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Compare 170 Condo Rentals in Crestwood with updated reviews, rates, and availability.

Chic Logan Square Gem
Outdoor dining
Chic Logan Square Gem
9.6 out of 10, Exceptional, (5)
"We came to Chicago for a family wedding and had a great stay! The host was super communicative and gracious. The home is gorgeous. The photos don't quite do it justice, high ceilings, beautifully furnished. Everything from the kitchen to the linens and pillows and mattresses was just lovely and comfortable. We were steps away from restaurants and shops in Logan Square and 4 mins walk to the Blue line. The host really goes out of the way to make your stay convenient, paper towels, TP, dish soap,...
Chic Logan Square Gem
Bronzeville Manor walking distance to hospitals
Room
Bronzeville Manor walking distance to hospitals
10.0 out of 10, Exceptional, (14)
"The host is very kind and helpful, and the place is roomy and luxurious (we got upgraded to the penthouse before our stay). The neighborhood is quiet and we had no trouble finding a parking spot for the car. If you ever need a place to stay in Chicago, this is the place! 10/10 experience!"
Bronzeville Manor walking distance to hospitals
Gold Coast/Downtown Hideaway
Fully stocked kitchen with dining area seating 6 and a 55" UHD Smart TV. Please note, spiral staircase leading to lower level may not be big enough for large individuals.
Gold Coast/Downtown Hideaway
2.0 star property
8.0 out of 10, Very Good, (3)
"Good location. Parking garage close. Spot hero app works great for parking. Grocery stores close. "
Gold Coast/Downtown Hideaway
NEW LUXURY CONDO WITH PATIO DECK
Room
NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (151)
"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "
NEW LUXURY CONDO WITH PATIO DECK
Parking included and longer stays encouraged in Lincoln Park
Exterior
Parking included and longer stays encouraged in Lincoln Park
9.8 out of 10, Exceptional, (58)
"We absolutely love the area where this condo is. So many thing to do within walking distance and short Ubers rides to all that we wanted to do. All the bars and restaurants in the area had such good food and everyone was so friendly!! Highly recommend. "
Parking included and longer stays encouraged in Lincoln Park
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
9.2 out of 10, Wonderful, (20)
"Excellent stay. Great location. All needs are there. Very responsive host. Highly recommend!"
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop
Welcome to our 2bd/2ba on the penthouse floor!
Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop
10.0 out of 10, Exceptional, (13)
"The location was terrific. Walkability for the Chicago Marathon was perfect."
Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop
3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Living Room with 2 sofa beds and a 55" smart internet enabled Roku TV
3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
9.6 out of 10, Exceptional, (25)
"Three senior sisters stayed at the condo. Plenty of room and a very clean unit. We were very close to a grocery (Whole Foods, museums and restaurants. Most places we visited (Shedd Aquarium, Field Museum, etc.) were only ten to fifteen minutes away by car or Lyft. Our parking spot was right in front of the building. Chinatown restaurants were a short walk away. One of the sisters considered the elevated trains nearby too noisy and had trouble sleeping. The other two were not bothered by the...
3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
Welcome to our newly renovated 2bd/2ba apt on Mich Ave w/ Lake Michigan views!
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
9.6 out of 10, Exceptional, (30)
"I’m originally from Chicago. I knew the area was nice, but we were genuinely blown away how beautiful the view is from this property. We found ourselves standing in front of the windows, looking outwards for long periods of time. Highly recommend."
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
Newly Renovated Studio In the Heart of Pilsen by AllSet Turnover
Newly updated kitchen for all of your culinary creations!
Newly Renovated Studio In the Heart of Pilsen by AllSet Turnover
6.8 out of 10, (3)
"Had a enjoyable stay with no issues "
Newly Renovated Studio In the Heart of Pilsen by AllSet Turnover
Spacious Wicker Park Hideaway with Parking!
Living Area with 55" UHD Smart TV
Spacious Wicker Park Hideaway with Parking!
