My boyfriend and I (and my Yorkie and Mini-Shnauzer) stayed at the Anchor Inn and Cottages for five days back in July. Overall it was a really good stay. We had a room with two double beds and so we had PLENTY of space. I was actually surprised at how spacious the room was for two people and two dogs. I'd say only about half the tenants had dogs so we didn't feel like we were staying at a zoo. The location is pretty good...you can walk to a nearby beach and it takes about 15 minutes. I'd recommend driving though. There are also a couple of good restaurants nearby in case you don't feel like fighting the island's slow driving speeds. There are some games around the property like shuffle board and this ring thing on a string. We didn't use the pool but it looked very nice and people were in it often.
The front office provides pet waste bags, but they were a little stingy with them so I'd suggest bringing your own. There was no basic icebox/freezer in the fridge. The fridge was pretty tiny, which was fine, but it would have been nice to have a tiny freezer to put freezer packs in. Also, the WiFi was really weak. We were about halfway down from the office and could barely get a signal on the iPad. Half the time I couldn't even get a signal and when I could it was soooo slow. I would return to this hotel since it was such a great value...and it was very clean and spacious.