Photo by Jihad F. Saleh

South Shore holiday rentals

We found 51 holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in South Shore that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as a garden and pool. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - South Shore

Showing deals for:7 Nov - 14 Nov

Image gallery for BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!

living room with smart tv in celing dimmer lights and fireplace
9.4 out of 10 rating
Exceptional
(13 reviews)

BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!

Chicago, IL

18% off
Price is AU$4,105
AU$586 per night
includes taxes & fees
BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!

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 Shore?
The most in-demand types of holiday homes in South Shore are apartments. Ready for more choices? Stayz has numerous options to match our guests' unique requirements, so you'll see holiday properties in all sizes, and for all budgets. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a holiday home in South Shore?
Property type, season and length of stay are some of the conditions that can influence the price of a holiday home. Simply enter your travel dates to find your ideal escape. From homey country cottages to expansive luxury villas, all Stayz holiday homes offer terrific value.
How much does it cost to rent a beach house in South Shore?
When you travel and the size and style of the property will determine the cost of your beachside stay. Enter your South Shore travel dates to view your options on Stayz. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the amenities and features you want in your beach house.
Are there pet-friendly holiday homes in South Shore?
Happily, yes. Take your pick of six holiday homes that welcome pets in South Shore on Stayz. Our furry best friends also need a break, so simply use our search function for pet-friendly holiday homes to find a pad where Fido can share in the good times.
What are popular home amenities in South Shore?
A nearby river, a lake view and a firepit head the list of most popular home amenities in South Shore. Whether you're taking to the road on your own, with your other half or a group of friends, Stayz will help you find a holiday home that matches your tastes with all the extras you're looking for.
Are there large group holiday homes in South Shore?
Yes, you'll find two holiday properties in South Shore that can accommodate five or more guests. From family trips to events like a friend's birthday, these stays have ample space to gather with the people that matter the most.
Are there holiday homes in South Shore that welcome kids?
With six family-friendly holiday properties available in South Shore, now is a great time to introduce your children to the joys of travel. Just check our "Properties good for families" filter box to browse stays that come with amenities ideal for holidaying families, like living rooms, patios, bunk beds and hot tubs.
What are the top attractions for families in South Shore?
Keeping the kiddos entertained during your South Shore holiday is a cinch with these exciting family-friendly attractions:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Can I find two-bedroom holiday homes in South Shore?
South Shore has two two-bedroom holiday homes for you to pick from. Enjoy a holiday home with all the space and comfort you're looking for at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in South Shore?
South Shore has five holiday homes with WiFi, so you'll be able to stay connected while you're travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to sending emails, these Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in South Shore?
South Shore has six holiday homes where you can relax in air-conditioned comfort. To find a stay on Stayz that provides this amenity, choose your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in South Shore?
You'll have to check with the South Shore holiday home you're looking at on Stayz as the age limit differs. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in South Shore for?
It's really down to the South Shore property. To look over a list of options offering extended stays, simply type your dates and guest number into Stayz. Look forward to having the property to yourself, as well as amenities such as a full kitchen, air conditioning and an outdoor space where the kids can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.

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