Are there any 5-star vacation rentals in Crestwood?

Our site doesn't offer any 5-star vacation rentals in Crestwood. However, you will still find a few top-rated options where the only thing on your agenda will be to relax and have fun. View what's available by searching through our vacation rentals in Crestwood .

5 Stars Hotels in Crestwood: Compare Hotel Prices & Find the Cheapest Crestwood, Chicago 5 Stars Hotels

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Our top choices for Crestwood 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

ryan

NT$19,127 total

includes taxes & fees

Dec 6 - Dec 7

A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Matthew

NT$18,004 total

includes taxes & fees

Nov 15 - Nov 16

A rooftop bar with seating and a view of the city skyline at night.

3. The Peninsula Chicago

Downtown Chicago

Vincent Haley

NT$23,420 total

includes taxes & fees

Dec 6 - Dec 7

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

4. The Langham, Chicago

Downtown Chicago

Courtney

NT$20,376 total

includes taxes & fees

Dec 6 - Dec 7

A hotel entrance with a fountain, a car, and a person standing by the entrance.

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

NT$17,419 total

includes taxes & fees

Dec 6 - Dec 7

A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

NT$15,370 total

includes taxes & fees

Dec 6 - Dec 7

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

7. Nobu Hotel Chicago

Downtown Chicago

Abhay

NT$14,769 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Downtown Chicago

Marissa

NT$17,087 total

includes taxes & fees

Nov 25 - Nov 26

A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

9. The St. Regis Chicago

Downtown Chicago

Alise

NT$20,988 total

includes taxes & fees

Nov 22 - Nov 23

A rooftop dining area with checkered tablecloths, red and blue plates, and a city skyline in the background.

10. Art Villa

West Town

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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 Crestwood.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL

NT$3,907

NT$4,645 total

Dec 3 - Dec 4

includes taxes & fees

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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.

Learn more about Crestwood

Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

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Frequently asked questions

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

The amount you pay for a 5-star hotel in Crestwood depends on factors like when you want to go and the length of your trip. An insider tip for landing the best deal? Use our pricing filters to compare the available hotels for your selected dates.

Search for the lowest price per night from NT$4,489

What makes a hotel 5 stars in Crestwood?

In Crestwood, a hotel must provide a specific amount of top-notch amenities to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may also offer additional touches like welcome gifts.

Are there any 5-star all-inclusive resorts in Crestwood?

Find an upscale retreat that includes your lodging, meals, drinks and entertainment in Crestwood with the help of our filter tool. Search for hotels rated 5 stars and select the "All inclusive" filter. Be sure to check what's included in the price. That way, you're ready to take advantage of the many perks on offer when you get there.

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