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

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (153)
"My family and I stayed with our dog for a few days to see some old friends before going to visit family for Christmas. The space was exactly how it was described and pictured. The setup was easy, attractive, comfy, and extremely well appointed. It was great to have parking and a comfortable place to visit with everyone. The location is very convenient to markets, restaurants, and shopping. The shower is amazing. Kitchen is top notch. We will definitely stay here again!"
NEW LUXURY CONDO WITH PATIO DECK

Hidden East Village Gem

9.6 out of 10, Exceptional, (32)
"The inside space was very good. The outside construction noise was almost unbearably. The neighbor upstairs was very loud. "
Hidden East Village Gem

3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

9.6 out of 10, Exceptional, (22)
"Pics didn’t really line up with the place, but that’s okay. Area was pretty safe, easy to drive around. Hard to get ahold of owners at times, but besides that, it was a good time."
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (62)
"The apartment was as promised, home like with basic pantry supplies. Close to downtown and walkable to Second City."
Classic Lincoln Park 2 bedroom condo- parking included

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (9)
"This spacious condo was perfect for our family of 7. Having a parking spot was a huge help and the location was incredibly convenient for use of public transport throughout our stay. We'd definitely stay there again!"
Gorgeous 3BR River North Condo - Free Parking

Logan Square Oasis Sleeping 8

9.4 out of 10, Exceptional, (15)
"We needed a place to stay close to Loyola for our son’s graduation. We loved the space and especially the kitchen. We visited a cute coffee shop around the corner, great coffee! There was a little bit of a bad sewage smell in and around the place."
Logan Square Oasis Sleeping 8

Modern Condo-Obama & University of Chicago Area

9.4 out of 10, Exceptional, (3)
"We had a great stay! The location was fantastic, making it easy to explore the area, and the property was nice and comfortable. The owner was incredibly responsive and helpful throughout our visit. Check-in and check-out were seamless, which made the whole process hassle-free. Overall, it was a convenient and pleasant experience."
Modern Condo-Obama & University of Chicago Area

Chic 2-bedroom Condo near McCormick Pl with Parking Spot

Chic 2-bedroom Condo near McCormick Pl with Parking Spot

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (1)
"I was very pleased wirh my stay. The unit we stayed in was spacious, clean and had very modern amenities. They host was outstanding! Very prompt in returning any messages. Definitely recommend this property. "
1-bedroom condo next to Chicago Midway International Airport

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (13)
"Everything was as advertised. Neighbors with dogs barking in the night and car honking/other outside elements can be disruptive if you're a light sleeper. Very quick and fast communication with host even at 2am. Would recommend."
Experience Chicago living near United Center

Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover

9.6 out of 10, Exceptional, (18)
"My daughter and I had a girls weekend in Chicago and loved the location and neighborhood. The property was updated and clean yet maintained the flavor of city living."
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover

The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown

9.8 out of 10, Exceptional, (26)
"Great location and nice accommodations. I would recommend but one thing to be aware of are the wooden floors, which is charming, but are squeaky."
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown

Downtown Park VIEWS Mich Ave, Museums 2bd/2ba

9.8 out of 10, Exceptional, (31)
"Location is everything and this apartment doesn't disappoint. From the awesome view of Navy Pier fireworks to the easy local transit, and unlimited food and entertainment options. You really don't have to go far to enjoy this wonderful city. The apartment is really comfortable and cozy and has everything you need. The hosts were awesome and always available. I will definitely be back. :) "
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba

The Exclusive- 7 Bed, 6 Bath Retreat

9.6 out of 10, Exceptional, (15)
"This property was perfect for our group. Each bedroom was paired with a bathroom and both kitchens and living room spaces were clean and comfortable. Located across the street for the train, it was easy to get around town"
The Exclusive- 7 Bed, 6 Bath Retreat

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

9.4 out of 10, Exceptional, (8)
"Beautiful property in an amazing neighborhood. So many great places in walking distance. It was a little difficult to regulate the temp of the house. The lower level was pretty cold compared to the rest of the house. "
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover

Luxuriant, Foodie, Culture,

9.6 out of 10, Exceptional, (10)
"Great property! Great kitchen for making our Thanksgiving feast. Loved the quiet area and ease of getting to places. Tall windows in the living room let in a lot of light - could use some sort of light filtering shades. Additionally - beds had only a sheet and a thin blanket. Glad that we brought an extra blanket with. "
Luxuriant, Foodie, Culture,

4BD Condo w/Parking & Game Room

9.6 out of 10, Exceptional, (4)
"Overall was an okay property. The dishes in the kitchen had bits of old food crusted to them from the previous guests, which was gross. We had to wash everything before we could use it. The master bath had several lightbulbs out and the sinks smelled like sewage when we used them. The downstairs bathroom had exposed pipes that were corroded. The beds were comfortable. The proximity to the red line was excellent but the L was right behind the building and kept some members of our group up at...
4BD Condo w/Parking & Game Room

The Chic Urban Oasis Near the Lake!

10.0 out of 10, Exceptional, (1)
"Loved the place - stayed for the Air Show and we were close enough to get everywhere quickly!"
The Chic Urban Oasis Near the Lake!

1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

9.6 out of 10, Exceptional, (11)
"Very easy walk to McCormick center for a conference and easy train to downtown for dinners and site seeing. Very clean and comfortable. Highly recommended. "
1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

DOWNTOWN PENTHOUSE #1 Vintage 2BD/1BA Grank Park, Museums

9.0 out of 10, Wonderful, (22)
"We had a good stay. Only issue was that the air didn't work too well in either bedroom. It got hot at night."
DOWNTOWN PENTHOUSE #1 Vintage 2BD/1BA Grank Park, Museums
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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Other property types in Crestwood

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (661)
"Everything was amazing I forgot the two ladies that helped if I’m not mistaken one was Sandra they were great "
The price is SAR 411
SAR 593 total
includes taxes & fees
26 Jan - 27 Jan
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (418)
"Great place to spend a few days. "
The price is SAR 412
SAR 484 total
includes taxes & fees
28 Jan - 29 Jan
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (242)
"New. Modern. Cozy.Clean & quiet place. Will book it again!"
The price is SAR 237
SAR 278 total
includes taxes & fees
17 Feb - 18 Feb
Sonder Market Hall
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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