Winchester Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Kentucky, United States
Is Airbnb profitable in Winchester in 2025? Explore comprehensive Airbnb analytics for Winchester, Kentucky, United States to uncover income potential. This 2025 STR market report for Winchester, based on AirROI data from April 2024 to March 2025, reveals key trends in the niche market of 38 active listings.
Whether you're considering an Airbnb investment in Winchester, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Winchester Airbnb data is crucial. Leveraging the low regulation environment is key to maximizing your short term rental income potential. Let's dive into the specifics.
Key Winchester Airbnb Performance Metrics Overview
Monthly Airbnb Revenue Variations & Income Potential in Winchester (2025)
Understanding the monthly revenue variations for Airbnb listings in Winchester is key to maximizing your short term rental income potential. Seasonality significantly impacts earnings. Our analysis, based on data from the past 12 months, shows that the peak revenue month for STRs in Winchester is typically April, while January often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Winchester across different performance tiers:
- Best-in-class properties (Top 10%) achieve $3,669+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $2,317 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $1,590 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $913, often with potential for optimization.
Average Monthly Airbnb Earnings Trend in Winchester
Winchester Airbnb Occupancy Rate Trends (2025)
Maximize your bookings by understanding the Winchester STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Septembersees the highest demand (peak season occupancy), while January experiences the lowest (low season). Effective strategies, like adjusting minimum stays or offering promotions, can boost occupancy during slower periods. Here's how different property tiers perform in Winchester:
- Best-in-class properties (Top 10%) achieve 85%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 65% or higher occupancy, suggesting good market fit and guest satisfaction.
- Typical properties (Median) have an occupancy rate around 44%.
- Entry-level properties (Bottom 25%) average 25% occupancy, potentially facing higher vacancy.
Average Monthly Occupancy Rate Trend in Winchester
Average Daily Rate (ADR) Airbnb Trends in Winchester (2025)
Effective short term rental pricing strategy in Winchester involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Winchester typically peaks in January and dips lowest during October. Leveraging Airbnb dynamic pricing tools or strategies based on this seasonality can significantly boost revenue. Here's a look at the typical nightly rates achieved:
- Best-in-class properties (Top 10%) command rates of $216+ per night, often due to premium features or locations.
- Strong performing properties (Top 25%) achieve nightly rates of $166 or more.
- Typical properties (Median) charge around $98 per night.
- Entry-level properties (Bottom 25%) earn around $74 per night.
Average Daily Rate (ADR) Trend by Month in Winchester
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Airbnb Seasonality Analysis & Trends in Winchester (2025)
Peak Season (April, May, June)
- Revenue averages $2,230 per month
- Occupancy rates average 45.9%
- Daily rates average $117
Shoulder Season
- Revenue averages $1,876 per month
- Occupancy maintains around 50.9%
- Daily rates hold near $119
Low Season (January, November, December)
- Revenue drops to average $1,323 per month
- Occupancy decreases to average 37.2%
- Daily rates adjust to average $122
Seasonality Insights for Winchester
- The Airbnb seasonality in Winchester shows moderate seasonality with distinct peak and low periods. While the sections above show seasonal averages, it's also insightful to look at the extremes:
- During the high season, the absolute peak month showcases Winchester's highest earning potential, with monthly revenues capable of climbing to $2,289, occupancy reaching a high of 57.0%, and ADRs peaking at $127.
- Conversely, the slowest single month of the year, typically falling within the low season, marks the market's lowest point. In this month, revenue might dip to $1,134, occupancy could drop to 31.2%, and ADRs may adjust down to $115.
- Understanding both the seasonal averages and these monthly peaks and troughs in revenue, occupancy, and ADR is crucial for maximizing your Airbnb profit potential in Winchester.
Seasonal Strategies for Maximizing Profit
- Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability.
- Low Season: Offer competitive pricing, special promotions (e.g., extended stay discounts), and flexible cancellation policies. Target off-season travelers like remote workers or budget-conscious guests.
