South Side vacation rentals
Find spaces that suit your style
Find properties near top attractions in South Side
Map Attractions
Find the best place to stay - South Side
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Top rated rentals - South Side
Photo gallery for NEW LUXURY PENTHOUSE CONDO
beyound expectations
Explore the lakeside setting in South Side
Come and experience South Side and its museums, architecture and art galleries. Well-liked for its skyscrapers, aquarium and lake, this city is both cosmopolitan and scenic. Take in top local attractions like McCormick Place and Lake Michigan. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.
Sightseeing in and around South Side
Are you hoping to find things to do during your stay? Venture out of your vacation home and check out everything that makes South Side a fun spot to vacation. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:
- Lincoln Park Zoo (8.1 mi / 13 km)
- Cog Hill Golf & Country Club (19.9 mi / 32.1 km)
- Orland Park Sportsplex (20.5 mi / 32.9 km)
- Seven Bridges Golf Club (24 mi / 38.7 km)
- Amazing Chicago's Funhouse Maze (6 mi / 9.6 km)
- Dave & Buster's (6.7 mi / 10.8 km)
Exploring the natural landscape of South Side
Whether you're an active traveler or just want to spend some time taking in the scenery, South Side is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:
- Grant Park (4.7 mi / 7.6 km)
- Millennium Park (5.4 mi / 8.7 km)
- Jackson Park (2.4 mi / 3.9 km)
- Lakefront Trail (2.6 mi / 4.2 km)
- Northerly Island (3.8 mi / 6.2 km)
- Maggie Daley Park (5.4 mi / 8.7 km)
Traveling to and around South Side
The nearest airport is in Chicago Midway Airport (MDW), located 6.9 mi (11.1 km) from the city center.
If you prefer to travel by train, Chicago 47th Street Station (Kenwood), Chicago 51st-53rd Street Station (Hyde Park) and Chicago 55th-56th-57th Street Station are the main stations that serve the city. It's easy to get around South Side by jumping on the metro at 51st Station, 47th Station (Green Line) or Garfield Station (Green Line).