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:

  • Prairie District: 40 holiday homes
  • Central Station: 50 holiday homes
  • Museum Park: 40 holiday homes
  • Chicago Loop: 159 holiday homes
  • Ukrainian Village: 71 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?

HomeAway offers a large selection of holiday accommodations near great places in Near South Side. From HomeAway travellers, the most popular points of interest to stay near are:

  • Glessner House Museum: 1,005 holiday lettings
  • National Vietnam Veterans Art Museum: 1,004 holiday lettings
  • Chicago 87th Street Station (Woodruff): 968 holiday lettings
  • Stage 773: 1,016 holiday lettings
  • Chicago 107th Street Station (Beverly Hills): 951 holiday lettings

But there are many other points of interest around Near South Side listed on HomeAway 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 Condos/Apartments in Near South Side?

Yes, of course. HomeAway offers 15 Condos/Apartments in Near South Side. Our other popular types of Near South Side holiday rentals include:

    Can I rent downtown rentals in Near South Side?

    Absolutely, HomeAway has 7 downtown rentals in Near South Side. You have also many other possibilities in Near South Side area, including:

      Please use our search bar to access the selection of holiday lettings.

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

      Yes, you can select your preferred holiday accommodation with pool among our 7 holiday homes with pool available in Near South Side. Please use our search bar to access the selection of holiday rentals available.

        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)

        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)