Leave the pets and strollers at home please! (airbnb has rules on dogs/ guest count!)
For the Friday night social: Hawaiian shirts, party shirts, bright colors, jorts or whatever floats your boat! The day of: Semi formal, no jeans. Think colorful sundresses, wedges, collared shirts & slacks. *note: night time will likely see temps drop - bring an extra layer!
May in Oregon should be mild weather in the 50s-70s. Night time can get cold though and there is always a possibility of rain. Extra cozy socks, a coat and a rain jacket are good ideas to have.