This place is absolutely incredible and the neighborhood is outstanding. Don't hesitate to book a stay here - the home is luxurious and comfortable and close to everything! Bernadette is a super responsive host and everything about our stay was excellent.
As far as recommendations for the trip - highly recommend George's Deep Dish Pizza (yes, you really need a reservation for carry-out and yes, it's totally worth it). Some of the places that we loved that were in walking distance were Little Madrid (bring your own bottle of wine), The Coffee Studio, mHenry for brunch, and Parson's Chicken & Fish. If you have dogs, recommend Montrose Dog Beach and if you like music, check out Buddy Guy's Bar - Legends. Enjoy your stay and definitely book this place!