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Generally Investor friendly
STRs are permitted citywide and the only current requirement is a $100 business license plus transient room tax collected by platforms. Future city registration/occupancy rules are under consideration but state law caps permit fees at $150 and restricts heavy local limits, keeping compliance moderate and predictable.
Local STR Agent
STR specialist · Maysville, KY
Maysville sits in the northeastern corner of Kentucky as the seat of Mason County, perched on a scenic bluff above the Ohio River. With a population of approximately 9,000 residents, the city carries the look and feel of a 19th-century river port, with brick storefronts, Federal-style row houses, and sweeping river views that hint at its earlier importance as a trading hub. It is best known today for its preserved historic district, its ties to early bourbon-making, and as the hometown of singer and actress Rosemary Clooney. Maysville lies about 60 miles southeast of Cincinnati, with Lexington roughly 70 miles to the southwest, placing it within easy reach of two major Kentucky-Ohio urban centers.
A few minutes south of town, the Old Washington Historic District offers a self-contained step back into early Kentucky history. Once the original county seat, this small but well-preserved community features 19th-century taverns, homes, and shops set along brick sidewalks. Visitors can stroll the streets, browse small museums, and get a sense of what frontier Kentucky looked like during the era of the pioneers. The drive from Maysville is roughly ten minutes.
Closer to the heart of Maysville, the local bourbon heritage draws visitors traveling the broader Kentucky Bourbon Trail and its companion craft-tour routes. Old Pogue Distillery, founded by descendants of one of the area's earliest settler families, has helped anchor the city's place on the regional bourbon map, and several smaller craft producers operate in the surrounding countryside. Travelers can walk between tasting rooms, dine in historic inns, and trace the river commerce that once carried barrels down the Ohio.
For outdoor recreation, Carter Caves State Resort Park lies about 35 minutes to the east in neighboring Carter County. The park offers guided cave tours, hiking trails, horseback riding, and a resort lodge, making it a popular day-trip destination for families and nature lovers. Closer to town, the Ohio River itself provides walking paths, riverboat watching, and quiet spots along the local landing, where visitors can pause to watch the barges drift past the dramatic bluffs.
Maysville's appeal as a short-term rental base comes from its layered character: a walkable historic downtown, a working river port, easy access to bourbon country, and proximity to both the Cincinnati and Lexington metros. Visitors can spend mornings on the riverfront, afternoons exploring Old Washington or the local distilleries, and evenings at a downtown restaurant, all while staying in a town that feels genuinely rooted in Kentucky history. Its blend of small-city charm, regional tourism appeal, and convenient interstate access makes it a quietly compelling option for travelers seeking something beyond the standard Bourbon Trail stops.