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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Crestwood apartments

Private kitchen

1. Soothing 1 bedroom apartment with AC in charming Oak Lawn,

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
6.6 out of 10, (7 reviews)
The price is AED 496
AED 609 total
includes taxes & fees
10 Aug - 11 Aug
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Smart TV, fireplace, video games, DVD player

2. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (11 reviews)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
The price is AED 397
AED 923 total
includes taxes & fees
17 Aug - 18 Aug
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Interior

3. Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
7.0 out of 10, Good, (9 reviews)
"Appreciate the hospitality and the space !"
United States
Kaydon D.
The price is AED 542
AED 1,268 total
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
TV

4. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is AED 415
AED 1,162 total
includes taxes & fees
24 Aug - 25 Aug
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
1 bedroom, iron/ironing board, travel crib, WiFi

5. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is AED 643
AED 863 total
includes taxes & fees
9 Aug - 10 Aug
LIVN West Loop Chicago Queen Superior Studio
Game room

6. W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (11 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is AED 353
AED 1,079 total
includes taxes & fees
24 Aug - 25 Aug
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
TV, offices

7. Modern West Loop Gem-City Views & Prime Location 2

Modern West Loop Gem-City Views & Prime Location 2
Downtown Chicago
9.6 out of 10, Exceptional, (11 reviews)
"Excellent location, very clean & comfortable. West Loop is an awesome area to stay in Chicago. Seamless check in process."
United States
Dean R.
The price is AED 1,039
AED 2,738 total
includes taxes & fees
9 Aug - 10 Aug
Modern West Loop Gem-City Views & Prime Location 2
Coffee/tea maker, fridge, microwave, oven

8. Luxurious, Cozy Beauty 10 min from Downtown Chicago

Luxurious, Cozy Beauty 10 min from Downtown Chicago
Lawndale
7.6 out of 10, Good, (11 reviews)
"Close to public transport, clean, helpful host"
United States
Aaron W.
The price is AED 321
AED 839 total
includes taxes & fees
11 Aug - 12 Aug
Luxurious, Cozy Beauty 10 min from Downtown Chicago
TV, offices

9. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
The price is AED 676
AED 911 total
includes taxes & fees
9 Aug - 10 Aug
LIVN Millennium Park Downtown Chicago Superior 1BR
Smart TV, books

10. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (5 reviews)
"Definitely would rent again "
United States
Brittney J.
The price is AED 698
AED 1,632 total
includes taxes & fees
1 Sep - 2 Sep
Stylish 2BR Near Hyde Park, UChicago & Lake
Interior

11. Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train

Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train
Lawndale
The price is AED 345
AED 1,062 total
includes taxes & fees
17 Aug - 18 Aug
Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train
3 bedrooms, iron/ironing board, WiFi, bed sheets

12. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
The price is AED 966
AED 2,109 total
includes taxes & fees
11 Aug - 12 Aug
Plymouth Collection: 3BD 2BA High Floor with Gym
Interior

13. River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.0 out of 10, Wonderful, (9 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is AED 973
AED 2,239 total
includes taxes & fees
19 Aug - 20 Aug
River North Rooftop With In and Out Parking 3
Interior

14. King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (10 reviews)
"Great stay. Nice place. Easy access. Clean. "
United States
Juan S.
The price is AED 460
AED 964 total
includes taxes & fees
18 Aug - 19 Aug
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Coffee/tea maker, fridge, microwave, oven

15. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is AED 469
AED 1,189 total
includes taxes & fees
18 Aug - 19 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!
TV, offices

16. Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Westmont
8.4 out of 10, Very Good, (5 reviews)
"Great experience and great location very grateful for the stay, would highly recommend."
United States
DeMarco L.
The price is AED 364
AED 1,241 total
includes taxes & fees
17 Aug - 18 Aug
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Interior

17. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (107 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is AED 575
AED 1,163 total
includes taxes & fees
19 Aug - 20 Aug
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Coffee/tea maker, fridge, microwave, oven

18. Stylish friendly 3BR Suite near McCormick

Stylish friendly 3BR Suite near McCormick
Near South Side
The price is AED 422
AED 1,719 total
includes taxes & fees
11 Aug - 12 Aug
Stylish friendly 3BR Suite near McCormick
Interior

19. Downtown Chicago Stay with Free In & Out Parking 6

Downtown Chicago Stay with Free In & Out Parking 6
Downtown Chicago
The price is AED 808
AED 2,004 total
includes taxes & fees
10 Aug - 11 Aug
Downtown Chicago Stay with Free In & Out Parking 6
Coffee/tea maker, fridge, microwave, oven

20. Large Private Studio Apartment

Large Private Studio Apartment
Lockport
The price is AED 460
AED 945 total
includes taxes & fees
16 Aug - 17 Aug
Large Private Studio Apartment
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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Top Crestwood Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Was fine for a two night stay. Probably wouldn’t have booked if I had known the bathroom door was see through though. Not everyone is staying alone or sharing a room with someone they are comfortable with seeing almost everything through the door. So would not book again."
Emma 2-night trip
Posted 2 hours ago
Club Quarters Hotel, Central Loop, Chicago

Frequently asked questions

What's it like to stay at an apartment in Crestwood?
There are plenty of places to stay with in the larger Chicago area, with 5374 lodging choices including 1657 apartments. You might want to visit the area's shops and enjoy its restaurants. Make time to visit the region's favorite sights like Soldier Field.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families who want the conveniences of home.
What's a favorite apartment for my stay in Crestwood?
Below are some of the more popular apartments in the area to choose from: LIVN West Loop Chicago Queen Superior Studio: Situated in Chicago, 16 mi/25.8 km from the heart of Crestwood. 23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown: Located 14.5 mi/23.3 km away in Chicago. Free WiFi, private patios, and separate dining areas are included. Access to onsite laundry facilities is available on site. Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area: Located in Chicago, 17.6 mi/28.3 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Wicker Park by Downtown and the Salt Shed Last Minute Special 119.00 July 28-30: 16.9 mi/27.2 km away in Chicago. Free WiFi and Smart TVs are included.
What can I expect from the weather during my trip to Crestwood?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Crestwood. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Crestwood is 47 inches.
What should I see in Crestwood?
Crestwood is known for its restaurants and shops. Explore the area and cultural attractions such as Moraine Valley Community College Fine and Performing Arts Center, or visit a family-friendly sight such as Hollywood Park. In the larger area, you'll find Soldier Field and Trinity Christian College.
What's the best way to get to and around Crestwood?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 8.8 mi (14.2 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 23.2 mi (37.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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