Search Condos Rentals in Central Chicago

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Central Chicago Condo Rentals

Relax on the outdoor terrace with a barbecue grill and comfortable seating.

"Great location...host quick response..."

Relax in a serene space with a large bed, wooden wardrobe, and a bedside table.

Relax on the outdoor patio with a deck, table, and chairs, just steps from the interior living space.

"It was a great location, space and host."

Work and relax in this open-plan space with a high ceiling, round table, and comfortable seating areas.

"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."

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.

"This apartment was perfect for our stay in Chicago. It was close to everything we wanted to see and had access to bunches of restaurants and such within walking distance."

Guests can enjoy the beach with umbrellas and tents, surrounded by a unique skyscraper in the background.

"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"

Compact kitchen with white cabinetry and granite countertop, featuring a stove, microwave, oven, and dishwasher.

"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. "

Enjoy cooking in this modern kitchen with a central island, sleek cabinetry, and stainless steel range hood.

"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!"

Relax in this stylish living room with a brick accent wall, spiral staircase, and expansive outdoor views.

"Great location in the Gold Coast. Close to groceries, restaurants, the "L", shopping and more. Nice two level setup allowing for separate spaces, and it had everything we needed for our week long stay to cook and hang out. It was a great launching place for us to visit many college campuses while we were there. Thank you."

Enjoy cooking in this well-equipped kitchen with a coffee maker, sink, and ample storage.

"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."

Relax in a stylish lounge area with a round table, hexagonal art, and a large mural.

"Very clean and comfortable experience with very responsive hosts ! Would recommend "

Work and relax in a spacious office with a round table, sofas, and hexagonal wall art, offering a view of the outdoors.

"Great stay, location had nice views on the edge of the park. Great communication from the host "

Experience the grandeur of our lobby, featuring a central fireplace, potted plants, and comfortable seating areas.

"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."

"Location was super close to everything downtown Chicago has to offer! Host was super responsive and was communicative the whole time"

Relax in a stylish living area with a large dining table, comfortable sofa, and flat-screen TV.

"Clean, comfortable and great location for shopping and dining in Chicago"

Enjoy al fresco dining and take in the city views from this rooftop terrace with outdoor seating and a barbecue grill.

"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! "

Enjoy the city view from this rooftop deck with a seating area and potted plants.

"I used to live in Chicago and have a short term rental in Ohio myself. This place is legit. This property is in the best location close to beach restaurants and bars. Perfect for college reunion. Rooftop was awesome place for us to catch up over coffee and plan the day. The kitchen has everything we needed. Speakers throughout was a nice touch. I can’t be more complementary of the hosts responsiveness and helpfulness. We would definitely stay here again."

Kitchen area with a stove, microwave, and refrigerator, featuring a sink and ample countertop space.

"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!"

Experience the unique wave-like roof structure and expansive glass facades of this contemporary building, perfect for events and gatherings.

"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"