Winter Park, CO Airbnb Market Data, Statistics, and Occupancy Rates

Winter Park Short-Term Rental Market Overview

Winter Park, CO offers investors access to a mountain resort market where ski season and summer tourism create distinct revenue peaks. With 629 active listings averaging $355 in daily rate and 49% occupancy—outperforming the Colorado state average of 45%—the market demonstrates steady demand across seasons. However, elevated home values averaging $1,426,080 mean investors need to be strategic about property selection to achieve attractive returns on a market-wide average annual revenue of $36,679.

Key Market Statistics

According to Rabbu market data, the Winter Park short-term rental market shows:

Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026.

Why Investors Consider Winter Park

Winter Park's combination of year-round mountain tourism and above-average occupancy draws investor attention, though high acquisition costs require careful deal sourcing to hit return targets.

Expert Market Assessment

"Winter Park represents a competitive opportunity where demand is proven but entry costs are high. The market's pronounced seasonality—March peaks at $5,250 in average revenue while April and May dip below $1,300—means investors need to price and plan for lean shoulder months. Properties with four or more bedrooms significantly outperform smaller units on both revenue and RevPAN, suggesting that investors willing to acquire larger homes can capture disproportionate returns. The ROI score of 47 out of 100 reflects this tension between strong demand fundamentals and a below-average revenue-to-price ratio driven by elevated property values."

— Rabbu Market Analysis Team

Key Airbnb Metrics & Trends in Winter Park

Average revenue by month in Winter Park

Winter Park's revenue cycle reveals a clear dual-peak pattern: March leads all months at $5,250 and July follows closely at $4,813, while the shoulder months of April ($1,212) and May ($1,087) represent the lowest earning periods—a nearly 5x spread that investors must plan for in their cash-flow models.

Active Airbnb listings by property size in Winter Park

Two-bedroom properties dominate supply with 231 listings (37% of the market), followed by 3-bedroom units at 131 and 1-bedrooms at 126. Larger properties with 4 and 5 bedrooms represent just 88 combined listings, suggesting less competition in the upper-tier segment where revenue potential is highest.

Average daily rate (ADR) by property size in Winter Park

ADR increases sharply with size, from $200 for studios to $820 for 5-bedroom properties—a 4x premium that reflects the group and family travel dynamics of a mountain resort market. The steepest jump occurs between 3 bedrooms ($425) and 4 bedrooms ($649), making that tier a potentially strong sweet spot for rate optimization.

Average RevPAN by property size in Winter Park

Revenue per available night climbs steadily with property size, from $92 for studios to $461 for 5-bedroom homes. The larger configurations deliver meaningfully higher RevPAN despite only slightly higher occupancy, indicating that the ADR premium more than compensates for any booking gaps.

Average occupancy rates by property size in Winter Park

Occupancy rates remain fairly consistent across property sizes, ranging from 46% for studios to 56% for 5-bedroom homes. The relatively narrow spread suggests that demand exists across all configurations, though the 5-bedroom segment's leading occupancy at 56% paired with its top-tier rates makes it especially compelling for cash-flow stability.

Average monthly revenue by property size in Winter Park

Monthly revenue scales dramatically with size: 5-bedroom properties average $10,985 per month compared to just $1,604 for studios—nearly a 7x difference. Even the jump from 2-bedroom ($2,727) to 3-bedroom ($4,307) represents a 58% increase, underscoring how each additional bedroom meaningfully boosts earning potential in this market.

Average annual revenue by property size in Winter Park

Five-bedroom properties lead annual revenue at $131,831, followed by 4-bedroom units at $88,103—both figures that can help offset Winter Park's elevated property prices. Studios and 1-bedrooms earning $19,250 and $23,168 respectively may struggle to cover costs on high-value mountain properties, steering the investment case toward larger homes.

Most common amenities for Airbnb listings in Winter Park

Kitchens (97%), parking (94%), and self check-in (92%) are near-universal, reflecting the baseline expectations of mountain vacation renters. Hot tubs appear in 89% of listings—a remarkably high rate that makes them essentially mandatory rather than a differentiator—while ski-in/ski-out access at 25% represents a premium feature that could set a property apart.

Understanding Winter Park's ROI Score: 47/100

Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.

How the ROI Score is Calculated

What This Means for Investors

Winter Park's ROI score of 47 out of 100 places it in the 'Competitive Opportunity' band, reflecting a market where demand is real but acquisition costs compress returns. The below-average revenue-to-price ratio—driven by home values averaging over $1.4 million—is the primary drag, while occupancy stability, market growth, and supply/demand balance all grade at average levels. Pairing this data with thorough local regulatory research and targeting higher-earning property sizes can help investors identify deals that outperform the market-wide averages.

