City Watch
Short-term rental rules in Winter Park, CO
How Winter Park regulates short-term rentals: the rules that apply, their sources, and pending changes.
Short-term rentals here operate under a registration or permit system with ongoing operating rules.
- Registration plus business license, per unit, annual
- Special-use permit only for high-impact occupancy (20+)
- No numeric license cap
- No zoning exclusion
- No primary residence requirement
- Fire life safety inspection
- Escalating penalties; 2-year prohibition on 3rd offense
Based on: Winter Park Town Code Title 3 Ch.10 (STR Registration), Ord. 552 (2021), penalties amended Ord. 574 (2022)
Summary of the rule
Unlawful to operate/advertise an STR without registering with the Town Manager; per-unit, non-transferable
View the ordinance source ↗✓ Verified
Last reviewed Sep 8, 2026 · Sources · Report an error
Pending legislation
Monitoring Winter Park · system last checked Oct 25, 2026
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City Watch tracks changes from public sources — council agendas, state bills, local news — not a complete legal compendium.
A city permit is not the whole picture — HOA, condominium, deed, or lease rules may be stricter.
City Watch provides good-faith summaries of publicly available information as of the review date shown. Rules, enforcement, and permit availability can change, and summaries may contain errors or omissions. Ratings describe the general regulatory environment; they do not establish whether a particular property or stay is permitted. This is general information, not legal advice. Before buying, listing, or hosting, verify applicable requirements with the responsible authorities and review any HOA, condominium, deed, or lease restrictions.