43+ Private Villas and Holiday Rentals in South Shore |
  1. USA
  2. Illinois
  3. Chicago
  4. South Shore

South Shore Holiday Rentals

About Casai's Private Villas and Holiday Rentals in South Shore

Discover more than 43 vacation rentals available in South Shore. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in South Shore.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Shore, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near South Shore. On average, places to stay near South Shore offer 897.12 ft², with nightly prices averaging ZA R4,879.

With Casai, finding and comparing holiday rentals in South Shore is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in South Shore

Type Count
Vacation Homes 18
Holiday Apartments 16
Villas 1

Use these Quick Filters to Find a Holiday Rental in South Shore

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in South Shore.

Weather in South Shore, IL

View the weather forecast for South Shore before booking your South Shore Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in South Shore, IL


South Shore Golf Course 413 Properties
Jackson Park Hospital 397 Properties
Arthur Ashe Beach 273 Properties
Rainbow Beach 129 Properties

Frequently Asked Questions About South Shore?

What are the top holiday rentals in South Shore?

With numerous options available in South Shore, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Shore:

Which holiday homes in South Shore are best for families?

If you're searching for a family-friendly holiday home in South Shore, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Shore:

How many Casai.co.za holiday rentals are available in South Shore?

As of 2025, Casai boasts over 43 properties listed in the South Shore area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Shore.

Nearby Neighborhood (1) 
Neighborhood Property Count
Jackson Park Highlands Vacation Rentals in Chicago, Illinois 460

People Also Ask

There are 43 South Shore, IL Holiday Rentals

Recently Booked Holiday Rentals in South Shore