Linda - There are a few threads here about this - check around. But a quick recap: I was one of the people replying a few months ago indicating that I got fined, around April or May. It was unfortunate because I did all constuction permitting by the books and wanted to get the permit but got some weird and ambiguous advice from City staff. I guess it was all new to them at that time...but they made it sound like the new studio I just spent $75,000 on could only be rented 90 days max which of course was justnot gonig to pencil. Since I live on the property in the main house, I didn't think that was accurate so I delayed. Long story short, I did get fined, I paid it ($1,000) and moved on. I was told by the very nice City staff who handled my fine that I was turned in with a "big batch" of complaints turned in by any number of people -- even people not in Portland -- who are just airbnb haters who use software to crawl the web and look for unpermitted places to file complaints about. So anyone hedging, I would say, get the permit. It was $174 and took little time, and enabled me to go on and enjoy hosting, and make money the rest of the year. 🙂