I really enjoyed my stay at Drew's place in South Side. The location is great. The apartment sits right next to a park and is only a few blocks away from very nice, cozy cafés (at least one of them serves genmaicha) and restaurants. Pharmacy is close by as well. It is a very walkable area, with a T stop about a 10 minute walk away.
As far as the apartment goes, all my expectations were met with flying colors. Drew keeps his place very clean and tidy. The bathroom has an amazing shower, and the bed was one of the most comfortable beds I have ever slept in. The stairs up to the loft area where the bed is were pretty steep, but it was not much of an issue for me.
Drew was a great host as well. He was very communicable, which made setting up check-in smooth. When I first arrived he offered me some water and he gave me a quick tour of the place. I did not see him much as I was working long hours, but the few conversations we had were friendly. He seems like a great guy.
I would definitely recommend Drew's place to anyone staying in Boston, and if I am up here again I would book again for sure.