Destination guide

Explore the beachside setting in South Shore

The beaches and other outdoor surroundings create an inviting atmosphere in South Shore. This city's restaurants, shopping and golfing draw many visitors. McCormick Place and Willis Tower are just a couple of the must-see attractions in the area. 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 South Shore

Do you want to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes South Shore a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Skydeck Ledge (8.9 mi / 14.3 km)
  • Adler Planetarium and Astronomy Museum (7.6 mi / 12.2 km)
  • John G. Shedd Aquarium (7.7 mi / 12.3 km)
  • Navy Pier (9.3 mi / 15 km)
  • Lincoln Park Zoo (11.5 mi / 18.5 km)
  • Brookfield Zoo (14.6 mi / 23.6 km)
Natural features

Exploring the natural landscape of South Shore

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in South Shore. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (8.9 mi / 14.3 km)
  • Grant Park (8.2 mi / 13.2 km)
  • Lincoln Park (13.6 mi / 21.9 km)
  • Jackson Park (1.5 mi / 2.4 km)
  • Osaka Garden (1.9 mi / 3.1 km)
  • Midway Plaisance (2.3 mi / 3.8 km)
How to get there

Transport options to and around South Shore

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 9.1 mi (14.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Chicago, IL (ORD-O'Hare Intl.), which is 22.9 mi (36.8 km) away.

If you're travelling by train, Chicago South Shore Station, Chicago Windsor Park Station and Chicago Bryn Mawr Station are the main stations in the area.

Where to stay around South Shore?

Our 2019 accommodation listings offer a large selection of 19 holiday lettings near South Shore. From 5 Houses to 14 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near South Shore for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to South Shore?

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 South Shore:

  • Chicago Loop: 599 holiday homes
  • Rush & Division: 211 holiday homes
  • West Bucktown: 105 holiday homes
  • Noble Square: 117 holiday homes
  • South Loop: 140 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 South Shore?

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

  • Chicago Stony Island Station: 1,365 holiday lettings
  • Chicago Bryn Mawr Station: 1,364 holiday lettings
  • Chicago Windsor Park Station: 1,372 holiday lettings
  • Chicago South Shore Station: 1,359 holiday lettings
  • Chicago 87th Street Station (Woodruff): 1,350 holiday lettings

But there are many other points of interest around South Shore 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 Houses in South Shore?

Yes, of course. HomeAway offers 5 Houses in South Shore. Our other popular types of South Shore holiday rentals include:

  • Flats: 14 self catering accommodations
  • Studios: 12 self catering accommodations

Can I find a holiday accommodation with pool in South Shore?

Yes, you can select your preferred holiday accommodation with pool among our 8 holiday homes with pool available in South Shore. Please use our search bar to access the selection of holiday rentals available.

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