- Shoulder Seasons: Implement dynamic pricing that balances peak and low rates. Target weekend travelers or specific events. Offer slightly more flexible terms than peak season.
- Regularly analyze your own performance against these Winchester seasonality benchmarks and adjust your pricing and availability strategy accordingly.
Best Areas for Airbnb Investment in Winchester (2025)
Exploring the top neighborhoods for short-term rentals in Winchester? This section highlights key areas, outlining why they are attractive for hosts and guests, along with notable local attractions. Consider these locations based on your target guest profile and investment strategy.
| Neighborhood / Area | Why Host Here? (Target Guests & Appeal) | Key Attractions & Landmarks |
|---|---|---|
| Historic Downtown | Charming area with rich history and beautifully preserved architecture. It attracts visitors looking for cultural experiences and local dining. | Bluegrass Heritage Museum, Clark County Courthouse, Winchester Opera House, Local shops and restaurants, Artisans and crafts fairs |
| Cedar Creek Lake | Scenic area popular for outdoor activities like fishing, boating, and hiking. Ideal for nature lovers and families seeking recreation. | Cedar Creek Lake, Cedar Creek Park, Local hiking trails, Fishing spots, Picnic areas |
| Buffalo Trace Distillery | Famous bourbon distillery offering tours and tastings. A must-visit for bourbon enthusiasts and those interested in local culture. | Buffalo Trace Distillery, Bourbon tasting experiences, Distillery tours, Historic landmarks nearby |
| Southeast Winchester | Residential area with proximity to parks and schools. Great for families visiting or relocating to the area. | Local parks, Schools and community centers, Family-friendly neighborhoods, Shopping centers |
| Winchester Industrial Park | Strategically located for business travelers and those visiting local businesses and factories. Suitable for extended stays for work-related trips. | Industrial facilities, Proximity to major highways, Corporate offices |
| College Park Area | Home to local colleges, attracting students and visiting families. Ideal for short-term rentals during the academic year and events. | Local colleges, Student activities, Community events, Nearby cafes and shops |
| The Red River Gorge | Natural area with stunning cliffs and rock formations, popular among adventure seekers and hikers. Great for eco-tourism. | Red River Gorge, Natural Bridge State Resort Park, Hiking and climbing spots, Scenic views |
| Cultural Arts District | Vibrant area with arts programs and events. Attracts visitors interested in arts, culture, and local community events. | Local art galleries, Theater and performance venues, Art festivals, Craft fairs |
Understanding Airbnb License Requirements & STR Laws in Winchester (2025)
While Winchester, Kentucky, United States currently shows low STR regulations, specific Airbnb license requirements might still exist or change. Always verify the latest short term rental regulations and Airbnb license requirements directly with local government authorities for Winchester to ensure full compliance before hosting.
(Source: AirROI data, 2025, finding no licensed listings among those analyzed)
Top Performing Airbnb Properties in Winchester (2025)
Benchmark your potential! Explore examples of top-performing Airbnb properties in Winchesterbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.
Family Farm Winchester/Lexington 20 min.*Game Room
Entire Place • 4 bedrooms
The Winchester
Entire Place • 4 bedrooms
River Relaxation -3king beds
Entire Place • 3 bedrooms
Life is Better On The River
Entire Place • 2 bedrooms
Artist’s Loft 2Bdr Winchester, near Lexington KY
Entire Place • 2 bedrooms
LenMar Farm Country Stay near Lexington KY
Entire Place • 2 bedrooms
Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.
