Apartment holiday rentals in South Side

Adam's place was very clean, comfortable, and well appointed. I appreciated the touches, the abundant parking in front, the proximity to the University of 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!

Working with Laura was a pleasure from start to end. Our trip went smoothly and we appreciated the living space for the 3 people in our party. We got lucky with parking each day, it was so close to our unit, also with the nearby market and restaurants. It was a perfect distance from Chicago for us. We drove into the city to enjoy the sights and sounds of Chicago then happy to drive back into a quieter neighborhood. We would definitely recommend this unit. Thank you Laura for letting us stay at your cozy home!

We had a fantastic stay at Jay’s place. Apartment was a bit old but kept clean. Jay was kind enough to let us check in a few hours earlier as well.

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

Kasey and her husband were awesome host!!They were kind & responsive! My friend and I come during a time in winter and Kasey was very quick to keep us warm! Although they do have a child it was very rare when we were disruptive by noise! Love the vibes of the Airbnb and the fact that I felt like home says something! I definitely recommend staying here. Such a co beautiful and peaceful area as well.

Saskya’s place was immaculate. Exactly as described. They were a very friendly and responsive host. I would definitely stay again.

Michelle's place was just as she described it. The positive reviews were just as they stated. It was a great place to stay and in the very vicinity that I was visiting. It was peaceful and a home away from home. I will definitely look to see if her listing is available if I visit again. Michelle, thank you for everything. We enjoy it!!!

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

Super easy to find and get in with on your own check in and check out. Place just as described. Host was very friendly and responded quickly. Super great deal for the price!

Studio was a described and looked like the photos. Check in was easy and the host provided clear instructions. Bathroom is quite small but manageable. Kitchenette is a nice added feature though I didn’t use it. Location is great neighborhood is very walkable. I used this as a crash pad as I had friends who live down the street. Might feel crammed or small if you’re planning on a longer stay. Overall would stay here again, great value.

Got lucky finding this place. Excellent experience. Great owner. Everything was neat, clean, and super easy. We will gladly be back. Great job!

Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!

We had a wonderful stay in Chicago! Everything was exactly how we expected it based off photos and description. Nae was responsive and ensured we had a comfortable stay! I would recommend and would definitely come back!

Very nice clean space, host provided clear and concise instructions on check in/check out, etc. Would definitely recommend!

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!

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.

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!!

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 !

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.

Clean and cozy home with a friendly host!

We loved this apartment and our trip to Chicago. We felt safe when coming home late at night and we walked everywhere, even though train stations are pretty close. The views from 17th floor are spectacular in 3 directions, including Lake Michigan and Willis Tower. The place is very clean and comfortable. I wish we could stay longer.