We were told on our last trip that connecting rooms (rooms with connecting doors) are given priority to one adult that is travelling with enough children to require more than one room. We were told Disney requires one adult in every room and these types of parties get priority. However, adjoining rooms (side by side) are available to anyone and pretty easy to get, especially if you don’t care where you are located on the resort. POR is a huge resort, I’m sure they can find adjoining rooms somewhere.
I think side-by-side will be easy for you to get, connecting can be harder to obtain. Make sure if you are wanting connecting doors to ask for “connecting rooms” and not adjoining rooms.