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8 Aug - 10 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Browse Select Central Chicago Condo Rentals

Downtown Mich Ave #7| Park View Penthouse +gym
Relax on the outdoor terrace with a barbecue grill and comfortable seating.

Downtown Mich Ave #7| Park View Penthouse +gym

9.8 out of 10, Exceptional, (6)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym
Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba
Smart TV, books

Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba

9.4 out of 10, Exceptional, (26)
"Location was super close to everything downtown Chicago has to offer! Host was super responsive and was communicative the whole time"
Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
Enjoy al fresco dining and take in the city views from this rooftop terrace with a seating area, barbecue grill, and lush greenery.

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

9.6 out of 10, Exceptional, (28)
"Everything was good and it was in a great location. Renters were kind and frequently checked in. "
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Work and relax in a spacious office with a round table, sofas, and hexagonal wall art, offering a view of the outdoors.

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

9.8 out of 10, Exceptional, (23)
"Great stay, location had nice views on the edge of the park. Great communication from the host "
MICH AVE #23 2bd/2ba Downtown, Museums w/ Views
Fun Downtown Penthouse #3 | Vintage +balcony&gym
Experience the unique wave-like roof structure and expansive glass facades of this contemporary building, perfect for events and gatherings.

Fun Downtown Penthouse #3 | Vintage +balcony&gym

9.6 out of 10, Exceptional, (13)
"The location is fantastic with the red L line popping out across the street. Small markets to get necessities nearby with plenty of restaurants. We had a family of four but it worked great for us. We had a few questions that came up and the management was very quick to respond. A"
Fun Downtown Penthouse #3 | Vintage +balcony&gym
Chic 2-bedroom Condo near McCormick Pl with Parking Spot
Compact kitchen with white cabinetry and granite countertop, featuring a stove, microwave, oven, and dishwasher.

Chic 2-bedroom Condo near McCormick Pl with Parking Spot

10.0 out of 10, Exceptional, (1)
"Perfect apartment to go to the convention center, our walk to the event was closer than our friends who stayed in the Marriott and walked via the bridges. "
Chic 2-bedroom Condo near McCormick Pl with Parking Spot
Safe Dtown Park VIEWS Mich Ave, Museums 2bd/2ba
Work and relax in this open-plan space with a high ceiling, round table, and comfortable seating areas.

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

9.8 out of 10, Exceptional, (38)
"The property was exactly as described. It’s in a great location close to the museum campus. Bedrooms were spacious with comfortable beds and excellent closet space. Kitchen was well stocked with everything we needed. it was perfect for our trip and we would consider staying again."
Safe Dtown Park VIEWS Mich Ave, Museums 2bd/2ba
Gorgeous 3BR River North Condo - Free Parking
Enjoy cooking in this modern kitchen with a central island, sleek cabinetry, and stainless steel range hood.

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (19)
"House was very accommodating and well stocked for a family of 4 including two teenage children. Check in was easy and as described, and location was easy walking distance to restaurants and shopping. Would definitely stay here again when in Chicago!"
Gorgeous 3BR River North Condo - Free Parking
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
Enjoy cooking and entertaining in this well-equipped kitchen with a refrigerator, dishwasher, and oven.

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

9.4 out of 10, Exceptional, (11)
"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
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Relax in a stylish lounge area with a round table, hexagonal art, and a large mural.

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

10.0 out of 10, Exceptional, (23)
"Very clean and comfortable experience with very responsive hosts ! Would recommend "
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Guild #1 | Gold Coast Mag Mile Best Location
Experience the grandeur of our lobby, featuring a central fireplace, potted plants, and comfortable seating areas.

Guild #1 | Gold Coast Mag Mile Best Location

9.8 out of 10, Exceptional, (49)
"My friend and our kids rented this place for a long weekend in Chicago. The property is great, in a fabulous location, and the owners are so kind and easy to get in touch with."
Guild #1 | Gold Coast Mag Mile Best Location
Downtown 3bd Penthouse| Lake Mich VIEWS +gym
Enjoy al fresco dining and take in the city views from this rooftop terrace with outdoor seating and a barbecue grill.

