Crestwood Holiday Rentals, Chicago: Private House Rentals

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Our top choices for Crestwood hotels

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1. Holiday Inn Express Crestwood by IHG

Crestwood

Passion

Rp1.938.603 total

includes taxes & fees

5 Aug - 6 Aug

2. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Diana

Rp4.155.757 total

includes taxes & fees

9 Aug - 10 Aug

3. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Kimberly

Rp4.335.310 total

includes taxes & fees

9 Aug - 10 Aug

4. Hotel Riu Plaza Chicago

Downtown Chicago

Deanne

Rp5.113.370 total

includes taxes & fees

23 Aug - 24 Aug

5. Warwick Allerton - Chicago

Downtown Chicago

Everett

Rp4.418.021 total

includes taxes & fees

25 Aug - 26 Aug

6. Freehand Chicago

Downtown Chicago

james

Rp2.910.769 total

includes taxes & fees

24 Aug - 25 Aug

7. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Donna

Rp4.003.837 total

includes taxes & fees

9 Aug - 10 Aug

8. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Sally

Rp3.939.604 total

includes taxes & fees

18 Aug - 19 Aug

9. River Hotel

Downtown Chicago

yenedit

Rp4.454.886 total

includes taxes & fees

23 Aug - 24 Aug

Outdoor pool, pool cabanas (surcharge), pool umbrellas

10. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Macy

Rp4.312.371 total

includes taxes & fees

16 Aug - 17 Aug

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, stovetop

11. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

jayne

Rp4.005.202 total

includes taxes & fees

19 Aug - 20 Aug

Breakfast, lunch, dinner and brunch served

12. The Royal Sonesta Chicago River North

Downtown Chicago

Rp5.008.604 total

includes taxes & fees

9 Aug - 10 Aug

13. Hyatt Place Chicago/River North

Downtown Chicago

Michelle

Rp3.630.557 total

includes taxes & fees

9 Aug - 10 Aug

14. Millennium Hotel Knickerbocker Chicago

Downtown Chicago

Yu

Rp4.057.717 total

includes taxes & fees

26 Aug - 27 Aug

15. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Downtown Chicago

Aleace

Rp4.254.157 total

includes taxes & fees

19 Aug - 20 Aug

16. Hilton Garden Inn Chicago Downtown Riverwalk

Downtown Chicago

Daniel

Rp4.558.381 total

includes taxes & fees

16 Aug - 17 Aug

Premium bedding, in-room safe, desk, blackout curtains

17. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Zachary

Rp4.603.344 total

includes taxes & fees

20 Aug - 21 Aug

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Mohana Sandeep

Rp4.459.606 total

includes taxes & fees

10 Aug - 11 Aug

19. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

Nada

Rp3.612.402 total

includes taxes & fees

9 Aug - 10 Aug

20. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jennifer

Rp3.959.304 total

includes taxes & fees

16 Aug - 17 Aug

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Stay near popular Crestwood attractions

Hollywood Park

This family entertainment centre offers go-karts, mini-golf, bumper cars, and a multi-floor arcade all in one vibrant location. Enjoy chef-crafted meals between activities for a complete day of fun.

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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.

See all hotels in Crestwood

A serene lake with reflections of trees and a cloudy sky.

Top Crestwood Hotel Reviews

River Hotel

10/10 Excellent

"Front desk staff was amazingly helpful."

Congress Plaza Hotel

8/10 Good

"Staff was helpful especially because I kept locking myself out of my room. It's a bit older hotel so it was a little unclear how to turn off or lower the air because I kept looking for a digital thermostat, buts it's a knob hidden under a little door on the air itself. Bed was comfortable. The room itself has been mostly modernized, but the bath tub was kinda old and had some suspicious brown stains and a bandage shaped thing by the drain that looked painted over. I could not removed either of these with a wet towel. Took a little while for the water to get hot, but when it did, it was hot. There was a lot of street noise from noisy loud motors, sirens, and loud music. My room was connected to another room unfortunately, so I could hear my neighbors's music/TV and every time their FB messenger went off. Wifi didn't really work. Nice location though. Close to public transport and walking distance to the parks and other things I went to."

Warwick Allerton - Chicago

8/10 Good

"We had a great stay for one night. The location is excellent, right on the main shopping street and within easy walking distance of lots of shops and attractions. The hotel offers reasonably priced luggage storage, which was really convenient, and we were able to check in early for an additional fee, which was worth it after travelling. There’s also a good café in the hotel, perfect for grabbing breakfast or a coffee. The room was a little small and slightly dated, but it was clean, comfortable, and perfectly adequate for what we needed for a one-night stay. Overall, we’d definitely stay here again for the location and convenience."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Nice pool and fitness center. The room was basic two double beds but outlets only available between the beds. This does not work well when two people want to charge their phones. Luggage can be checked for the day after checkout at the bell desk, but the process was inefficient and slow. Only 4 elevators for 26 floors. Parking across the street at Nordstrom's (enter on Rush) was convenient, booked through Spothero, and saved $40 over valet parking. All in all, you are paying for the location."

More cheap stays in Crestwood

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

Rp1.056.075

Rp1.182.593 total

27 Aug - 28 Aug

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Crestwood?

The Chicago Hotel Collection Ambassador Gold Coast, located 18.1 mi (29.1 km) from the heart of Crestwood, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are The Wade and Omni Chicago Hotel. See all available top hotels, or vacation rentals in Crestwood.

If I need to cancel my hotel reservation in Crestwood, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Crestwood.

What is the top LGBTQ-friendly accommodation in Crestwood?

Holiday Inn Express Crestwood by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Crestwood.

What's it like to stay in Crestwood?

Visitors to Crestwood will definitely enjoy the restaurants and shopping. Tourists can also enjoy so much more including its entertainment choices. A top sight in the area is Soldier Field. In Crestwood, there are 2 hotels and other accommodation options to choose from. Find out more about Crestwood.

What are the top places to visit in Crestwood?

A favourite place to visit is Hollywood Park. Additionally, you'll find Soldier Field in the area. Take a look at what more there is to see and do in Expedia's Crestwood guide.

What's the weather like in Crestwood?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Crestwood is 1187 mm.

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Our top choices for Crestwood hotels

1. Holiday Inn Express Crestwood by IHG

2. La Quinta Inn & Suites by Wyndham Chicago Downtown

3. Hyatt Place Chicago/Downtown - The Loop

4. Hotel Riu Plaza Chicago

5. Warwick Allerton - Chicago

6. Freehand Chicago

7. Aloft by Marriott Chicago Mag Mile

8. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

9. River Hotel

10. DoubleTree by Hilton Chicago - Magnificent Mile

11. Homewood Suites by Hilton Chicago Downtown South Loop

12. The Royal Sonesta Chicago River North

13. Hyatt Place Chicago/River North

14. Millennium Hotel Knickerbocker Chicago

15. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

16. Hilton Garden Inn Chicago Downtown Riverwalk

17. Courtyard by Marriott Chicago Magnificent Mile

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

19. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

20. Hilton Chicago/Magnificent Mile Suites

Stay near popular Crestwood attractions

Hollywood Park

Learn more about Crestwood

Top Crestwood Hotel Reviews

River Hotel

More cheap stays in Crestwood

Red Roof Inn PLUS+ Chicago - Willowbrook

Frequently asked questions

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