Current permit-cap status, minimum-stay requirements, owner-occupancy rules, and jurisdiction breakdown for short-term rentals in Windham. Every field is cited to a primary source below. Always verify the specific parcel with the operating jurisdiction before writing an offer.
Town of Windham has no adopted STR ordinance; a 2021 draft (150-permit cap, 100 rental days/year) was withdrawn after community pushback and no new local law has been adopted since.
Have a specific property in mind? Analyze it with a $99 report →One of the most operator-friendly STR markets in the Catskills. No town permit, no cap, no minimum stay, no occupancy limit imposed locally. Investors should still (1) register with the NYS statewide STR registry once implementation is complete in Greene County, (2) collect and remit the Greene County occupancy tax, and (3) monitor the Town Board agenda - a future ordinance attempt is plausible given regional pressure. Neighboring Town of Hunter has actively studied STR regulation; Windham's posture could change with council turnover.
Short-term rentals in Windham are classified as permissive as of 2026-08-16. Town of Windham has no adopted STR ordinance; a 2021 draft (150-permit cap, 100 rental days/year) was withdrawn after community pushback and no new local law has been adopted since.
No. No town STR ordinance in force. STRs must still comply with Greene County occupancy tax collection and the New York State STR registry (per 2024 statewide STR law - implementation ongoing).
The primary source does not specify a minimum stay for short-term rentals.
Windham does not require owner-occupancy for short-term rental operators as of 2026-08-16. Verify the specific parcel with the operating jurisdiction before offering, as owner-occupancy rules interact with zoning overlays.
Contact the operating jurisdiction directly using the primary-source links published on this page. Zoning, HOA restrictions, and pending regulatory changes are parcel-specific and can override the citywide profile above. DepreciMax's $99 property report separately sizes the Year-1 §168(k) bonus depreciation deduction for a specific address, once regulatory clearance is confirmed.
Once you've verified the regulatory profile of a listing you're considering, run a $99 DepreciMax property report to size the actual Year-1 §168(k) bonus depreciation deduction. The report analyzes the listing photos to classify finishes as 5-year personal property, 15-year land improvements, or 39-year structural — producing a line-item estimate closely calibrated to a formal cost seg study.
Use the DepreciMax STR Regulations Database for the full top-50 market fleet — every market cited to a primary jurisdiction source, updated quarterly.
Not legal or tax advice. Short-term rental regulations change frequently and vary by parcel, zone, and HOA. The information on this page is a summary of publicly available primary sources as of 2026-08-16. Before acting — buying, listing, or operating a short-term rental in Windham — verify current rules with the operating jurisdiction and consult a local attorney and CPA.