Short-Term Rental Regulations
in Oakland, MD

Airbnb listings are allowed in Oakland, MD, but with restrictions. Short-term rentals (TVRUs) are limited to a maximum of eight bedrooms and an overnight occupancy of two persons per bedroom plus four additional persons. All living facilities must be within the principal structure, as no living quarters are permitted in accessory buildings, and rentals are defined as 14 days or less. A permit is required before you can host. These rules apply to all short-term rental platforms (Airbnb, Vrbo, Booking.com, etc.) — not just Airbnb specifically. See the official source linked on this page for full requirements. Last verified 2026-05-14.

Short-term rentals (TVRUs) are limited to a maximum of eight bedrooms and an overnight occupancy of two persons per bedroom plus four additional persons. All living facilities must be within the principal structure, as no living quarters are permitted in accessory buildings, and rentals are defined as 14 days or less.

Yes, a permit is required to operate a short-term rental in Oakland. 1. Submit a TVRU application and obtain a zoning permit ($50 fee) if changing the property use to a TVRU. 2. Schedule and pass an inspection of the rental unit through a rental agent. 3. Pay the required fees via cash or check, including a $50 registration fee, $200 license fee, and $150 Health Department fee.

1. Submit a TVRU application and obtain a zoning permit ($50 fee) if changing the property use to a TVRU. 2. Schedule and pass an inspection of the rental unit through a rental agent. 3. Pay the required fees via cash or check, including a $50 registration fee, $200 license fee, and $150 Health Department fee.

Vrbo is permitted in Oakland, MD under the same restrictions that apply to Airbnb — local rules govern the rental itself, not the specific platform. You must hold a valid permit before hosting on Vrbo. Last verified 2026-05-14.

Short-term rental hosts in Oakland are typically responsible for lodging, occupancy, and applicable sales taxes — these usually apply even where hosting is allowed without a permit. Rates and remittance rules vary by jurisdiction (state, county, and city can each levy a share); confirm the current rates with the official source linked on this page. Platforms such as Airbnb and Vrbo collect some taxes automatically, but the host remains liable for any not collected on their behalf.

We are not currently tracking any recent short-term rental ordinance changes for Oakland. STR rules change frequently — verify the current requirements with the city or county before listing, using the official source linked on this page.