If you're looking for lots of space that is very family friendly (but also great for a couple or small friend group), in a fabulous location and walkable to just about everything you might want, Jason's house is perfect! I came with my 21 month old son and my 6 year old daughter, and my older brother stayed nearby/was in the house with us quite a bit. Everything exceeded our expectations and when I go back to Chicago, we will stay here!
Communication: I had a few questions beforehand about items for the kids (pack n play, gates, etc.), pricing, check-in and out and more. Jason was very friendly, timely, informative and thorough in all of our exchanges.
Check-in and out: Even though Jason's home was occupied until the morning of the day I arrived, the house was ready by 2:00. Check in is at 4:00, but it was nice that it happened to be ready early. No lock boxes, just a 4 digit code for both the front door and the garage. All was very simple.
The house: Even better than the pictures! The first floor is a small office space with a bathroom, washer/dryer (which was KEY for us) and a door leading out to the big patio. The second floor is the main floor (FYI no bathroom on the main floor if stairs are an issue - something to keep in mind) and it was so spacious! The living room area was very comfy and had a bunch of drawers with toys in it that my baby played with whenever we were there. Huge bonus for us! The kitchen had a door leading to a little deck. The kitchen itself was great - all the staples you'd need like coffee, tea, spices and herbs, PLENTY of dishes for all kinds of cooking, etc. I might add that it would be lovely if there had been oil or cooking spray because we cooked eggs that stuck to the pan. Very minor issue! The upstairs beds were very comfy and the rooms were good sizes. My daughter had loads of fun playing records in the "kid" bedroom. There was a pack n play in there in addition to more toys and books! I will say, this room would be perfectly suitable for an adult couple as well. The toys can be put away and you can play adult music, haha. Overall, the house was exactly what I could have hoped for, but even better.
The location: SO GREAT! Saw lots of young couples walking around, the tree lined streets were beautiful and we were able to get to our destinations really easily. Walkable to 711, coffee shops, restaurants, train stops, Wrigleyville and the field (we walked there twice), ubers come quickly, short drive to the zoo and other great neighborhoods in general (look closely at the map - you'll see what I mean!).
The nightly rate with the taxes and fees wasn't cheap, but considering what you get, it was beyond worth the $. This is one of the best Airbnbs I've stayed in and we've stayed in many, from Bogota to Buenos Aires, Madrid, DC, NY, Joshua Tree and more! Stay here if you can!