Grandfathered, transferable Short-Term Rental license for the furnished, cottage plus a furnished month-to-month ADU above the garage/workshop--two legal income streams in one prime location. The Cottage is a fully remodeled 1910 Craftsman bungalow, refreshed head-to-toe in 2023. This light-filled 1-bed, 1-bath home features modern comforts, mini-split heating & cooling, multiple decks, and a charming covered porch. This property can sleep up to four guests. The property's separate ADU was built from the ground up in 2024/2025. The second story features a month to month rental unit w/ soaring ceilings, king-size bedroom, balcony, full kitchen, and in-unit laundry. The large windows allow natural light in from all sides. The ground floor garage hosts a working studio that is locked out to the above apartment. The garage features a half bath, utility sink, & natural light. This property provides a unique blend of character, flexibility, and proven rental appeal in the heart of Bend.