Holiday rentals with outdoor seating in South Side

Convenient to Hyde Park and the University of Chicago, the home was incredibly clean. I was a little worried since this is the hosts' primary home, but the kitchen was clutter-free, and the bedrooms had plenty of room for our personal items. It was also great to have a guaranteed parking spot in a gated area. The owner was proactively communicative, and everything was just as described. The rental easily fit our family of five. Would definitely stay here again!

The home is lovely we are seniors so the steps were a little bit tricky for us. I thought it was a bit closer to town but that was my mistake but the home is very relaxing and perfect for a large group or family I would highly recommend this home and our host was exceptional

Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Such a great place to stay

Lizbeth’s place was a great stay! It was cozy, clean, and had more than enough space for me and my three friends. While it was a little farther from the city center than I initially expected, the neighborhood made up for it with tons of great restaurants nearby—there was always something good to eat just around the corner. Lizbeth was also a fantastic host—very friendly and super responsive whenever we had questions. Would definitely recommend her place to anyone visiting the area!

Was a very nice and relaxing place to stay after spending time in the city! Really close to multiple bus stops which made the public transport really easy to access. The inside was very clean and nice, the bed is extremely comfortable! Would stay again!

One of the best Airbnbs I have stayed at. It was beautifully decorated and super clean. Had everything I needed to feel comfortable and at home. The host was extremely responsive. The parking was a bit difficult but would not deter me from staying there again. Very close to downtown, about 10 minutes. Highly recommend.

Had a great 2 night stay. Everything was clean and exactly as pictures and described. Very cute decor/theme. The layout was great for us, family with older teens. Lots of space and TVs. Great restaurants and some shopping within walking distance. Really good value. Walk to the beach and trails. We were in town for a nearby event and really enjoyed the area this place was in. Host was very responsive and answered questions beforehand. We had no issues with our stay at all and would absolutely recommend.

Very quiet neighborhood, the house is an easy 7min walk to the pink line. Quick ride to Chicago downtown. There is a cute bakery within walkable distance as well as a few grocery stores within a mile. The place itself looked exactly like pictures, very clean.

Uncommonly well supplied and furnished, this is one of our favorite Airbnbs anywhere. We’ve stayed a few times, and our experience has always been exceptional.

We had a wonderful stay. The apartment was just as advertised – clean, quiet, and comfortable. Very nicely decorated. The host provided great communication throughout. Nice location, with easy access to plenty of dining, bars, and shopping. Highly recommend!

Very easy check in and hosts were responsive to any questions we had. We felt safe in the area and it was easily walkable to public transportation (within 5-10 min.). Home was stocked with basic items needed like toilet paper, towels, soap, paper towels, trash liners, etc. Alarm system helped us feel extra safe.

It was very well maintained, and the apartment felt very peaceful. The area is also very nice, everything you could need is within 10 minutes walking distance.

One of our favorite Airbnbs in Chicago, it has a great central location and great street parking (with a permit). It's cute. clean, and quiet. I highly recommend!

We truly had the best time staying at Alec’s. The space is lovely, comfortable, and has everything you’d need. The outdoor spaces were beautiful and private with a high fence surrounding it. We enjoyed spending time by the fire and the neighborhood is great. Our favorite part by far were Alec’s two lovely pups Molcajete and Lobita. They were absolute ANGELS and made us so happy- we hated leaving them. Alec was a great host- super communicative, friendly, and just what we needed. When we come back to Chicago, we’ll definitely stay with him again.

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

It was a very cozy apartment with a nice set up. Easy access to university of Chicago and the lakefront trail. We really enjoyed our stay!

It was a very nice stay! We loved Chicago

Our Stay at The Bliss of Evanston was great. The host is very responsive and was very accommodating of our requests. The location and view can not be beat.

We enjoyed our stay at Yuyi’s. The space was very clean! There is a beautiful park across the street, delicious restaurants all around, and a grocery store 4 blocks away! We traveled in for business and it was perfect for us, Would love to stay again the next time we are in Chicago.

Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!

This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.