Top Performing Airbnb Hosts in Winchester (2025)
Learn from the best! This table showcases top-performing Airbnb hosts in Winchester based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.
| Host Name | Properties | Grossing Revenue | Stay Reviews | Avg Rating |
|---|---|---|---|---|
| Amanda | 2 | $75,851 | 179 | 4.99/5.0 |
| Spencer | 3 | $67,912 | 282 | 4.87/5.0 |
| Wayne | 2 | $61,538 | 32 | 4.81/5.0 |
| Joseph | 3 | $49,410 | 68 | 4.70/5.0 |
| Robin | 2 | $47,380 | 265 | 4.96/5.0 |
| Wendy | 2 | $46,348 | 107 | 5.00/5.0 |
| Sidney + Austin | 1 | $39,333 | 64 | 4.73/5.0 |
| Barbara | 1 | $25,773 | 134 | 4.94/5.0 |
| Sherri | 1 | $25,556 | 46 | 4.98/5.0 |
| William | 1 | $23,822 | 90 | 4.81/5.0 |
Analyzing the strategies of top hosts, such as their property selection, pricing, and guest communication, can offer valuable lessons for optimizing your own Airbnb operations in Winchester.
Dive Deeper: Advanced Winchester STR Market Data (2025)
Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Winchester. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.
Explore Advanced MetricsWinchester Short-Term Rental Market Composition (2025): Property & Room Types
Room Type Distribution
Property Type Distribution
Market Composition Insights for Winchester
- The Winchester Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 100% of the 38 active rentals. This indicates strong guest preference for privacy and space.
- Looking at the property type distribution in Winchester, Outdoor/Unique properties are the most common (31.6%), reflecting the local real estate landscape.
- Houses represent a significant 31.6% portion, catering likely to families or larger groups.
- The presence of 7.9% Hotel/Boutique listings indicates integration with traditional hospitality.
Winchester Airbnb Room Capacity Analysis (2025): Bedroom Distribution
Distribution of Listings by Number of Bedrooms
Room Capacity Insights for Winchester
- The dominant room capacity in Winchester is 1 bedroom listings, making up 47.4% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
- Together, 1 bedroom and 2 bedrooms properties represent 73.7% of the active Airbnb listings in Winchester, indicating a high concentration in these sizes.
- A significant 23.7% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Winchester.
Winchester Vacation Rental Guest Capacity Trends (2025)
Distribution of Listings by Guest Capacity
Guest Capacity Insights for Winchester
- The most common guest capacity trend in Winchester vacation rentals is listings accommodating 4 guests (39.5%). This suggests the primary traveler segment is likely small families or groups.
- Properties designed for 4 guests and 6 guests dominate the Winchester STR market, accounting for 55.3% of listings.
- 26.3% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Winchester.
- On average, properties in Winchester are equipped to host 4.5 guests.
Winchester Airbnb Booking Patterns (2025): Available vs. Booked Days
Available Days Distribution
Booked Days Distribution
Booking Pattern Insights for Winchester
- The most common availability pattern in Winchester falls within the 181-270 days range, representing 31.6% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 60.5% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
- For booked days, the 91-180 days range is most frequent in Winchester (31.6%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 39.5% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.
Winchester Airbnb Minimum Stay Requirements Analysis
Distribution of Listings by Minimum Night Requirement
1 Night
20 listings
55.6% of total
2 Nights
15 listings
41.7% of total
4-6 Nights
1 listings
2.8% of total
Key Insights
- The most prevalent minimum stay requirement in Winchester is 1 Night, adopted by 55.6% of listings. This highlights the market's preference for shorter, flexible bookings.
- A strong majority (97.3%) of the Winchester Airbnb data shows acceptance of very short stays (1-2 nights), indicating a dynamic, high-turnover market.
Recommendations
- Align with the market by considering a 1 Night minimum stay, as 55.6% of Winchester hosts use this setting.
- Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Winchester.
Winchester Airbnb Cancellation Policy Trends Analysis (2025)
Flexible
12 listings
33.3% of total
Moderate
11 listings
30.6% of total
Firm
10 listings
27.8% of total
Strict
3 listings
8.3% of total
Cancellation Policy Insights for Winchester
- The prevailing Airbnb cancellation policy trend in Winchester is Flexible, used by 33.3% of listings.
- There's a relatively balanced mix between guest-friendly (63.9%) and stricter (36.1%) policies, offering choices for different guest needs.
- Strict cancellation policies are quite rare (8.3%), potentially making listings with this policy less competitive unless justified by high demand or property type.
