Can you Airbnb in Pleasant Valley, NY?

What the rules say in Pleasant Valley

• Sec. 75-1 (L.L. No. 6-2025, adopted 6-2-2025): defines a Short-Term Rental as any portion of a dwelling unit rented for compensation for fewer than 30 consecutive days WHILE the Owner is present on the property overnight; excludes B&Bs, boardinghouses, hotels, motels, and month-to-month tenancies.
• Sec. 75-2(B): the property owner must be on site overnight each night of the rental; any rental where the owner is not on site overnight is not deemed a Short-Term Rental (i.e., non-owner-occupied whole-home STRs are not permitted under this chapter).
• Sec. 75-2(C)-(E): a revocable Short-Term Rental permit is required before advertising or renting; limited to one permit per owner per one-year cycle; valid one year, renewal due 60 days before expiration; not transferable to a new owner.
• Sec. 75-2(F): the Town Board caps the number of STR permits town-wide; the initial cap is 25 permits, granted first-come-first-served.
• Sec. 75-3(A): applications go to the Code Enforcement Officer with a nonrefundable fee and must include signatures of all owners, an inspection authorization, certified floor plan and plot plan, and a current Dutchess County Hotel Occupancy Tax Certificate (Sec. 75-3(A)(7)).
• Sec. 75-4(A)(12)-(13): maximum occupancy is 2 people per bedroom shown on the floor plan, never more than 8 people total, further limited by verified septic capacity; Sec. 75-4(A)(15) requires a septic inspection within 90 days before initial application and pump-out/inspection every two years thereafter.
• Sec. 75-4(A)(10): minimum of one off-road parking space per bedroom shown on the floor plan.
• Sec. 75-4(C): proof of property insurance plus a liability certificate rating the premises as a Short-Term Rental must be maintained for the permit term.
• Sec. 75-5(B): the Code Enforcement Officer must inspect the property within 30 days of a completed application before a permit issues; Sec. 75-7(C) requires re-inspection at each annual renewal.
• Sec. 75-10(C): advertising an entire dwelling for rent without an owner on the property creates a presumption the rental does not conform to the chapter; listing on Airbnb/VRBO for under 30 days creates a presumption of STR use (Sec. 75-10(A)).
• Sec. 75-9(C): violations are a misdemeanor punishable by a fine up to $1,000, with each week a separate violation and fines doubled for subsequent violations; Sec. 75-9(A)(5) bars re-permitting the property for three years after a revocation.
• Local Law No. 6-2025 Section 5 (amending Zoning Ch. 98, Sec. 98-103): a residential unit may not be rented for transient occupancy under 30 days unless permitted under Chapter 75; an un-permitted under-30-day rental is deemed a 'Lodging Facility' (hotel/motel-class use) rather than a residential use.

Sources: Town of Pleasant Valley Code Chapter 75: Short-Term Rentals (eCode360, adopted 6-2-2025 by L.L. No. 6-2025); Town of Pleasant Valley Town Board packet 5-19-2025 with full text of the STR local law (Chapter 75 + Chapter 98 zoning amendment); Town of Pleasant Valley official notice: Proposed Short Term Rental Law (public hearing April 7, 2025). Last reviewed 2026-07.