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Compare 184 Condo Rentals in Crestwood with updated reviews, rates, and availability.

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,

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (152)
"We had a great stay, location was great, very clean, beautifully remodeled, the bathroom felt like a 5 star hotel with all the upgrades they've done. The first night the refrigerator stopped working, they immediately went over to try to fix it but were unsuccessful, they offered to purchase ice for us and by the next day they had purchased and installed a new refrigerator. Overall, we had a great experience and would definitely stay here again. "
NEW LUXURY CONDO WITH PATIO DECK

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

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

Experience Elegance at Paramount

10.0 out of 10, Exceptional, (1)
"Host was super helpful and accommodation was what I needed for a work trip."
Experience Elegance at Paramount

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

Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop

10.0 out of 10, Exceptional, (16)
"My stay was comfortable, thank you "
Art Park #12 - Mich Ave 2bd Penthouse gym+rooftop

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

Art Park #10 - Mich Ave Penthouse gym+rooftop

9.0 out of 10, Wonderful, (10)
"Fantastic location and host!"
Art Park #10 - Mich Ave Penthouse gym+rooftop

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (8)
"Magnificent home! Great location! Amazing host! That's the VRBO trifecta -- what more can you ask for? George took great care of us and we had a wonderful time. We can't wait to get back, and this place will be our first choice the next time we are in Chicago. "
Gorgeous 3BR River North Condo - Free Parking

Modern Condo-Obama & University of Chicago Area

9.0 out of 10, Wonderful, (2)
"Nice place. Small, but good for our purposes. Communication with the owner was real easy. "
Modern Condo-Obama & University of Chicago Area

Bucktown Private Condo

10.0 out of 10, Exceptional, (4)
"Our 2nd time staying at this property and absolutely love it! Convenient location and also at a very quiet & safe neighborhood. The host is very responsive and makes sure we feel at home. Would highly recommend!"
Bucktown Private Condo

Penthouse Condo in Chicago featuring Zero Gravity Massage Chair

10.0 out of 10, Exceptional, (15)
"Our host was amazing. Every question was answered within minutes. The condo itself is fantastic. The massage chair was a great bonus. Wonderful place to stay especially if you are going to the McCormick Convention Center. A five minute drive. Would stay here again. "
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair

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

Brilliant Downtown Chicago 3-Bedroom Condominium

10.0 out of 10, Exceptional, (43)
"Apartment was as shown on Vrbo website - comfortable and clean. Good location, easy access and nearby parking. Kitchen well equipped, bathrooms modern and good towels and bed linens. Only modest issue is that the heating system is really quite loud when on. "
Brilliant Downtown Chicago 3-Bedroom Condominium

The Exclusive- 7 Bed, 6 Bath Retreat

9.8 out of 10, Exceptional, (13)
"As described on the site. Perfect location to the wedding venue, with enough bathrooms for everyone, spaces to socialize and dined together, full amenities, strategic locations to attractions/restaurants/shops/groceries, parking spots on-site and close-by. Responsive property manager who provided detail info on the property, check-in/check-out process, general info on the area. Adam Yin is very accessible, helpful and personable. Everyone had a great time. Thank you !!"
The Exclusive- 7 Bed, 6 Bath Retreat

Trendy Wicker Park Loft with Parking

9.0 out of 10, Wonderful, (2)
"Nice for a family plenty of room. Nice neighborhood. Not good for physically impaired"
Trendy Wicker Park Loft with Parking

1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

10.0 out of 10, Exceptional, (11)
"8 ladies stayed comfortably and the location was clean & safe. No issues during our stay and communication was great start to finish. The only thing that would of made it better would be a pizza cutter available in the kitchen :)"
1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

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!
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, (623)
"We stayed at the Sentral with friends to take in the holiday sights around Chicago. The room was spacious and clean, though a little worn in areas. Having a kitchen, plus a washer & dryer was great. And the city views were incredible. The amenities (pool, gym, game room) on the 7th floor were phenomenal! We found cheaper parking in a nearby garage, but the valet option is nice. And having restaurants and a grocery nearby was super convenient."
The price is SAR 485
SAR 679 total
includes taxes & fees
19 Dec - 20 Dec
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (341)
"Good location. Full kitchen and clothes washer/dryer in suite were awesome amenities! Blinds were missing a few blades which was annoying. Tub could use a reglaze parking is close by but having a deal with the lot would be nice"
Kasa Magnificent Mile Chicago

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (226)
"It was a little loud as there is a nightclub in the basement of the building but otherwise very nice. "
The price is SAR 275
SAR 323 total
includes taxes & fees
13 Jan - 14 January 2025
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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