Performance indicators for the Oakland short-term rental market based on reliable data.
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The highest-performing listings in Oakland.
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Generally Investor friendly
Oakland permits short‑term rentals under the county TVRU ordinance, but requires a $250 licensing fee, safety and parking compliance, occupancy caps (max 8 bedrooms), and state/county tax registration—moderate, clearly defined requirements rather than a prohibitive regime.
Local STR Agent
STR specialist · Oakland, MD
Oakland, Maryland is a small town located in Garrett County in the western part of the state. As of the latest census, the population of Oakland is approximately 1,900 residents. The town is situated about 180 miles west of the closest major city, Baltimore.
Oakland's charm lies in its rich history and close-knit community. It's an appealing destination for short-term rentals due to its picturesque landscapes, small-town feel, and proximity to natural attractions. One of the town's notable landmarks is the Garrett County Historical Museum, which provides insights into the region's heritage Garrett County Historical Museum.
Nature lovers frequently visit to explore the nearby Swallow Falls State Park, located just a short drive from Oakland. The park is home to Maryland's highest free-falling waterfall, Muddy Creek Falls Swallow Falls State Park.
Another key attraction is the Mountain Lake Park Historic District, showcasing Victorian-era architecture and offering a glimpse into the past with well-preserved buildings Mountain Lake Park Historic District.
Additionally, Deep Creek Lake, Maryland’s largest freshwater lake, is merely 15 minutes from Oakland. It offers an array of recreational activities including boating, fishing, and hiking, making it a perfect spot for vacationers Deep Creek Lake.
In summary, Oakland, MD, with its small population, historical landmarks, and close proximity to various outdoor activities, offers a unique and quaint setting for short-term rentals that caters to both history enthusiasts and nature lovers alike.