23 holiday rentals
Skokie
622 holiday rentals
Park Ridge
385 holiday rentals
Midlothian
27 holiday rentals
Downers Grove Township
164 holiday rentals
Gary
95 holiday rentals
Dyer
53 holiday rentals
Oak Lawn
125 holiday rentals
Oak Brook
156 holiday rentals
Matteson
15 holiday rentals