House holiday rentals in South Side

Very well thought through place for every detail, with a mix of 70s wood style and some higher tech upgrades like the main bathroom mirror with light and anti fog, or sensor lights. Kate was very responsive and accommodating for the 1 baby & 1 toddler we asked for. The place was stocked with all necessary items especially in the kitchen with appliances and cutlery, coffee, tea. There were 2 hairdryers, nice shampoo and conditioner, shower gel.

Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.

They were a fantastic host, very responsive to every question and anything we needed. The location is quiet and amazing, great place to relax and enjoy time. love the pool! Will definitely stay again. 100% recommend!

Damani was a great host, really responsive and easy to communicate with! The house was exactly as advertised and really nice! The pool was great!

It was a chaotic start to our vacation stemming off my daughter's graduation from Northwestern; however, Jennifer immediately took the stress off my shoulders and welcomed our family to a fabulous stay at her home. Words cannot express how grateful my family is and without Jennifer's help it would not have been as successfull. I highly recommend staying at any of her properties. She will go above and beyond to make sure you're stay is wonderful!

Beautiful house very clean and comfortable. We'll be back very soon

We stayed at this property to attend our daughter’s graduation from UChicago. It was within walking distance of campus and all of the activities during the weekend. The street is VERY quiet. Parking was ample and easy. The house is immaculate and spacious. Very comfortable!

Me my freinds and family enjoyed our stay. The host was very quick to respond to any concerns. The home was clean and spacious. The decor was nice to take pictures. I liked that it had a bathroom downstairs for easy assess. We will come back when we visit Chicago again. Thanks you guy you were awesome.

If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.

I just wanna say thank to each other to host. It was nice and big. The bed downstairs was a little hard. The water stain around the basement floor area and it did smell like mold. Other than that. It was good value for your money. Parking was a challenge for us, but we figured it out. Have a great day if you stay.

I had an absolutely wonderful experience staying at this Airbnb! From the moment I arrived, everything exceeded my expectations. The place was spotless, beautifully decorated, and exactly as described in the listing—if not better. It felt like a perfect blend of comfort and style.

Juan was not only a great communicator but his home was beautiful and centrally located. If ever in the Chicago/Burbank area would definitely love to rent.

Great place. Great communication. Perfect for what we needed. Great house. Great neighborhood, right outside of downtown.

KB was a great host, very responsive, and accommodating. I definitely recommend staying here!

My family of 5 including my elderly parents had a lovely stay at Rachel and David’s house for our son’s graduation from UChicago. It is in a quiet location that is very close to the university. The hosts were very friendly and flexible. The place is spacious, light and airy and extremely clean. The beds (especially the two large bedrooms upstairs) had usually comfortable beds. All in all it a 10 out of 10!

Great place for my family to stay! Rides to downtown, Navy Pier and Hyde Park were short and the kitchen and living room were very spacious. Henok was very kind and flexible!

Lots of space for my family and Inwhom were visiting from out of town. The kids loved the karaoke machine and little popcorn machine. I didn’t realize 2 beds upstairs were toddler beds, but It was accommodating. Super cute.

AJ place was nothing but amazing, the pictures give you the actual home online. I wish I was able to stay longer because it’s so much to do in the home itself. I will be booking again

Clean & spacious home. Tameka was very responsive to any questions we had.

Daniel was very responsive and accommodating. The private parking was great and the neighborhood was close enough to get into the city with ease.

We had a wonderful stay at this property, it truly felt like a home away from home. The entire place was exceptionally clean, and the kitchen and dining area were spacious and easy to move around in. Both bedrooms were spotless, and the mattresses were incredibly comfortable. If you’re looking for a quiet, private place to stay, this is the perfect choice. I would definitely stay here again! 😊

I truly fell in love with this home. Spot on with the photos and descriptions. Very easy to communicate with Pam, and she offered as much assistance a needed, if needed. If you have a larger group needing accommodations this is a great space. The location was very close to the expressway and is 30 minutes from Navy Pier and downtown Chicago.