Apartment holiday rentals in West Side

Dean was the best host my girlfriend and I have had! He is proactive, friendly, great with communication, and provides everything you need for a great stay. Not only this, but the place was extremely comforting and beautiful! We had an amazing stay and would love to stay here again! Not to mention this place is an amazing price for how nice the stay was! Thank you Dean! You rock😎

This air bnb was very nice! It made you want to spend time in it. Location was 10 min Uber or 20 min train into town.

Cozy and great place! The neighborhood is quite safe and very close to 606. The rooms are spacious and clean.

Leo and Alex’s place was very nice and it looked exactly like the pictures. It was about a 15 minute walk to the nearest train station, which was a HUGE plus because it took you straight into the city. The neighborhood around it wasn’t bad for city standards, but was a little old and had a pretty high cop presence. There’s free street parking which was easy to find every day as long as you stay near the front side of the building. We did have an issue with the shower, but we told them and they quickly checked it out and fixed it. Another issue is that the people upstairs walk very loudly and will make noise all night, but that is out of the host’s control, just something to note. Overall, we had a very nice stay at Leo and Alex’s place and would recommend it to anyone visiting 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!

Really enjoyed the spaciousness Carmen’s place offered my brother and I. The living room was my fave with its open concept. Just be vigilant at night and you’ll be fine. Don’t hesitate to book!

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

Such a beautiful, cozy space! Very comfortable beds, the perfect coffee setup and fast WiFi gave us the ability to work and play. Plus our host was incredibly responsive and communicative. Would definitely stay again!

Zarko was super friendly and very descriptive in helping us find the house and where to park. He made us feel very welcome in his home!

We really enjoyed our stay here! Perfect for two people. This place is really cute and unique. Love the decor and seeing all the cool art projects. This place was within a couple miles of all the places we wanted to see, especially Soldier Field, so a Uber/taxi ride was cheap and very convenient. Super cute neighborhood too with beautiful row houses both modern and original. It is a nice quiet neighborhood as well and we felt very safe! We would recommend the Iklektik/Blue Jay house to anyone visiting Chicago that wants a comfortable and cozy experience!

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!

I stayed here for about a week and I gotta say I had an amazing time here in Chicago. I would rent this place again for sure. I loved the layout of the home and it was very clean when I arrived. Looks exactly like the pictures provided and the hosts were very attentive and responded fairly quickly. Also loved the neighborhood, there were many places to go eat at and shop walking distance and it was quiet and peaceful and night. Would definitely recommend this place to stay at.

Nikka was very kind and communicative, and she made our stay super simple and enjoyable! We were here for a concert at Soldier Field and it went super late, so having easy access to a train station as well as many late night food options was especially helpful. If I'm ever coming back to the area I would definitely stay here again!

Only got to stay one night but it was a great hidden gem right outside the city! Needed a break from all the hustle and bustle. Had everything I needed, and the bed was so cozy! Christine and Dan always responded to me very quickly. Would stay again!

We had a wonderful stay at Joan’s place! The place was cute and felt like home. The place was also surrounded by many stores which was super convenient. Joan was also always checking up and responded super quick. I will definitely be coming back when I’m back in the area !

We really enjoyed our time here! There were plenty of parking spots around the apartment. We were able to park right in front and we greatly appreciated the instructions on how to get an overnight pass for the car. One note on this - if the website does not work, download the app and get the pass through that. There are also so many restaurants walking distance from that apartment and it’s such a cute neighborhood to explore the many Frank Lloyd Wright houses scattered around. As a Runner, I also appreciated Anne’s suggested running route to see all the notable landmarks around the neighborhood!

Nice appartment in West loop, well equipped and the access to a gym & pool is a plus. Cloud9 staff was responsive and helpful.

We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Perfect location for a family to stay that’s close to everything. We did days in the city and a game at Wrigley. Very clean and perfect for our long weekend in Chicago.

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!

It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

Beautiful view of the city. The location is perfect! It is close to the train station and easy for Uber to get in and out of. Lots of restaurants, coffee, gelato, cookies, and donuts within walking distance. Our host was very responsive and quick to answer any questions we had and even provided restaurant suggestions. The balcony view is amazing day or night with the city scape and a view of the lake.

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.

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.