Winchester, Tennessee Airbnb Market Data 2026: STR Report & Statistics
How much can you earn on Airbnb in Winchester, Tennessee? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $41,397 per year — at a $415 nightly rate, 35.4% occupancy, and a $152 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.
At 158 active listings, Winchester is a boutique market where moderate demand with room for well-positioned listings to outperform. Supply grew 100.0% over the past year, yet revenue and nightly rates both trended upward — a signal that traveler demand is outpacing new inventory rather than being diluted by it. For hosts, pricing power remains intact even as competition increases.
Regulation is low with minimal registration requirements, pointing to an operator-friendly environment. In a market this size, differentiated listings with strong reviews can capture outsized returns relative to the competition.
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What Are the Key Airbnb Metrics in Winchester?
In Winchester, the headline Airbnb metrics are $41,397 in average annual revenue,35.4% occupancy, $415 ADR, and $152 in RevPAR, and guests book about 59 days in advance.
How Much Do Airbnb Hosts Earn Monthly in Winchester?
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 July, while February 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 $8,920+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $6,005 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $3,357 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $1,715, often with potential for optimization.
Average Monthly Airbnb Earnings Trend in Winchester
What Is the Monthly Airbnb Occupancy Rate in Winchester?
Maximize your bookings by understanding the Winchester STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Julysees 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 68%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 51% or higher occupancy, suggesting good market fit and guest satisfaction.
- Typical properties (Median) have an occupancy rate around 34%.
- Entry-level properties (Bottom 25%) average 18% occupancy, potentially facing higher vacancy.
Average Monthly Occupancy Rate Trend in Winchester
What Is the Average Airbnb Nightly Rate in Winchester?
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 June and dips lowest during April. 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 $672+ per night, often due to premium features or locations.
- Strong performing properties (Top 25%) achieve nightly rates of $477 or more.
- Typical properties (Median) charge around $343 per night.
- Entry-level properties (Bottom 25%) earn around $250 per night.
Average Daily Rate (ADR) Trend by Month in Winchester
What Is the RevPAR for Airbnb in Winchester?
RevPAR in Winchester is currently $152. Because RevPAR combines nightly rates with realized occupancy, it is one of the cleanest ways to compare how efficiently listings turn demand into revenue across the market.
- Entry-level properties (Bottom 25%) see $75 RevPAR.
- Typical properties (Median) generate $122 RevPAR.
- Strong performers (Top 25%) earn $192 RevPAR.
- Best-in-class (Top 10%) achieve $272 RevPAR.
Average Monthly RevPAR Trend in Winchester
RevPAR Insights for Winchester
- The average RevPAR in Winchester is $152. This metric combines nightly rates with realized occupancy, making it one of the best single-number indicators of market efficiency.
- The gap between the top 10% ($272) and bottom 25% ($75) is $197, indicating significant performance disparity driven by property quality, pricing strategy, and location.
- RevPAR peaks in Jul and bottoms out in Feb, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.
Recommendations for Hosts
- Track your own RevPAR monthly against these Winchester benchmarks. If your RevPAR falls below the median of $122, examine whether low occupancy or low ADR is the primary drag.
- Top-quartile listings achieve $192+ RevPAR through a combination of competitive pricing, strong reviews, and strategic amenities. Target this tier through incremental improvements.
- Use RevPAR rather than revenue alone when comparing properties of different sizes — it normalizes for available nights and gives a more accurate picture of performance.
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When Is the Peak Season for Airbnb in Winchester?
Winchester's peak Airbnb season falls in July, June, August, while the softest stretch is January, February, April. Overall, the market shows highly seasonal trends requiring careful strategy, which should guide pricing, minimum stays, and cash-flow planning.
Peak Season (July, June, August)
- Revenue averages $7,202 per month
- Occupancy rates average 47.5%
- Daily rates average $440
Shoulder Season
- Revenue averages $4,167 per month
- Occupancy maintains around 35.4%
- Daily rates hold near $390
Low Season (January, February, April)
- Revenue drops to average $2,761 per month
- Occupancy decreases to average 27.0%
- Daily rates adjust to average $366
Seasonality Insights for Winchester
- Airbnb seasonality in Winchester is pronounced. Revenue swings sharply between peak and low months, which means pricing strategy, minimum-stay settings, and cash reserves all need to account for extended slower periods.