Downtown 3bd Penthouse| Lake Mich VIEWS +gym

10.0 out of 10, Exceptional, (1)
"My daughter and I stayed at this property in March 2025. We found it comfortable, as described and clean. Loved having a washer/dryer combo! The view is nice- it’s the lake! It’s convenient to get on the subway a couple blocks over, there is a little grocery store right next door, and getting into the building is a breeze. (There are dogs in the building-just FYI)Overall, a great place for a stay in Chicago! "
Downtown 3bd Penthouse| Lake Mich VIEWS +gym
Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!
Enjoy a serene urban retreat with city skyline views from this rooftop patio featuring a pergola, comfortable seating, and lush greenery.

Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!

9.0 out of 10, Wonderful, (2)
"The neighborhood was just ok. Not a place i wanted to walk around at night alone. Overall though, the place was great!!!! We rented both and it was the perfect amoint of space for the whole family! Has a garage but was too small for both of our cars. Parking passes were nowhere to be found. Host responded quickly at first but after awhile there was no response at all. Found another place to park. Had a great stay overall, thoigh. after"
Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!
Downtown Penthouse #5 | Vintage +gym & balcony
Kitchen area with a stove, microwave, and refrigerator, featuring a sink and ample countertop space.

Downtown Penthouse #5 | Vintage +gym & balcony

9.8 out of 10, Exceptional, (13)
"Stayed for the weekend and really enjoyed our time! The location is very close to the train, and it was easy to get around. The hosts were very helpful about getting us settled, and the check in process was very easy. Would definitely recommend staying here!"
Downtown Penthouse #5 | Vintage +gym & balcony
Downtown 2bd #4 - Near Grant Park, Museums, Lake
Enjoy a contemporary space with a large window offering views of the city, a round table for dining or working, and a potted plant.

Downtown 2bd #4 - Near Grant Park, Museums, Lake

2.0 star property
10.0 out of 10, Exceptional, (2)
"Loved coming back to the place after a long day exploring Chicago, easy to get to from just about anywhere. Felt comforting and homey."
Downtown 2bd #4 - Near Grant Park, Museums, Lake
Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants
Enjoy the city view from this rooftop deck with a seating area and potted plants.

Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants

10.0 out of 10, Exceptional, (1)
"This property is the perfect luxe option for a stay in Chicago! Our family came into town for our daughter’s graduation and the property was absolutely perfect for our family to stay and celebrate. It is nestled optimally in the Gold Coast neighborhood on the top of Magnificent Mile and a very short walk to the water. The home is perfectly appointed with all that you need and want for your stay. It is designed to allow plenty of gorgeous natural light in, with top quality linens and many...
Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants
Vintage Downtown Penthouse, Safe #6 +gym&balcony
Enjoy cooking in this well-equipped kitchen with a coffee maker, sink, and ample storage.

Vintage Downtown Penthouse, Safe #6 +gym&balcony

8.8 out of 10, Excellent, (12)
"Walkable to so many great sites and restaurants. Half bath outside the bedroom made things convenient with the full bath being up in the loft."
Vintage Downtown Penthouse, Safe #6 +gym&balcony
LOCATION!! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
Enjoy al fresco dining and social gatherings on this spacious rooftop terrace, surrounded by lush greenery and contemporary architecture.

LOCATION!! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!

10.0 out of 10, Exceptional, (24)
"We spent the month of March in Chicago (not the best weather, but…). The condo is lovely with everything you would want for an month long stay; Chris was extremely responsive. We had a great time visiting Chicago - what a wonderful city!!"
LOCATION!! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
MICH AVE Downtown, Grant Park, Museums #25 2bd/2ba
Meet in style at the central round table, surrounded by comfortable chairs, amidst a sophisticated space with a large window offering a view of the outdoors.

MICH AVE Downtown, Grant Park, Museums #25 2bd/2ba

9.6 out of 10, Exceptional, (25)
"Stay was nice being is museum district easy to get to most places . Easy to contact . Property is clean and have everything which is needed price is right "
MICH AVE Downtown, Grant Park, Museums #25 2bd/2ba
Brilliant Downtown Chicago 3-Bedroom Condominium
Relax in a stylish living area with a large dining table, comfortable sofa, and flat-screen TV.

Brilliant Downtown Chicago 3-Bedroom Condominium

10.0 out of 10, Exceptional, (46)
"Clean, comfortable and great location for shopping and dining in Chicago"
Brilliant Downtown Chicago 3-Bedroom Condominium
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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Top Central Chicago Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"Great place! In close proximity to everything there is to do. We even able to stop to cool off during our walking travels."
Angela 3-night trip
Posted 5 hours ago
citizenM Chicago Downtown