Photo by Marc Jacobs

South Chicago holiday rentals

We found 12 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of holiday rentals in South Chicago that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • 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

Frequently asked questions

What is the most popular type of holiday home accommodation in South Chicago?

Apartments are the most popular type of holiday home in South Chicago, according to our data. Even if you've got a different vision in mind, Stayz has properties in loads of shapes and sizes. Look over our options to find your perfect South Chicago pad.

How much does it cost to rent a holiday home in South Chicago?

Several factors can influence how much you'll pay for a holiday home in South Chicago, like the length of stay, type of property and season. However, all our holiday homes have something in common — unbeatable value. Just add your travel dates to find your home away from home.

How much does it cost to rent a beach house in South Chicago?

Prices for beach houses in South Chicago can vary depending on the style and size of the property and when you're travelling. Simply enter your dates of travel into Stayz and how many guests to view your holiday home options and prices. From there you can use the filters to narrow your search by nearby activities, ratings, amenities and more.

Are there pet-friendly holiday homes in South Chicago?

Pack a travel bag and a bone for the pup in your life because South Chicago has two stays that roll out the welcome mat to pets. Let your furriest friend get in on the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.

What are popular home amenities in South Chicago?

The most popular home amenities people search for in South Chicago include a playground, free WiFi and an oven. Whether you're on the road with your besties, family or even pets, Stayz holiday homes come with the best amenities for fun and relaxation with your loved ones.

Are there holiday homes in South Chicago that welcome kids?

South Chicago has two family-friendly holiday homes to choose from. And discovering a stay that welcomes kids is easy with our "Properties good for families" filter. In addition to having the entire place to yourselves, you'll get access to perks and conveniences like multiple bedrooms, private pools and yards.

What are the top attractions for families in South Chicago?

There's a ton of fun things to do and see with the family in South Chicago, including:

  • Shedd Aquarium
  • Field Museum of Natural History
  • Chicago Museum of Science and Industry

Are there holiday homes with WiFi in South Chicago?

You'll find two holiday homes with WiFi in South Chicago. If you want to disconnect from the world during your escape, but still need to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in South Chicago?

The minimum age is typically 16, 18 or 21. It can differ from one property to another on Stayz, so look at the rules of your chosen South Chicago holiday home before booking your escape.

How long can I rent a holiday home in South Chicago for?

The length of time you can book a holiday home in South Chicago is up to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With many amenities like washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover somewhere perfect to call your home away from home in South Chicago.

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