- During the high season, the absolute peak month showcases Winchester's highest earning potential, with monthly revenues climbing to $8,251, occupancy reaching 51.2%, and ADRs peaking at $455.
- Conversely, the slowest single month marks the market's lowest point — revenue may dip to $2,323, occupancy could drop to 25.0%, and ADRs may adjust to $349.
- Lower occupancy paired with meaningful seasonality means hosts in Winchester need to maximize every peak-season booking and seriously consider whether off-season pricing adjustments or minimum-stay changes can capture incremental revenue.
Seasonal Strategies for Maximizing Profit
- Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability and consider tightening cancellation policies to reduce last-minute gaps.
- Low Season: Offer competitive pricing, extended-stay discounts, and flexible cancellation policies. Target off-season travelers like remote workers, budget-conscious guests, and travelers with flexible schedules.
- Shoulder Seasons: Implement dynamic pricing that bridges peak and low rates. Target weekend travelers, local events, and business visitors. Slightly more flexible terms than peak season can help maintain occupancy without deep discounting.
- In a highly seasonal market like Winchester, building a cash reserve during the top months is essential for covering fixed costs during the slow period. Automated pricing tools can help capture demand shifts in real time.
Do You Need a License for Airbnb in Winchester?
Low regulation and minimal registration activity in Winchester, Tennessee, United States point to an operator-friendly environment. That said, even low-regulation markets may have tax collection requirements, safety standards, or HOA rules that affect short-term rental operations. 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, 2026, based on 1% licensed listings)
What Are the Best Neighborhoods for Airbnb in Winchester?
Winchester is a smaller vacation rental market where a handful of neighborhoods drive most of the booking activity. Choosing the right area is especially important in boutique markets — there is less room for a mediocre location to succeed on volume alone. The areas below highlight where short-term rental demand is strongest and why.
| Neighborhood / Area | Why Host Here? (Target Guests & Appeal) | Key Attractions & Landmarks |
|---|---|---|
| Downtown Winchester | The heart of Winchester with charming historic architecture and local eateries, making it a cozy stay for families and tourists. | Franklin County Historical Museum, Auburnlands Farm, Clyde's Tavern, Local shops and boutiques |
| Tims Ford Lake | A beautiful lake area perfect for outdoor enthusiasts, known for fishing, boating, and nature trails, appealing to those seeking a retreat. | Tims Ford State Park, Tims Ford Marina, Fishing spots, Scenic picnic areas |
| Old Town Winchester | Rich in history and culture with preserved historic buildings and quaint streets, it offers guests a unique local experience away from the hustle. | Winchester Depot District, Local galleries and shops, Walking tours, Historical landmarks |
| Winchester City Park | A pleasant park area with recreational facilities, great for families, with picnic areas and walking trails, making it a family-friendly destination. | City Park playground, Walking and biking trails, Community events |
| Lakeview Area | A serene area near the lake with spacious properties that can accommodate larger groups looking for a peaceful getaway with stunning views. | Lakeside views, Fishing and boating access, Nearby trails |
| Jim B. Hess Park | A charming neighborhood park perfect for families, with playgrounds and sports facilities, appealing to short-term family visits. | Picnic areas, Sports fields, Playground, Community events |
| Broadway Street | A main thoroughfare that features local shops, cafes, and restaurants, ideal for tourists looking to explore local flavor and culture. | Local diners and coffee shops, Boutique stores, Cultural events |
| Winchester Golf Course | A golf-centric area appealing to golf enthusiasts traveling for leisure, combining relaxation with sport. | Winchester Golf Course, Pro shop, Clubhouse dining, Scenic views |
With 8 distinct neighborhoods showing meaningful short-term rental activity, Winchester offers diversification within a single market. Investors can tailor their strategy — from high-turnover tourist zones to quieter residential areas that attract longer stays and remote workers.
What Types of Properties Are on Airbnb in Winchester?
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 158 active rentals. This indicates strong guest preference for privacy and space.
- Looking at the property type distribution in Winchester, House properties are the most common (89.2%), reflecting the local real estate landscape.
- Houses represent a significant 89.2% portion, catering likely to families or larger groups.
