My boyfriend and I stayed in Scott's Coach House. It was a nice cozy spot separate from the main house. We were worried about the Chicago wind chill, but the place is very well insulated. The amenities were great, and we were within walking distance of a nice diner. Scott was very kind, and was available at any notice if we texted him, but he also left us alone.
We will be looking out for Scott's Coach House if we ever visit Chicago again (hopefully in the summer when it isn't so cold ;) )