Discover a selection of 500 holiday homes in Near South Side, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Bookabach holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at NZ$ 124 per night, and holiday houses and apartments are popular options for a stay in Near South Side. Either way, you'll find accommodation for everyone's needs.
Top rated rentals — Near South Side

How many holiday homes are available around Near South Side, Chicago?

Our 2020 holiday accommodation listings offer a large selection of 671 holiday rentals around Near South Side. From 52 holiday houses to 582 apartments, find unique holiday house for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What is the best area to stay when travelling to Near South Side?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Near South Side:

  • West Town: 509 holiday homes
  • The Loop: 611 holiday homes
  • Near West Side: 425 holiday homes
  • Lakeview: 214 holiday homes
  • Lincoln Park: 497 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Near South Side? offers a large selection of holiday accommodations near great places in Near South Side. From travellers, the most popular points of interest to stay near are:

  • Willie Dixon's Blues Heaven: 1,326 holiday houses
  • McCormick Place: 1,073 holiday houses
  • Chicago McCormick Place Station: 1,348 holiday houses
  • Wintrust Arena: 1,329 holiday houses
  • Chicago 18th Street Station: 1,348 holiday houses

But there are many other points of interest around Near South Side listed on where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Near South Side?

Yes, of course. offers 52 Houses in Near South Side. Our other popular types of Near South Side holiday rentals include:

  • Condos/Apartments: 582 self catering accommodations
  • Studios: 540 self catering accommodations
  • Townhouses: 6 self catering accommodations

But you can also enjoy a great stay in one of our other holiday homes including Resorts and more.

Can I find a holiday accommodation with pool in Near South Side?

Yes, you can select your preferred holiday accommodation with pool among our 213 holiday homes with pool available in Near South Side. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Near South Side

    Western Springs
    139 holiday rentals
    Oak Park
    1,162 holiday rentals
    240 holiday rentals
    94 holiday rentals
    935 holiday rentals
    560 holiday rentals
    Franklin Park
    355 holiday rentals
    Prospect Heights
    53 holiday rentals
    Blue Island
    75 holiday rentals
    Melrose Park
    568 holiday rentals
    Forest Park
    1,127 holiday rentals
    267 holiday rentals
    Elmwood Park
    879 holiday rentals
    River Grove
    554 holiday rentals
    Calumet City
    57 holiday rentals
    34 holiday rentals
    93 holiday rentals
    Country Club Hills
    20 holiday rentals
    27 holiday rentals
    476 holiday rentals