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-sees in the area. If you're looking for accommodations 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 vacation home and experience everything that makes South Shore a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 vacation 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 center:

  • 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

Transportation 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 center. 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 traveling 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, Chicago?

Our 2019 property listings offer a large selection of 23 vacation rentals near South Shore. From 5 house rentals to 18 condo and apartment rentals, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near South Shore for a holiday or a weekend are on Vrbo.

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

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in South Shore:

  • Chicago Loop: 764 vacation rentals
  • Wrigleyville: 392 vacation rentals
  • Lincoln Park: 670 vacation rentals
  • River North: 505 vacation rentals
  • Miller Beach: 34 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to South Shore?

Vrbo offers a large selection of vacation rentals near lovely places in South Shore. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chicago South Shore Station: 1,616 vacation rentals
  • Chicago Bryn Mawr Station: 1,611 vacation rentals
  • Chicago Windsor Park Station: 1,619 vacation rentals
  • Chicago Stony Island Station: 1,612 vacation rentals
  • South Shore Golf Course: 1,615 vacation rentals

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

Can I rent Houses in South Shore?

Yes, of course. Vrbo has 5 Houses in South Shore. Our other popular types of vacation rentals in South Shore include:

  • Condos/Apartments: 18 rentals available
  • Studios: 15 rentals available

Can I find a vacation rental with internet/wifi in South Shore?

Yes, you can select your preferred vacation rental with internet/wifi among our 16 vacation rentals with internet/wifi available in South Shore. Please use our search bar to access the selection of vacation rentals available.

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