Apartment holiday rentals in Chicago

Next to the trains, a apartment with separate bedroom, living room, kitchen and bathroom, even a laundry room available if necessary and a host who responds quickly and does not hesitate to give advice on Chicago. I highly recommend!

Great service

Our group had a wonderful stay at this listing! The host, Carmen, was very responsive and informative with answering our questions. The property itself was easy to locate with and the unit very spacious and nicely decorated.

Loved being just a couple blocks from the Western Pink Line station and bus stops both north-south and east-west.

We had a great stay in downtown Chicago at this apartment! Great views and we enjoyed having access to the pool since it was a beautiful weekend.

The apartment was exactly as described, clean, and I would most definitely stay here again!

The apartment was impeccably clean. Was traveling for business had everything needed. It is loft style with open bedroom ceiling. Restaurants nearby

The hosts were incredibly accommodating! They were able to get us an early check in when we requested it, and were always incredibly responsive! The spot is in a great neighborhood right near Blue Line access. Would definitely stay here again!

Mindy & Tony’s place is well located - easily walkable to transit & the cute West Town neighborhood restaurants & shops. The room was very nice - I especially liked enjoying sunset tea on the wisteria-covered deck. Thanks for a cozy stay!

Loved discovering Evanston and the surrounding area! I’ve only been to Chicago a couple times and staying in the city is so expensive and the traffic is crazy so finding this place north of the city was a perfect place to stay after a Cubs day game. Very nice neighborhood and perfect house for my wife and I and my mother in law in tow. Would definitely stay here again if I want to stay a little outside of the city.

Our second stay here-- all is wonderful!! Well appointed space, fabulous bed and pillows. Everything you need is in the kitchen. The location cannot be beat -- across the street from the park. Would absolutely come again!!

We loved our stay. Not a far drive from downtown Chicago but far enough out of the city that you can escape the chaos. Would definitely stay again.

Johana’s place was a 10 ! Place was exactly as stated. Parking was always available and we even parked right in front of the building twice! Full size refrigerator and all the kitchen essentials were there. Beds were extremely comfortable with room darkening curtains. Felt safe walking around. We will be keeping our eyes open for her place being available for future visits.

Keith's place was exactly what we were looking for! We could walk from the Blue Line (which we took to/from O'Hare and to/from the Loop), and within a mile or so there were a ton of fun shops and dining options. We were there in the midst of a heat wave, and the basement apartment + AC unit keep us cool and comfortable the entire time.

First time in Chicago and it couldn’t have gone better. The location was perfect due to our “tourist” activities, everything was pretty much walkable, and if not, the uber was relatively cheap. The room itself caught my wife and I COMPLETELY off guard. It was spacious, cozy, BEAUTIFUL aesthetic, and very, very comfortable. All in all, our stay here made my first time in Chicago a trip to remember. If I ever decide to come back, I will definitely be staying here again.

We have stayed here before and it is always very comfortable, nice kitchen, great neighborhood! Super easy to get in! If you have a question there is an extremely quick response.

It was a perfect place to stay for a few days. The skylights and all the beautiful plants really stood out. We really enjoyed the coffee bar to start our mornings. Lots of indoor and out door space. The room had the ability to adjust temperatures for each room. Great communication on check in etc.

We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!

Run, don't walk, to book this location for your Chicago stay. The view of the Chicago skyline is perfect, even better than if you stayed in Downtown itself, sometimes all you see is the wall of another building and no view. The instructions how to get there are very clear, if you're a little intimidated like I was about going to a big city never fear. The instructions are clear, easy to follow, and transit is close by to take you wherever you want to go. Overall great trip, thank you!

I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!

Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

Great place nice views , communication with host very smooth !

Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.