Airbnb market dataThrough 458 listingsHow we measure
A typical active Airbnb in Winter Park, CO earned $60,294 in the 12 months to Sep 2026, with the median listing booked 29% of nights and an average nightly rate of $285 in Sep 2026.
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A typical active Winter Park Airbnb earned $60,294 in the 12 months to Sep 2026. The top 25% of listings averaged $77,603, about 1.3× that. The bottom 25%, which includes rarely booked listings, averaged $1,366.
$1.4k
Bottom 25% average
$60.3k
Typical listing
$77.6k
Top 25% average
2-bedroom homes are the most common in Winter Park (35% of listings).
| Bedrooms | Share of listings | Nightly rate | Occupancy | Est. revenue/yr |
|---|---|---|---|---|
| Studio | 7% | $159 | 36% | $20,976 |
| 1 bedroom | 20% | $185 | 35% | $23,521 |
| 2 bedrooms | 35% | $266 | 33% | $31,961 |
| 3 bedrooms |
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The best three months, Mar, Dec and Jan, brought in 40% of a typical Winter Park listing's revenue over the 12 months to Sep 2026.
Mar brings in 3.8× as much as Sep
Typical monthly revenue per listing, Oct 2025–Sep 2026
The median Winter Park home is worth $773,192 (Zillow, Aug 2026), up 0.4% in a year. At typical revenue that's a 7.8% gross yield, before the mortgage, taxes and running costs.
The 10 largest operators in Winter Park each ran 6 or more listings as of May 2025.
and 3 more
Winter Park ranks #2 of the 20 Colorado markets we track by gross yield.
| # | Market | Gross yield | Revenue/yr | Home value |
|---|---|---|---|---|
| 1 | Avon, CO | 8.5% | $106,238 | |
| 2 | Winter Park, CO (this market) | 7.8% | $60,294 | |
| 3 | Frisco, CO | 7.5% | $72,949 | |
| 4 | Arvada, CO | 7.2% |
None listed in Winter Park right now, so here are others in Colorado.
A typical active Airbnb in Winter Park, CO earned $60,294 in the 12 months to Sep 2026. The median listing was booked 29% of nights, and the average nightly rate was $285 in Sep 2026. Against a median home value of $773,192, that's a 7.8% gross yield before the mortgage, taxes and running costs.
A typical active listing earned $60,294 in the 12 months to Sep 2026. The top 25% of listings averaged $77,603 and the bottom 25% $1,366. Estimated by size: 1-bedroom about $23,521; 2-bedroom about $31,961; 3-bedroom about $39,919 and 4-bedroom about $55,936 a year.
The typical listing was booked 29% of nights in the 12 months to Sep 2026, from 65% in February to 9% in May.
Based on 458 Winter Park short-term rental listings tracked by Chalet, with data through Sep 2026. Home values come from the Zillow Home Value Index.
Airbnb data sites count different things. Some average every listing, including ones that are rarely booked; some use a whole metro area instead of the town; some use a calendar year. We show typical figures for active listings in Winter Park over the last 12 months, and label each number with what it counts. Compare like with like before comparing sites.
| 24% |
| $389 |
| 28% |
| $39,919 |
| 4 bedrooms | 12% | $613 | 25% | $55,936 |
|---|
| 5 bedrooms | 3% | $859 | 26% | $82,627 |
|---|
Estimated revenue = nightly rate × occupancy × 365, last 12 months.
| Month | Revenue | Occupancy | Nightly rate | Revenue a year earlier |
|---|---|---|---|---|
| Oct 2025 | $3,121 | 19% | $228 | |
| Nov 2025 | $5,022 | 33% | $282 | |
| Dec 2025 | $7,985 | 50% | $350 | |
| Jan 2026 | $7,552 | 57% | $333 | |
| Feb 2026 | $7,375 | 65% | $366 | |
| Mar 2026 | $8,419 | 62% | $384 | |
| Apr 2026 | $5,824 | 29% | $293 | |
| May 2026 | $3,366 | 9% | $247 | |
| Jun 2026 | $3,473 | 22% | $285 | |
| Jul 2026 | $3,443 | 35% | $308 | |
| Aug 2026 | $2,467 | 23% | $270 | |
| Sep 2026 | $2,246 | 22% | $277 |
Of guests from the top 10 cities, 0% live within a day's drive. Guests book 73 days ahead on average.
and 3 more
| $43,264 |
| 5 | Pagosa Springs, CO | 7.1% | $40,362 |
|---|
| 6 | Colorado Springs, CO | 6.5% | $28,559 |
|---|
| 7 | Grand Junction, CO | 6.4% | $27,119 |
|---|
| 8 | Estes Park, CO | 6.0% | $40,832 |
|---|
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March; December and January earned the most, bringing in 40% of a typical listing's revenue in the 12 months to Sep 2026.
$773,192 as of August 2026 (Zillow Home Value Index), up 0.4% in a year.
2-bedroom homes make up 35% of listings, earning an estimated $31,961 a year.
The top origin cities are Denver, CO (16.5% of guests); Boulder, CO (3.2% of guests) and Fort Collins, CO (2.1% of guests). Of guests from the top 10 cities, 0% live within a day's drive.
Chalet tracks 458 short-term rental listings in Winter Park, CO, with data through Sep 2026.
For education only, not financial, legal or investment advice. Full methodology