Winchester Airbnb Room Capacity Analysis (2026): Bedroom Distribution
Distribution of Listings by Number of Bedrooms
Room Capacity Insights for Winchester
- The dominant room capacity in Winchester is 4 bedrooms listings, making up 34.2% of the market. This suggests a strong demand for properties suitable for families or small groups.
- Together, 4 bedrooms and 3 bedrooms properties represent 64.6% of the active Airbnb listings in Winchester, indicating a high concentration in these sizes.
- A significant 85.5% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Winchester.
Winchester Vacation Rental Guest Capacity Trends (2026)
Distribution of Listings by Guest Capacity
Guest Capacity Insights for Winchester
- The most common guest capacity trend in Winchester vacation rentals is listings accommodating 8+ guests (74.7%). This suggests the primary traveler segment is likely larger groups.
- Properties designed for 8+ guests and 6 guests dominate the Winchester STR market, accounting for 84.8% of listings.
- 88.6% 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 7.3 guests.
How Do Listings in Winchester Compare on Quality?
Listing quality in Winchester can be approximated through presentation depth, bedroom count, and how often hosts disclose exact locations. These signals show how professionally the local supply base is merchandised.
Listing Quality Insights for Winchester
- At 46.8 photos per listing on average, Winchester hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
- 29.1% of listings show their exact location. Lower disclosure rates can increase booking hesitation — guests want to know exactly where they are staying.
Recommendations for Hosts
- Enable exact location if possible — it removes a common source of guest uncertainty and can improve your listing's position in map-based searches.
- Use these quality indicators as a self-audit checklist. Listings that exceed the Winchester averages across all three metrics are better positioned for premium pricing.
What Amenities Do Airbnb Guests Expect in Winchester?
Amenity Prevalence
Amenity Insights for Winchester
- Essential amenities in Winchester that guests expect include: Free parking on premises, Air conditioning, Wifi, TV, Smoke alarm, Kitchen, Heating, Washer. Lacking these (any) could significantly impact bookings.
- Popular amenities like Hot water, Dryer 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, Wifi, TV, Smoke alarm, Kitchen, Heating, Washer.
- Prioritize adding missing essentials: Free parking on premises, Air conditioning, Smoke alarm, Kitchen, Heating, Washer.
- Consider adding popular differentiators like Hot water or Dryer 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.
Which Airbnb Amenities Boost Revenue in Winchester?
Not every amenity matters equally. This table focuses on the amenities most associated with higher revenue in Winchester, which makes it more useful for prioritizing upgrades than a simple popularity list alone.
| Amenity | Prevalence | Revenue With | Revenue Without | Revenue Uplift |
|---|---|---|---|---|
Heating | 96.8% | $42,523 | $6,948 | 512.0% |
Washer | 95.6% | $42,728 | $12,692 | 236.7% |
BBQ grill | 86.7% | $45,307 | $15,891 | 185.1% |
Pool tableHigh opportunity | 8.2% | $93,234 | $36,750 | 153.7% |
Fire extinguisher | 89.9% | $44,098 | $17,432 | 153.0% |
Cooking basics | 89.2% | $44,206 | $18,104 | 144.2% |
Pack ’n play/Travel crib | 50.0% | $58,682 | $24,113 | 143.4% |
Carbon monoxide alarm | 85.4% | $45,108 | $19,619 | 129.9% |
Iron | 72.8% | $48,327 | $22,864 | 111.4% |
Outdoor showerHigh opportunity | 3.8% | $83,766 | $39,725 | 110.9% |
Revenue Impact Insights for Winchester
- Heating tops the revenue impact list with a 512.0% uplift — listings with this amenity earn $42,523 vs. $6,948 without it.
- High-opportunity amenities — Pool table, Outdoor shower — combine revenue uplift above 100% with prevalence under 10%, meaning most competitors haven't adopted them yet.
- Heating, Washer, BBQ grill, Fire extinguisher, Cooking basics, Carbon monoxide alarm — while widespread — still correlate with meaningful revenue gains, making them table stakes rather than true differentiators.
Recommendations for Hosts
- Prioritize adding Pool table — it has the best combination of high revenue impact and low market saturation in Winchester.
- Focus your upgrade budget on amenities in the top half of this table. Below-median amenities may improve guest experience but contribute less to revenue growth.
- Highlight revenue-impacting amenities prominently in your listing title, photos, and description — guests can't value what they don't notice.