8.6 out of 10, Excellent, (4)
"Great place to stay for a weekend in Chicago. Large, clean space and had everything we needed. Easy access location and parking spot was steps away from door. Traffic is very loud outside, but that is Chicago. Had a small issue with hot water when we first arrived but host was responsive and had it fixed later that day."
Spacious Wicker Park Hideaway with Parking!
Modern Condo-Obama & University of Chicago Area
Exterior
Modern Condo-Obama & University of Chicago Area
10.0 out of 10, Exceptional, (1)
"Great place!"
Modern Condo-Obama & University of Chicago Area
Experience Chicago living near United Center
Living area
Experience Chicago living near United Center
9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center
Chic Suite/Mins to L Train /Laundry/Free Parking
Room
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (34)
"Was a great trip. Was a little further out of thwe city then i thought. But doable with the rail and bus line. Only reason for a 3 star check in process is because the entry door locks need to be replaced. Was hard to get into the building."
Chic Suite/Mins to L Train /Laundry/Free Parking
Hidden East Village Gem
Living Area with 55" UHD Smart TV
Hidden East Village Gem
9.6 out of 10, Exceptional, (29)
"Perfect spot for a family. Visiting for husband’s conference. Great neighborhood and easy to get to all tourist attractions. Highly recommend. All our needs were anticipated. "
Hidden East Village Gem
Brilliant Downtown Chicago 3-Bedroom Condominium
Bedroom 1 (Primary): King Bed With Memory Foam Mattress
Brilliant Downtown Chicago 3-Bedroom Condominium
10.0 out of 10, Exceptional, (41)
"My friends since elementary spent 5 days at this darling condo. The place was clean and spacious. It was perfect for us 6 friends. The bedrooms were spacious, beds were comfortable and the sheets were perfect. I lived the soft pillows which made our sleep really comfortable. The kitchen was small but was perfect during our stay. It had the right amount of pots and pans available for our use although most of our meals were bought out. It also had baking pans that allowed us to make some fresh...
Brilliant Downtown Chicago 3-Bedroom Condominium
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Living Room with 2 sofa beds
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
9.8 out of 10, Exceptional, (21)
"This was the perfect spot for our family's getaway. We love going to chinatown and it was ready to get to chinatown with walking distance. Definitely recommend!"
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Elizabeth by Coast to Cactus | Chic Artists Loft
Explore the West Loop from an Artist's Loft
Elizabeth by Coast to Cactus | Chic Artists Loft
10.0 out of 10, Exceptional, (11)
"This loft was really cool. The decor was super fun. Beds were comfy and had everything you could need. Great location near great restaurants and shopping. Short ride from downtown. Would stay here again. "
Elizabeth by Coast to Cactus | Chic Artists Loft
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
The large windows let in so much light!
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
9.2 out of 10, Wonderful, (7)
"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
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd/1ba
Living area
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd/1ba
10.0 out of 10, Exceptional, (13)
"Our first time visiting Chicago. Mother and son trip. Communication was excellent and the apartment was very clean. Looked exactly like the pictures and the location was the best. We walked everywhere. "
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd/1ba
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
Garden
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (587)
"It was beautiful,clean and quiet "
The price is SAR 485
SAR 679 total
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue
Sonder Market Hall
Living area
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (203)
"Overall, we really enjoyed our stay! The area was lovely and quiet, so nice to sit at the park right beside! I was worried about the noise when it came to sleeping, but I was able to sleep soundly (i did have noise cancelling headphones on though). The bed was super comyfy! The walls are thin though, we could hear conversations and music. This place was very accommodating! They have everything as stated in their listing. The kitchenette is so great! Staff was very friendly whenever I had...
The price is SAR 258
SAR 303 total
includes taxes & fees
10 Dec - 11 Dec
Sonder Market Hall
Sonder South Wabash
Living area
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (390)
"Clean and well located. We had access to the green and red line trains a few stops away from the loop. Entering the building was easy and convenient. Apartment was clean and spacious!! "
The price is SAR 480
SAR 563 total
includes taxes & fees
11 Dec - 12 Dec
Sonder South Wabash
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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