Apartment vacation rentals in Downtown Chicago

I had a wonderful stay at this apartment! It was clean, cozy, and exactly as described. The space had a warm, welcoming vibe and all the essentials for a comfortable visit. The location was convenient, and the host made everything easy with clear communication. I’d gladly stay here again and highly recommend it to anyone looking for a peaceful and pleasant place to stay!

I had a fantastic stay at this bnb in River North! The space was clean, modern, and exactly as described. The location is unbeatable—everything from great restaurants to coffee shops and downtown attractions was within easy walking distance. I felt safe in the neighborhood and appreciated how convenient it was to get around without needing a car. The host was communicative and made check-in a breeze. The apartment itself was comfortable and had everything I needed for a relaxing and enjoyable stay. I especially loved being able to explore so much of the city on foot. I would absolutely stay here again and recommend it to anyone looking for a well-located and comfortable home base in Chicago.

my friends and i stayed at Bosede’s lovely home for sueños festival weekend! it was lovely very quiet neighborhood. we had everything we needed from towels and shampoo/conditioner/body wash to extra blankets or pillows! we all enjoyed our stay and Bosede is a great host!

Great service

My stay at Sean’s was exactly what I needed…..a clean, quiet, comfortable and peaceful place, being in Chicago for an active, somewhat stressful weekend. The location in beautiful Old Town was perfect, within walking distance of where I needed to be. I had the added bonus of meeting Sean and Stephanie, which is becoming more rare in my Airbnb travels, both very friendly and accommodating. All communication was prompt and helpful. I would highly recommend.

The location is very cute and an easy walk to Fulton Market. It was helpful to have laundry and a pack n play on site for my young daughter. Overall great stay and responsive host. Thanks!

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

I appreciated that Charles reached out to me to see if I wanted a parking permit if I had a car. I didn’t but I appreciated the offer. I also enjoyed having a washer/dryer, microwave and dishwasher. Even though the apt was on the lower level, there was still lots of light. Enjoyed my stay!

Beautiful trendy place in the heart of Bridgeport. Went home to visit family and felt at home! Loved our stay and will definitely return. Thank you Wood

Even better than described. Good out door decks, comfortable beds. Parks across the way, quiet area, felt spacious but also next to a ton of stuff to do. Not congested but also close to everything- like a few mins walk. Song is wonderful and clear. Perfect communication.

This Airbnb was beautiful. This was one of the best I’ve been too. Very artsy and luxurious. Every time I stepped in, I felt right at home. I will definitely book this Airbnb again and again! Marc also gave clear instructions on everything so it was no need to contact him often (just how I like it lol)!

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.

The apartment is beautiful and just as the photos showed. I loved the spaciousness of the kitchen/dining area/living room. Nicely decorated. The beds were a little too firm for me and quite high, perfect for tall people, but us 5' 0"ers need to crawl up (you'll get the hand of it). Hubby loved the bed, I loved the sheets and bedding, very comfy. Rooms are also very spacious and the light in all rooms is great because of the large windows! Host provided ear plugs for the noise (near the L), but we didn't need them... the sounds really didn't bother us. Only noted issue is you might want to bring adult size towels with you. The 4 in the apartment are all hairtowel sized, kinda small for full body drying. Plenty of wash cloths, though. Overall, our stay was verycomfortable and I would book this place again when we return!

great location. very responsive. Definitely would book again

Sarah’s place was lovely! We had a wonderful time — it was within walkable distance to main attractions, and the neighborhood itself was safe, nice, and clean.

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.