A rare legal vacation rental in the heart of Healdsburg! Located just two blocks from Healdsburg Plaza, this charming 1880s two-bedroom, one-bath cottage offers the best of wine country living with walkability to world-class dining, shopping, and wineries. This beautifully updated home features a bright and inviting interior, complete with a cozy living room, dining area, and a stylish kitchen with copper countertops. A sunroom adds extra space for relaxation, while the covered front porch and private backyard provide wonderful outdoor living areas. The oversized garage offers flexible use, doubling as an excellent recreation or storage space while still functioning as a garage. The spacious yard provides plenty of room for a hot tub or cold plunge, allowing the new owner to create the ultimate wine country retreat. Investment Opportunity: This home is one of only a handful within Healdsburg's city limits with legal short-term rental zoning that will transfer to the new owner. A turnkey setup is available with most furnishings and decor offered for sale separately, making it an effortless investment property or a move-in-ready retreat. Don't miss this chance to own a prime piece of Healdsburg real estate with built-in income potential. Schedule a showing today!