Overall, this place was a great stay in Oak Bluffs. The house has a lot going for it - incredible outdoor space (Adirondack chairs! covered and screened in porch! dining table! awesome grill! huge outdoor shower!), and a very well stocked kitchen (we cook a LOT and had all the tools we needed). The house is clean and well maintained. The location is good, you're about a 10 minute walk from the harbor, a 20 minute walk to beaches (Inkwell or Jetty), and 5 minutes from the cottages. The neighborhood is quiet and away from the hub-bub of Circuit Ave.
A few things I wished I knew before I went - The upstairs is just the two bedrooms, each have one window. Both windows have AC units in them. This means that there's no way to get fresh air on the second floor, which got very stuffy, even in June. It was 60 degrees outside and we were still running the AC. Also, the trundle twin bed is a bit too big for the bedroom. When it's pulled all the way out, you can't open the door (or you can block it open). You have to push it back in a little (just a few inches) for the door to be operable. Finally, we had to stock our own toilet paper and garbage bags. This isn't a big deal, just something I wish I had known in advance. And tenants aren't allowed to leave anything behind, so you have to buy absolutely everything you need.
Overall, a great stay! The landlord was super helpful, communicative, and accessible if I needed anything. They clearly care about their space a lot. We had a great time!