Apartment holiday rentals in Wicker Park, Chicago

We had an amazing stay at Kitty’s place! From the moment we arrived, she made us feel so welcome. She even decorated the house for my fiancée’s birthday and left us treats, which was such a sweet touch. Her recommendations were super helpful and made our trip even better. The house was full of books and art that made it feel really special, and the beds were super comfy. The separate entrance was great for privacy, and street parking was easy to find, which was a big plus. Thank you so much for all the little things that made our stay unforgettable. We would love to stay here again very soon!

Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.

This place was amazing to stay at! Perfect for couples or a solo trip. It was easy to access the location. Parking was pretty good with the only down side being having to maybe circle around the block a time or two to find a spot. But nothing crazy! The space was clean and cozy. The host was also amazing at communicating, always responding promptly. I would definitely visit here again!

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!!

The apartment matched the pictures and was very clean. The location was very close to Wrigley Field and all of the restaurants in Wrigleyville. Would definitely stay again!

Very clean and peaceful place to stay. Loved the space and location!!

We had a great stay! Easy check-in, easy check-in, walking distance to the bus stop, and communicative host. Would recommend!

Kath’s place is super convenient to wicker park and bucktown vintage shops, coffee and restaurants. A great layout and plenty of room. Extremely clean! Close enough to the city but a nice quiet neighborhood in the evening. Would love to visit here again!

Emily’s place is peaceful and homey, yet right in the heart of a vibrant neighborhood. Wicker Park was a nice walk from her home as well. TONS of restaurants and shopping literally a couple of blocks from her house. The train stop is a 5 minute walk away and downtown is less than a 15 minute uber ride. Emily is a very considerate and communicative host and I would stay here again. Thank you for sharing your home with me!

Another great stay at Christina’s location lovely home! We had no problem finding street parking on their quiet street. We got to enjoy sitting out on the back deck- the patio and garden is lovely! The beds are comfortable and the home has everything you need!

Great experience. Would stay again.

Danny’s place was exactly as described. The hosts were very responsive and helpful. So much to do within walking distance, really great restaurants, and a great neighborhood to walk our dogs! The place itself was super clean and cute. We personally didn’t find the beds to be comfortable but everyone likes different kinds, so others probably loved them. Overall, the location and neighborhood were perfect for what we needed, dog friendly and within 30 min of downtown and Wrigley.

Fantastic location, right in the heart of Wicker Park! We really enjoyed our stay at the Flamingo Lounge. It was the perfect amount of space for the 2 of us over 4 days. The place was clean, spacious, and well decorated. We were also surprised that, despite being near all the bars and restaurants on Milwaukee that it was relatively quiet at night. Lina and Fulvio were stellar hosts, very responsive to a few times we reached out. All in all, a great place if you want to be near the Blue Line and experience Chicago's more creative neighborhoods.

Perfect stay in Wicker Park! This is a great, quiet location walkable to many shops and restaurants. Street parking was not hard to find. The unit is very well appointed with everything needed in addition to some thoughtful touches for our convenience. We would absolutely stay again and highly recommend it. We are thankful to Jacqueline for offering this space.

A perfect stay! Next time I am in Chicago, this will be my first choice. I "second" all the great things that everyone else has said. I was here for a multi-day conference at a very nearby hotel, and I am so glad I chose here over the host hotel. Wonderful staff, great communication! Top notch in every respect! Thank you!

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!

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!

Freddy was a great host. Always available when I had questions. The place was roomy (we had 4 adults) and clean.

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!

We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

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.

Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.