Dive Deeper: Advanced Winchester STR Market Data (2026)
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 Airbnb Guest Demographics & Profile Analysis (2026)
Guest Profile Summary for Winchester
- The typical guest profile for Airbnb in Winchester consists of primarily domestic travelers (99%), often arriving from nearby Nashville, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
- Domestic travelers account for 98.6% of guests.
- Key international markets include United States (98.6%) and Germany (0.3%).
- Top languages spoken are English (78.2%) followed by Spanish (11.5%).
- 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 Nashville and Franklin.
- 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.
What Are Airbnb Guest Ratings in Winchester?
Listings in Winchester average 4.92 out of 5 overall, with about 37.6 reviews per active listing and 54.4% of listings carrying the Guest Favorite badge.
Rating Breakdown by Category
Guest Rating Insights for Winchester
- With an overall rating of 4.92, Winchester listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
- The strongest subcategory is Check-in (4.95), while Value (4.86) trails behind — a useful signal for hosts looking to prioritize upgrades.
- 54.4% of listings carry the Guest Favorite badge, a strong trust signal that can meaningfully lift click-through and booking rates.
Recommendations for Hosts
- Focus improvement efforts on Value — even small gains in the weakest subcategory can lift overall ratings and search ranking.
- Encourage guests to leave reviews after checkout. Listings with more reviews rank higher in search results and convert browsers into bookers more effectively.
Winchester Airbnb Booking Patterns (2026): 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 271-366 days range, representing 51.9% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 86.1% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
- For booked days, the 31-90 days range is most frequent in Winchester (34.8%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 15.8% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.
How Far in Advance Do Guests Book Airbnb in Winchester?
Average Booking Lead Time by Month
Booking Lead Time Insights for Winchester
- The overall average booking lead time for vacation rentals in Winchester is 59 days.
- Guests book furthest in advance for stays during June (average 83 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in February (average 25 days), indicating more last-minute travel plans during this time.
- Seasonally, Summer (75 days avg.) sees the longest lead times, while Winter (31 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (59 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 83 days out to capitalize on advance planning.
- Target marketing efforts for the Summer season well in advance (at least 75 days) to capture early planners.
- Monitor your own booking lead times against these Winchester averages to identify opportunities for dynamic pricing adjustments.
What Is the Average Length of Stay for Airbnb in Winchester?
Guests in Winchester stay about 3.8 nights on average, generating roughly 3,879 reservations and 24.6 bookings per listing in the latest AirROI dataset. The most common check-in time is 3:00 PM and check-out is 10:00 AM.
Monthly Length of Stay in Winchester
Check-in Time Distribution
Check-out Time Distribution
Stay Pattern Insights for Winchester
- A mid-range stay length points to leisure-driven demand — weekend getaways and short vacations. Hosts should optimize for quick turnover efficiency while keeping the guest experience smooth.
- At 24.6 bookings per listing, the turnover rate is high. Hosts with streamlined operations (self-check-in, automated messaging, reliable cleaners) have a structural advantage.
- Stay lengths peak in Mar (4.4 nights) and shorten in Feb (2.8 nights). Adjust minimum-night requirements seasonally to match.
Recommendations for Hosts
- With shorter average stays, focus on streamlining turnover. Self-check-in, reliable cleaning crews, and pre-staged amenities can reduce per-booking operational costs.
- Set your check-in time to match or beat the market standard of 3:00 PM. Offering early check-in flexibility can be a low-cost differentiator.
- Monitor length-of-stay seasonality to adjust minimum-night requirements — longer minimums during peak periods maximize revenue while shorter minimums fill gaps in shoulder seasons.
Winchester Airbnb Minimum Stay Requirements Analysis
Distribution of Listings by Minimum Night Requirement
1 Night
27 listings
17.1% of total
2 Nights
83 listings
52.5% of total
3 Nights
8 listings
5.1% of total
4-6 Nights
2 listings
1.3% of total
30+ Nights
38 listings
24.1% of total
Key Insights
- The most prevalent minimum stay requirement in Winchester is 2 Nights, adopted by 52.5% of listings. This highlights the market's preference for shorter, flexible bookings.
- A strong majority (69.6%) of the Winchester Airbnb data shows acceptance of very short stays (1-2 nights), indicating a dynamic, high-turnover market.
- A significant segment (24.1%) caters to monthly stays (30+ nights) in Winchester, pointing to opportunities in the extended-stay market.
