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

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Crestwood apartments

2 bedrooms, desk, iron/ironing board, WiFi

1. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is CA $126
CA $487 total
includes taxes & fees
Aug 18 - Aug 19
Spacious Apt | 4 Queen Beds | Free Parking
TV

2. 4BR Downtown Retreat | Free Street Parking

4BR Downtown Retreat | Free Street Parking
Armour Square
The price is CA $314
CA $826 total
includes taxes & fees
Aug 20 - Aug 21
4BR Downtown Retreat | Free Street Parking
TV

3. Near Brookfield Zoo - King Bed - Sleeps 6

Near Brookfield Zoo - King Bed - Sleeps 6
Westchester
The price is CA $201
CA $399 total
includes taxes & fees
Aug 19 - Aug 20
Near Brookfield Zoo - King Bed - Sleeps 6
TV, offices

4. The Boho House • Two Private Suites + Parking

The Boho House • Two Private Suites + Parking
West Town
The price is CA $411
CA $1,282 total
includes taxes & fees
Aug 31 - Sep 1
The Boho House • Two Private Suites + Parking
Coffee/tea maker, fridge, microwave, oven

5. The Zen Duplex: Two Private Suites for Groups

The Zen Duplex: Two Private Suites for Groups
West Town
The price is CA $498
CA $1,235 total
includes taxes & fees
Aug 19 - Aug 20
The Zen Duplex: Two Private Suites for Groups
Private kitchen

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

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
6.4 out of 10, (9 reviews)
The price is CA $187
CA $230 total
includes taxes & fees
Aug 17 - Aug 18
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Smart TV, fireplace, video games, DVD player

7. 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 CA $150
CA $350 total
includes taxes & fees
Aug 25 - Aug 26
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Interior

8. 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 CA $205
CA $477 total
includes taxes & fees
Aug 17 - Aug 18
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
1 bedroom, desk, iron/ironing board, WiFi

9. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
The price is CA $173
CA $291 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
1 bedroom, iron/ironing board, travel crib, WiFi

10. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (17 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is CA $255
CA $339 total
includes taxes & fees
Aug 17 - Aug 18
LIVN West Loop Chicago Queen Superior Studio
TV, offices

11. River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
The price is CA $240
CA $663 total
includes taxes & fees
Aug 19 - Aug 20
River North Rooftop With In and Out Parking 6
Dining

12. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (31 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is CA $95
CA $250 total
includes taxes & fees
Aug 17 - Aug 18
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
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 CA $243
CA $666 total
includes taxes & fees
Sep 8 - Sep 9
River North Rooftop With In and Out Parking 3
Interior

14. Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is CA $296
CA $906 total
includes taxes & fees
Aug 19 - Aug 20
Modern West Loop Gem-City Views & Prime Location 3
Dining

15. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.4 out of 10, Exceptional, (9 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is CA $246
CA $326 total
includes taxes & fees
Aug 17 - Aug 18
LIVN Millennium Park Downtown Chicago Studio
TV

16. 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 CA $115
CA $384 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Interior

17. South Loop Rooftop With In and Out Parking 3

South Loop Rooftop With In and Out Parking 3
Downtown Chicago
8.8 out of 10, Excellent, (5 reviews)
"Clean place. Family friendly. Location was great. A lot of restaurants close by. Great communication from the host."
United States
jaspreet
The price is CA $294
CA $738 total
includes taxes & fees
Aug 19 - Aug 20
South Loop Rooftop With In and Out Parking 3
Dining

18. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.0 out of 10, Wonderful, (18 reviews)
"It's a great place to stay, honestly, the hosts are nice and there to help you as well.The place is big, it has good A/C, and lots of space for different activities.Finally, there's lots of parking available in case you are using a car."
United States
Juan Pablo T.
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Smart TV, books

19. 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 CA $233
CA $572 total
includes taxes & fees
Sep 1 - Sep 2
Stylish 2BR Near Hyde Park, UChicago & Lake
Dining

20. Downtown Chicago Stay with Free In & Out Parking-2

Downtown Chicago Stay with Free In & Out Parking-2
Downtown Chicago
The price is CA $448
CA $985 total
includes taxes & fees
Aug 30 - Aug 31
Downtown Chicago Stay with Free In & Out Parking-2
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The hotel didn't provide bar soap."
ROBBIE 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Crestwood

Crestwood Apartments information

Number of reviews
117
Accommodation
937 Apartments
Lowest Price
CA $230
Highest Price
CA $1,282

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 5371 lodging choices including 1679 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: Bella Villa on Taylor Street Chicago's Little Italy 1 mile west the Loop & UIC: Located in Chicago, 15.1 mi/24.3 km from the heart of Crestwood. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. LIVN West Loop Chicago Queen Superior Studio: Located 16 mi/25.8 km away in Chicago. Wicker Park by Downtown and the Salt Shed Last Minute Deal 125.00 August 17-20: It's situated in Chicago, 16.9 mi/27.2 km away. Includes free WiFi and Smart TVs. Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area: Located 17.6 mi/28.3 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site.
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 Gaelic Park.
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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