Apartment holiday rentals in West Side

This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth

Good location with easy street parking. Plenty of space inside--felt bigger than the photos show. The ceilings are a bit low but my 6'1" partner was able to stand everywhere, and they're a bit higher in the main living space. Host was friendly and the space was private.

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!

Great stay, carmen was very responsive and the place is very modern and clean.

This place was so cute and felt like home. Had everything you would need! She provided places to eat, visit & more! would recommend for a group of 2-4 friends or even a smaller family! Loved it here!!

We were so impressed with this airbnb! It was immaculately clean and beautifully decorated. It was very peaceful and quiet to come back to after our busy days exploring the city. We especially loved the kitchen amenities like high quality olive oil and two types of filtered water! Christine thought of everything! We’d love to come back again!

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

This was a wonderful stay and great home base to discover Chicago. Jordan and Jeremy were responsive and accommodating and have created a very cozy spot. I really appreciate the attention to detail and cleanliness. Lots of amenities in both kitchen and bathroom that were very helpful. I even got some decorating tips, what a cute place! Highly recommended!

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!

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!

We loved our stay at Kyle’s place - it was decorated SO cute (I went with two girlfriends and I’m pretty sure we all squealed with joy when we first opened the door). The location was perfect - just a quick walk to all the shops and restaurants Logan Square had to offer - and to public transportation (which we used the whole time in Chicago). The neighborhood was very peaceful and quiet; we all felt very safe. When I come back to Chicago, I will absolutely be staying here again. Thanks for sharing your space with us, Kyle! We loved it! (Side note: you gave me so many ideas for house decor, your style is impeccable!)

excellent apartment, very comfortable . Thoughtful snack and extras in kitchen. Rachael is a delightful host. Had a wonderful granddaughters graduation and only two blocks away.. Would stay here again.

very kind and responsive host. very clear instructions. apartment is large, sunny, spacious and has the coolest retro vibe with super cool decorations. Good AC and very close to public transportation in case you want to explore the rest of the city or get downtown. Very quiet and safe neighborhood, and she even provided a parking pass for you at no cost. thank you Antoinette!

Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.

Benjamin's place fit my needs exactly: super comfortable bed, clean bathroom, lots of surfaces for keeping stuff organized. Benjamin was super responsive upon check-in which is so helpful. I will definitely be staying there again!

Brittney is an amazing host. We got in a little late and she accommodated our late arrival. She even went above and beyond to make sure we were enjoying our stay and asked if we needed anything extra. I have even recommended her to my friends and family because the location is near other family members and lots of great restaurants in the neighborhood. Easy street parking with no fee. Overall we had a blast and felt like we were in our own apartment. Thank you for allowing us to stay here. Super recommend it!!!

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.

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!

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.

SPECTACULAR!! This space is how you should visit Chicago. Breath taking views from this 33rd floor luxury penthouse apartment lives up to the hype. Our family of six were extremely comfortable in this 3 bedroom/3 bath unit. And for a person that likes cooking, the kitchen is spacious. Don’t pass on seeing Chicago from the views in this beautiful apartment.

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.

Incredible place! Location was perfect with easy access to public transportation and great food. Host recommendations were immaculate and responsive+kind. Plenty of extra blankets pillows and towels, the jacuzzi was really nice, and the bathrooms were spotless. Very easy check in and check out process. Had almost no problems with any amenities. The smart thermostat did keep setting itself to 75 degrees or more during the night even after we set it low before sleep. Quite uncomfortable to sleep through. And the listing stated 5 beds with 2 air mattresses but there was only 1 air mattress, making a total of 4 beds. Not a huge problem but good to know for anyone who needs all 5, we didn’t. Water pressure in one shower was not great and the other drained slowly. Also some areas were a little dusty but again it was fine. Overall, this was a really really great experience and apartment. Couldn’t have asked for a better place to stay during our trip!