Are there any 5-star holiday rentals in South Shore?

You won't find any 5-star holiday rentals in South Shore on our site, but there are a range of other top-rated options worth looking into. Browse our holiday rentals in South Shore to book the perfect place for your getaway.

5 Stars Hotels in South Shore: Special Rates & Discounts

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Our top choices for South Shore 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Downtown Chicago

Teresa

HK$5,735 total

includes taxes & fees

4 Oct - 5 Oct

A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Jorge

HK$4,861 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

3. The Langham, Chicago

Downtown Chicago

Saramae

HK$6,295 total

includes taxes & fees

4 Oct - 5 Oct

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

4. The Peninsula Chicago

Downtown Chicago

Angela

HK$6,296 total

includes taxes & fees

4 Oct - 5 Oct

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

HK$6,738 total

includes taxes & fees

1 Oct - 2 Oct

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

6. Nobu Hotel Chicago

Downtown Chicago

Abhay

HK$4,469 total

includes taxes & fees

4 Oct - 5 Oct

A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

7. The Ritz-Carlton, Chicago

Downtown Chicago

Fred

HK$6,155 total

includes taxes & fees

23 Oct - 24 Oct

A couple dining at a table with a view of a cityscape and a sunset.

8. Park Hyatt Chicago

Downtown Chicago

Catherine

HK$6,295 total

includes taxes & fees

18 Oct - 19 Oct

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in South Shore.

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

HK$1,616

HK$1,921 total

27 Sept - 28 Sept

includes taxes & fees

8/10 Very good! (2,305 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in South Shore?

There are a range of pricing options for 5-star hotels in South Shore on Expedia. The amount you pay will depend on when you travel, length of stay and other factors. Compare all of the available accommodation for your desired dates and use our pricing and other filters to discover the ideal high-end stay.

Search for the lowest price per night from HK$1,921

What makes a hotel 5 stars in South Shore?

In South Shore, a hotel is required to offer a specific amount of high-end conveniences to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You'll enjoy things like nightly turn-down services, in-room massages and concierge services. Some may also offer additional touches like welcome gifts.

Are there any 5-star all-inclusive resorts in South Shore?

Use our filter tool to find a luxurious retreat in South Shore where most of what you need is included in the price. Next, refine your results for resorts that have 5 stars and are described as "All inclusive." The main thing on the schedule at these stays? Pure enjoyment and indulgence.

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