POPULATION: INFO: Waterside County is located along the southeast of Douglas Island. The county is the most rural and remote of all Douglas Island counties. The county seat is the small fishing village of Dutton. The largest city in Waterside County is Durden. Dutton is the county seat, and Cherry Hill is an aspiring resort community to the south. The climate as a whole in Waterside County is wet. Rain prevails in this area, with clouds and fog. Summer often has a hard time reaching over 65, except in Cherry Hill were summers are significantly warmer.