Destination guide

Delight in the lakeside landscape of Near South Side

Enjoy the museums and other features of Near South Side. This city is cosmopolitan and scenic, recognised for its lake, restaurants and sporting events. McCormick Place and Soldier Field are just a couple of the must-see attractions. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Sightseeing in and around Near South Side

Do you want to find top things to see and do while you're in the area? Venture out of your holiday home and experience everything that makes Near South Side a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Skydeck Ledge (1.7 mi / 2.7 km)
  • John G. Shedd Aquarium (0.7 mi / 1.1 km)
  • Adler Planetarium and Astronomy Museum (0.9 mi / 1.4 km)
  • Navy Pier (2.4 mi / 3.9 km)
  • Lincoln Park Zoo (4.4 mi / 7.1 km)
  • Brookfield Zoo (11.2 mi / 18 km)
Natural features

Exploring the natural landscape of Near South Side

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Near South Side is a great place to get outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (1.7 mi / 2.8 km)
  • Grant Park (1.1 mi / 1.8 km)
  • Lincoln Park (6.5 mi / 10.5 km)
  • Northerly Island (0.6 mi / 0.9 km)
  • Northerly Island Park (0.7 mi / 1.1 km)
  • Lakefront Trail (1.4 mi / 2.3 km)
How to get there

How to get to and around Near South Side

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 7.9 mi (12.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 16.9 mi (27.1 km) away.

If you're travelling by train, make your way to Chicago 18th Street Station or Chicago McCormick Place Station and explore the city from there. You might consider catching a ride on the metro at Roosevelt Station for ease of access to the rest of the city.

How many holiday rentals are available around Near South Side?

Our 2020 accommodation listings offer a large selection of 335 holiday lettings around Near South Side. From 42 houses to 265 flats & apartments, find unique self catering accommodation 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:

  • Chicago Loop: 260 holiday homes
  • Near North Side: 251 holiday homes
  • Bucktown: 63 holiday homes
  • Irving Park: 54 holiday homes
  • Rush & Division: 116 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:

  • McCormick Place: 806 holiday lettings
  • Chicago McCormick Place Station: 1,177 holiday lettings
  • Wintrust Arena: 1,178 holiday lettings
  • Willie Dixon's Blues Heaven: 1,178 holiday lettings
  • Chicago 18th Street Station: 1,163 holiday lettings

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 42 Houses in Near South Side. Our other popular types of Near South Side holiday rentals include:

  • Flats: 265 self catering accommodations
  • Studios: 211 self catering accommodations
  • Townhouses: 6 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals 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 116 holiday homes with pool available in Near South Side. Please use our search bar to access the selection of holiday rentals available.

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