
Airbnb Market Analytics & Investment Insights
Yes — Winter Park, CO remains a reliable Airbnb market. The whole-market median is $67,166 in annual revenue at 38% occupancy and a $284 ADR. Review local regulation before purchase — see the rules section below.
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Score a specific Winter Park address against revenue, occupancy, and yield benchmarks.
Winter Park's ADR rises 96% from Oct ($228) to Feb ($448), but occupancy rises 7.2× in the same window. The revenue lever here is occupancy capture, not pricing — set rates competitively in shoulder months to maximize summer bookings, then push ADR aggressively in peak months when demand is inelastic.
| $259 |
| $40,511 |
3 Bedroom | 95 | 38% | $431 | $59,443 |
4 Bedroom | 48 | 34% | $670 | $83,761 |
5 BedroomRecommended | 15 | 44% | $964 | $156,439 |
Winter Park relies heavily on fly-in guests — demand may be more sensitive to airfare changes, airline route cuts, and economic downturns that reduce discretionary travel.
Annual average is 38%, rising to 70% in March and dipping to 7% in May.
March, February, March are peak months, with ADR averaging $346 and occupancy reaching 70% in March.
$789,108, up 0.15% year-over-year.
2 Bedrooms are the most popular property type with 136 active listings — strong balance of acquisition cost and revenue.
Top guest origin cities are Denver, CO (16.90% of bookings), Boulder, CO (3.24% of bookings), Fort Collins, CO (2.03% of bookings).
362 active short-term rental listings — split across studio (24), 1 bedroom (67), 2 bedroom (136), 3 bedroom (95), 4 bedroom (48), 5 bedroom (15).