Recommendations for Hosts
- Consider adopting a Flexible policy to align with the 33.3% market standard in Winchester.
- Using a Strict policy might deter some guests, as only 8.3% of listings use it. Evaluate if potential revenue protection outweighs possible lower booking rates.
- Regularly review your cancellation policy against competitors and market demand shifts in Winchester.
Winchester STR Booking Lead Time Analysis (2025)
Average Booking Lead Time by Month
Booking Lead Time Insights for Winchester
- The overall average booking lead time for vacation rentals in Winchester is 36 days.
- Guests book furthest in advance for stays during June (average 84 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in January (average 19 days), indicating more last-minute travel plans during this time.
- Seasonally, Summer (46 days avg.) sees the longest lead times, while Winter (26 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (36 days) as a baseline for your pricing and availability strategy in Winchester.
- For June stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 84 days out to capitalize on advance planning.
- Target marketing efforts for the Summer season well in advance (at least 46 days) to capture early planners.
- Monitor your own booking lead times against these Winchester averages to identify opportunities for dynamic pricing adjustments.
Popular & Essential Airbnb Amenities in Winchester (2025)
Amenity Prevalence
Amenity Insights for Winchester
- Essential amenities in Winchester that guests expect include: Free parking on premises, Air conditioning, TV, Heating, Smoke alarm. Lacking these (any) could significantly impact bookings.
- Popular amenities like Coffee maker, Dishes and silverware, Essentials are common but not universal. Offering these can provide a competitive edge.
Recommendations for Hosts
- Ensure your listing includes all essential amenities for Winchester: Free parking on premises, Air conditioning, TV, Heating, Smoke alarm.
- Prioritize adding missing essentials: Air conditioning, TV, Heating, Smoke alarm.
- Consider adding popular differentiators like Coffee maker or Dishes and silverware to increase appeal.
- Highlight unique or less common amenities you offer (e.g., hot tub, dedicated workspace, EV charger) in your listing description and photos.
- Regularly check competitor amenities in Winchester to stay competitive.
Winchester Airbnb Guest Demographics & Profile Analysis (2025)
Guest Profile Summary for Winchester
- The typical guest profile for Airbnb in Winchester consists of primarily domestic travelers (96%), often arriving from nearby Louisville, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
- Domestic travelers account for 95.6% of guests.
- Key international markets include United States (95.6%) and Canada (1.3%).
- Top languages spoken are English (84.4%) followed by Spanish (6.1%).
- A significant demographic segment is the Post-2000s (Gen Z/Alpha) group, representing 50% of guests.
Recommendations for Hosts
- Target domestic marketing efforts towards travelers from Louisville and Cincinnati.
- Tailor amenities and listing descriptions to appeal to the dominant Post-2000s (Gen Z/Alpha) demographic (e.g., highlight fast WiFi, smart home features, local guides).
- Highlight unique local experiences or amenities relevant to the primary guest profile.
- Consider seasonal promotions aligned with peak travel times for key origin markets.
Nearby Short-Term Rental Market Comparison
How does the Winchester Airbnb market stack up against its neighbors? Compare key performance metrics like average monthly revenue, ADR, and occupancy rates in surrounding areas to understand the broader regional STR landscape.
| Market | Active Properties | Monthly Revenue | Daily Rate | Avg. Occupancy |
|---|---|---|---|---|
| Crittenden | 13 | $4,224 | $247.39 | 54% |
| Simpsonville | 19 | $4,201 | $313.71 | 43% |
| Nicholasville | 22 | $3,931 | $353.86 | 43% |
| Lancaster | 21 | $3,798 | $294.01 | 37% |
| Frenchburg | 36 | $3,791 | $285.08 | 42% |
| Lawrenceburg | 52 | $3,720 | $253.47 | 46% |
| Shelbyville | 69 | $3,533 | $315.70 | 42% |
| La Grange | 19 | $3,518 | $308.81 | 49% |
| Caryville | 14 | $3,458 | $309.70 | 38% |
| Rogers | 103 | $3,447 | $236.00 | 45% |