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

Search Apartment Rentals in Crestwood

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Crestwood apartments

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.2 out of 10, Wonderful, (9 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is CA $222
CA $295 total
includes taxes & fees
Jul 5 - Jul 6
LIVN West Loop Chicago Queen Superior Studio

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is CA $376
CA $866 total
includes taxes & fees
Jul 6 - Jul 7
River North Rooftop With In and Out Parking 3

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is CA $270
CA $361 total
includes taxes & fees
Jul 5 - Jul 6
LIVN Millennium Park Downtown Chicago 2BR

Downtown Chicago Stay with Free In & Out Parking 5

Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"This VRBO was perfect for our family as we visited our college student in downtown Chicago. Plenty of space, sparkling clean, comfy beds. Only two things that I think could be improved/better communicated: only one key card is provided, and the beds are full size not queen (but they were SUPER comfortable!!!)"
United States
Gina C.
The price is CA $962
CA $1,691 total
includes taxes & fees
Jul 29 - Jul 30
Downtown Chicago Stay with Free In & Out Parking 5

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 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 $606
CA $1,356 total
includes taxes & fees
Jul 23 - Jul 24
Modern West Loop Gem-City Views & Prime Location 3

South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
The price is CA $410
CA $913 total
includes taxes & fees
Jul 21 - Jul 22
South Loop Rooftop With In and Out Parking 2

2MI to Obama Center - Pet-Friendly near UOC!

2MI to Obama Center - Pet-Friendly near UOC!
Woodlawn
10.0 out of 10, Exceptional, (2 reviews)
"Great host very accommodating."
United States
Kali P.
The price is CA $126
CA $482 total
includes taxes & fees
Jul 3 - Jul 4
2MI to Obama Center - Pet-Friendly near UOC!

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is CA $224
CA $302 total
includes taxes & fees
Jul 6 - Jul 7
LIVN Millennium Park Downtown Chicago Studio

River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
The price is CA $363
CA $763 total
includes taxes & fees
Jul 9 - Jul 10
River North Private Balcony With In and Out Parking

LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is CA $237
CA $319 total
includes taxes & fees
Jul 6 - Jul 7
LIVN Millennium Park Downtown Chicago Prem Studio

Full Bed | Non Smoking

Full Bed | Non Smoking
Markham
10.0 out of 10, Exceptional, (211 reviews)
"Room offered everything necessary for my overnight stop,clean linens, shower with hot water, simple setup overall. Not fancy but did what it needed to do well."
United States
Anonymous traveller
Full Bed | Non Smoking

LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $221
CA $299 total
includes taxes & fees
Jul 6 - Jul 7
LIVN West Loop Chicago Classic Queen Studio

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is CA $229
CA $420 total
includes taxes & fees
Jul 5 - Jul 6
The Oak Park Loft

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 CA $222
CA $295 total
includes taxes & fees
Jul 5 - Jul 6
LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
The price is CA $225
CA $301 total
includes taxes & fees
Jul 5 - Jul 6
LIVN Millennium Park Downtown Chicago 1 BR

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, (101 reviews)
"Everything was good!"
United States
Brio
The price is CA $213
CA $447 total
includes taxes & fees
Jul 6 - Jul 7
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"My group and I traveled to town this weekend for a music festival and had the opportunity to stay at this place and had a great time. Communication with the host was very prompt when we had any questions which I appreciate a lot. Also, the place was clean and spacious for our group and easy to come in and out. Would recommend this place to others looking for a place to stay in town."
United States
Marcos B.
The price is CA $120
CA $571 total
includes taxes & fees
Jul 6 - Jul 7
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is CA $253
CA $337 total
includes taxes & fees
Jul 5 - Jul 6
LIVN West Loop Chicago King Studio

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is CA $163
CA $180 total
includes taxes & fees
Aug 2 - Aug 3
2 Full Beds | Non-Smoking, Kitchen

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, (9 reviews)
"Lakeia was very accommodating throughout our stay."
United States
Timothy K.
The price is CA $182
CA $397 total
includes taxes & fees
Jul 28 - Jul 29
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Crestwood Hotel Reviews

Find out more about Crestwood

Crestwood Apartments information

Number of reviews
385
Accommodation
937 Apartments
Lowest Price
CA $180
Highest Price
CA $1,691

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 5535 lodging choices including 1736 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. 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. McCormick 2BR with Skyline View Near Soldier Field & Museum Campus: Located in Chicago, 14.9 mi/24 km away. Includes free WiFi, private patios, and Smart TVs. A fitness center and onsite laundry facilities are on site. LIVN West Loop Chicago Queen Superior Studio: It's situated in Chicago, 16 mi/25.8 km from Crestwood.
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.

Explore a world of travel with Expedia