Short-Term Rental Regulations in Winter Park

Understanding local STR regulations is essential before investing in Winter Park. Here's the current regulatory landscape:

Permit Requirements

The Town of Winter Park, Colorado may require a short-term rental permit or registration before listing a property on platforms like Airbnb. Investors should verify current permit requirements directly with the town's planning or licensing department, as regulations in Colorado mountain communities can evolve quickly.

Key Restrictions

Common restrictions in mountain resort communities like Winter Park include occupancy limits based on bedroom count, minimum-night stay requirements during certain seasons, noise ordinances, designated parking requirements, and potential HOA rules that may further limit or prohibit short-term rentals. Investors should review both municipal regulations and any homeowners' association covenants before purchasing.

Tax Obligations

Short-term rental operators in Colorado are typically subject to state sales tax, local lodging or accommodation taxes, and potentially county-level tourism taxes. Many booking platforms collect and remit some of these taxes automatically, but hosts should confirm their full obligation with the Colorado Department of Revenue and local tax authorities.

Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Winter Park can provide current regulatory guidance.

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Winter Park's dual-season appeal should continue to support demand, with ski months (December through March) and summer months (July and August) driving the bulk of revenue. Occupancy is expected to hold in the 47–52% range market-wide, while ADR may see modest increases of 2–4% as the resort area continues to attract both leisure travelers and remote workers. The 140% year-over-year growth in active listings suggests rising investor interest, which could tighten margins if supply outpaces demand growth. Investors entering now should focus on larger properties or ski-access locations that command premium nightly rates to stay ahead of increasing competition."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Winter Park, CO

What is the average Airbnb occupancy rate in Winter Park?

The average Airbnb occupancy rate in Winter Park is currently 49%, which is above the Colorado state average of 45%. Occupancy varies by property size, ranging from 46% for studios to 56% for 5-bedroom properties. Seasonal fluctuations also play a role, with winter ski months and summer attracting the most bookings.

How much do Airbnb hosts make in Winter Park?

On average, Airbnb hosts in Winter Park earn approximately $3,056 per month or $36,679 per year based on trailing 12-month historical data. Revenue varies significantly by property size—studios average around $19,250 annually while 5-bedroom properties can earn up to $131,831 per year. Peak months like March and July can generate over $4,800, while shoulder months like April and May may drop below $1,300.

Is Winter Park a good market for Airbnb investment?

Winter Park scores 47 out of 100 on Rabbu's ROI Score, placing it in the 'Competitive Opportunity' category. The market has strong demand and above-average occupancy, but high property values (averaging $1,426,080) compress the revenue-to-price ratio. Investors who target larger properties or those with ski-access amenities tend to see stronger returns, though selective deal sourcing is essential to make the numbers work.

What is the average daily rate (ADR) for Airbnb in Winter Park?

The average daily rate for Airbnb listings in Winter Park is $355, which is below the Colorado state average of $529. ADR scales substantially with property size: studios average $200 per night, while 5-bedroom properties command $820. This pricing dynamic rewards investors who can acquire and operate larger homes in the market.

Are short-term rentals legal in Winter Park?

Short-term rentals operate in Winter Park, CO, with 629 active Airbnb listings currently in the market. However, local regulations including permit requirements, occupancy limits, and zoning restrictions may apply. Investors should verify current rules with the Town of Winter Park and check for any HOA restrictions before purchasing a property for short-term rental use.

When is peak season for Airbnb in Winter Park?

Winter Park experiences two distinct peak seasons. The winter ski season is the strongest, with March leading at $5,250 in average monthly revenue, followed by January ($4,147), February ($3,992), and December ($4,027). Summer also performs well, with July averaging $4,813 and August at $4,055. The slowest months are April ($1,212) and May ($1,087) during the mud season shoulder period.

How many Airbnbs are there in Winter Park?

There are currently 629 active Airbnb listings in Winter Park as of April 2026. The market has seen significant growth, with a 140% year-over-year increase in active listings. Two-bedroom properties make up the largest share of supply at 231 listings, followed by 3-bedroom units (131) and 1-bedroom units (126).

How is Airbnb revenue calculated in Winter Park?

The annual and monthly revenue figures for Winter Park are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market—not a forward-looking projection. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and aggregate the results into a market-level historical average. Because each month uses its own historical performance data, the figures naturally reflect seasonal peaks like ski season and slower shoulder months. Individual host results can vary based on property quality, location, pricing strategy, and operational management.

About Rabbu Market Data

Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.

What this data includes

• Regularly updated active Airbnb and STR listing counts for the Winter Park market
• Historical occupancy rates, average daily rates, and RevPAN trends by property size
• Monthly and annual revenue estimates based on trailing 12-month booking performance
• Property value benchmarks sourced from the Zillow Home Value Index (ZHVI)
• Amenity prevalence data across active listings to identify guest expectations

Sources and disclaimers

Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Local regulations, permit requirements, and tax obligations may change; investors should verify current rules with municipal and state authorities before purchasing. Individual property results will vary based on location, condition, amenities, pricing strategy, and management quality.