My family and I had a wonderful time in Chicago and it was made better by staying in Ben and Natalie's place. Their space is super cute, clean, and relaxing - everything you need to feel at home. The townhouse was in a nice neighborhood with families and kids. It's a close walk to grocery stores and restaurants for every taste and budget.
Downtown was about 20-30 driving minutes away. We used Uber (about $15/way - which we thought was good since no need deal with expensive parking) but public transportation was easily accessible.
Ben and Natalie were incredibly gracious hosts. We hung out with their family on the front porch and had a lovely evening chatting and catching fire flies. My son certainly enjoyed himself playing with their son - he was a fab host, too, seamlessly bringing my son into playtime with his friends, showing him how to use the game system, and playing his violin for us.
As others have mentioned, parking is difficult in the neighborhood. So, as they suggest, arrive before the work day ends to grab a spot and leave your car if you can. Otherwise, staying here was lovely.