Photo by Marc Jacobs

Far Southeast Side holiday homes

We found 1,259 holiday rentals — enter your dates for availability

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Far Southeast Side getaway

Learn about the unique charm of Far Southeast Side with a stay in a holiday home rental. This city has something for everyone. McCormick Place and Soldier Field are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Far Southeast Side

Are you searching for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Far Southeast Side has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Ravisloe Country Club (10.4 mi / 16.8 km)
  • Lincoln Park Zoo (15.6 mi / 25.2 km)
  • Galloping Ghost (16.3 mi / 26.2 km)
  • Cog Hill Golf & Country Club (19.1 mi / 30.8 km)
  • Harborside International Golf Center (0.8 mi / 1.2 km)
  • Coyote Run Golf Course (11.8 mi / 19 km)

Exploring the natural landscape of Far Southeast Side

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Far Southeast Side is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Grant Park (12.3 mi / 19.8 km)
  • Millennium Park (13 mi / 20.8 km)
  • Indiana Dunes National Park (27.1 mi / 43.5 km)
  • Abbott Park (2.5 mi / 4.1 km)
  • Calumet Park (3.2 mi / 5.1 km)
  • Jackson Park (5.6 mi / 9 km)

Travelling to and around Far Southeast Side

If you prefer to travel by train, Chicago 107th Street Station, Chicago 103rd Street Station (Rosemoor) and Chicago 111th Street Station (Pullman) are the main stations in the area. Walk to nearby metro transport at 95th-Dan Ryan Station or 87th Station to see more of the city.

Frequently asked questions

How much does it cost to rent a holiday home in Far Southeast Side?
The average price for a holiday home in Far Southeast Side can vary based on factors like property type, length of stay and season. Whether you’re in search of a sprawling villa with lots of bedrooms or a quaint cabin just enough for two, just enter your travel dates to see stays that offer great value.
How much does it cost to rent a beach house in Far Southeast Side?
The average price for a holiday home near the beach in Far Southeast Side will depend on when you’ll be there and the type and size of property you’re looking for. Find prices easily and quickly on Bookabach by entering your destination and travel dates. Then use the handy filters to select the number of bedrooms and amenities that you prefer, such as WiFi, a pool and air conditioning.
What are the top attractions for families in Far Southeast Side?
You’ll find loads of amazing things to see and do with the family in Far Southeast Side, such as:

  • Abbott Park
  • Calumet Park
  • Munson Beach

How old do you have to be to rent a holiday home in Far Southeast Side?
The minimum age is normally 16, 18 or 21. It can differ across properties on Bookabach, so check the rules of your chosen Far Southeast Side stay before booking your stay.
How long can I rent a holiday home in Far Southeast Side for?
The amount of time you can book a Far Southeast Side holiday home for varies depending on the property. Simply enter your travel dates to find options offering extended stays. They have all you require to make your extended getaway more comfortable and enjoyable, like kitchens and yards. Some Bookabach holiday properties may also offer weekly or monthly discounts, so you can stay even longer for less.

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