Search Condo Rentals in Crestwood

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 209 Condo Rentals in Crestwood with updated reviews, rates, and availability.

Chic Suite/Mins to L Train /Laundry/Free Parking
Miscellaneous

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay and we also liked the location! "
The price is AED 356
AED 764 total
includes taxes & fees
24 Jun - 25 Jun
Chic Suite/Mins to L Train /Laundry/Free Parking
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (162)
"We love this well stocked condo. The location, off street parking and amenities make it a great home away from home for us. "
NEW LUXURY CONDO WITH PATIO DECK
Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Interior

Historic Gold Coast Condo - Half Block From Beach & Major Attractions

Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Entire 2 bedroom with Office & Deck!
Property grounds

Entire 2 bedroom with Office & Deck!

9.2 out of 10, Wonderful, (11)
"Good stay"
Entire 2 bedroom with Office & Deck!
Elizabeth by Coast to Cactus | Chic Artists Loft
Dining

Elizabeth by Coast to Cactus | Chic Artists Loft

9.4 out of 10, Exceptional, (17)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Smart TV

Penthouse Condo in Chicago featuring Zero Gravity Massage Chair

10.0 out of 10, Exceptional, (19)
"Perfect for what we needed"
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Modern Condo steps away from United Center w/ Free Parking
Interior

Modern Condo steps away from United Center w/ Free Parking

10.0 out of 10, Exceptional, (6)
"We stayed here the weekend The Eagles were at United Center. It's an easy walk to get to United Center."
Modern Condo steps away from United Center w/ Free Parking
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (181)
"My friends and I have driven down to Chicago every year now for around 4 years and we've stayed at different places each time. This place was the best one we've stayed at yet! Highly stocked and well-organized kitchen as well. Would highly recommend."
NEW LUXURY PENTHOUSE CONDO
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
Fridge, microwave, oven, stovetop

Spacious 3-bedroom, 2-bath condo, free parking/Oak Park

9.0 out of 10, Wonderful, (28)
"Stayed here for my niece's bah mitzvah. There were 6 of us and it was the perfect size."
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
Chicago Condo: Near Lincoln Park & DePaul!
Fridge, microwave, stovetop, coffee/tea maker

Chicago Condo: Near Lincoln Park & DePaul!

9.6 out of 10, Exceptional, (10)
"You can't beat the location, the street is lovely and quiet and close to public transit, Lincoln Park, shopping, etc. The condo is small but well appointed and clean. (There wasn't soap/shampoos so pack accordingly : )). Overall a lovely place in a great location. "
Chicago Condo: Near Lincoln Park & DePaul!
Gorgeous N. Kenwood/Hyde Park
Fridge, microwave, oven, stovetop

Gorgeous N. Kenwood/Hyde Park

2.0 star property
10.0 out of 10, Exceptional, (3)
"Unit was very nice and spacious. Communication with owner throughout my stay was excellent. I will definitely consider this unit again my next trip to Chicago."
Gorgeous N. Kenwood/Hyde Park
Experience Chicago living near United Center -
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center -

9.2 out of 10, Wonderful, (24)
"overall place is good, the only bad thing is the location!"
Experience Chicago living near United Center -
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Smart TV

MICH AVE #23 2bd/2ba Downtown, Museums w/ Views

9.6 out of 10, Exceptional, (22)
"We thoroughly enjoyed our stay here. The condo was clean, the beds were comfortable and everything we needed was available. The owners were very communicative, friendly and helpful. The view was amazing, especially at sunset. "
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
1-bedroom condo next to Chicago Midway International Airport
Fridge, microwave, oven, stovetop

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (3)
"We liked that the condo was very clean and felt like home."
1-bedroom condo next to Chicago Midway International Airport
Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants
Terrace/patio

Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants

Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants
Gorgeous 3BR River North Condo - Free Parking
Fridge, microwave, oven, stovetop

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (16)
"Great location. Central to everything. I will stay here again the next time I visit Chicago. "
Gorgeous 3BR River North Condo - Free Parking
Downtown Mich Ave #7| Park View Penthouse +gym
Smart TV

Downtown Mich Ave #7| Park View Penthouse +gym

10.0 out of 10, Exceptional, (5)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
Smart TV

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

9.6 out of 10, Exceptional, (25)
"Everything was good and it was in a great location. Renters were kind and frequently checked in. "
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba
Smart TV

Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba

9.8 out of 10, Exceptional, (36)
"Highly recommend! Great location. Beautiful view. Responsive owner. "
Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
TV, DVD player

Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover

9.4 out of 10, Exceptional, (9)
"Our stay was wonderful. We had everything that we needed and more! It was very spacious and clean. "
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
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
Sign in
Sign up, it's free

Frequently asked questions

Why book your condo in Crestwood with Expedia?
Booking a condo in Crestwood is as simple as deciding on your travel dates and selecting a place that suits your needs. After something luxurious or affordable, or a property that also comes with free WiFi? Use Expedia’s search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Crestwood?
The best way to find cheap condos in Crestwood is with Expedia’s easy-to-use filter tool. Refine your search results by star rating, amenities and budget to land awesome rates in a couple of clicks.