Recommendations
- Align with the market by considering a 2 Nights minimum stay, as 52.5% of Winchester hosts use this setting.
- If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 17.1% currently do.
- A 2-night minimum appears standard (52.5%). Consider this for weekends or peak periods.
- Explore offering discounts for stays of 30+ nights to attract the 24.1% of the market seeking extended stays.
- 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 (2026)
Super Strict 30 Days
1 listings
0.6% of total
Super Strict 60 Days
2 listings
1.3% of total
Flexible
17 listings
10.9% of total
Moderate
33 listings
21.2% of total
Firm
88 listings
56.4% of total
Strict
15 listings
9.6% of total
Cancellation Policy Insights for Winchester
- The prevailing Airbnb cancellation policy trend in Winchester is Firm, used by 56.4% of listings.
- A majority (66.0%) of hosts in Winchester utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.
- Strict cancellation policies are quite rare (9.6%), potentially making listings with this policy less competitive unless justified by high demand or property type.
Recommendations for Hosts
- Consider adopting a Firm policy to align with the 56.4% market standard in Winchester.
- Using a Strict policy might deter some guests, as only 9.6% 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.
How Much Are Airbnb Cleaning Fees in Winchester?
Cleaning fees in Winchester are meaningful operating levers, not just pass-through charges. What matters most is how often hosts charge them, how high they run relative to market norms, and how large a share of gross revenue they consume.
Cleaning Fee Insights for Winchester
- 96.8% of listings charge a cleaning fee, making it standard practice in Winchester. Guests expect it and factor it into their booking decisions.
- The average cleaning fee of $222 is close to the median ($225), suggesting a relatively consistent fee structure across the market.
- Cleaning fees represent 14.5% of gross revenue on average — a significant line item that impacts total guest cost and competitiveness.
Recommendations for Hosts
- Price your cleaning fee competitively against the Winchester median of $225. Fees significantly above market norms can deter bookings, especially for shorter stays.
- Consider whether bundling the cleaning fee into a slightly higher nightly rate might improve conversion, since many guests filter by total price and separate fees can feel punitive.
- Monitor competitor cleaning fees regularly. Airbnb's search algorithm factors in total price, so a well-calibrated cleaning fee can improve your listing's ranking.
What Do the Top Airbnb Listings in Winchester Look Like?
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.
Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre
Entire Place • 7 bedrooms
Deluxe 5BR Lakefront Home - 2 Docks & Boat Ramp
Entire Place • 5 bedrooms
Best Views on Lake, TIki Hut, Boat Rental + More
Entire Place • 5 bedrooms
*Rare Find* Best Lot with Dock and Views on Lake
Entire Place • 5 bedrooms
Grand Lakeview: Double decker dock, Fire Pit, Spa
Entire Place • 6 bedrooms
Beautiful Tim's Ford Lake House (Sleeps 20)
Entire Place • 7 bedrooms
Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.
Who Are the Top Airbnb Hosts in Winchester?
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 |
|---|---|---|---|---|
| Freedom Property Management | 34 | $2,586,999 | 1499 | 4.97/5.0 |
| Twin Creeks Rentals | 14 | $537,792 | 91 | 4.89/5.0 |
| Tara | 5 | $216,368 | 117 | 4.94/5.0 |
| Evolve | 6 | $195,163 | 207 | 4.88/5.0 |
| Sophia | 1 | $186,079 | 67 | 5.00/5.0 |
| Melissa | 1 | $140,382 | 59 | 4.95/5.0 |
| John | 6 | $138,496 | 146 | 4.92/5.0 |
| David | 1 | $135,376 | 102 | 4.96/5.0 |
| Paul | 4 | $120,995 | 331 | 4.76/5.0 |
| Julie | 1 | $91,590 | 59 | 4.93/5.0 |
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.
Who Are the Airbnb Hosts in Winchester?
Winchester is a quality-focused market, with a high Superhost share and fairly mature operating standards.
Host Profile Insights for Winchester
- With 65.8% Superhosts, Winchester has an experienced host base that sets high guest expectations. New entrants should plan for competitive quality standards.
- 19.6% of listings are professionally managed, reflecting a market still dominated by individual hosts.
- 8.2% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
- 69.6% of listings use Airbnb's simplified pricing (host-only fee), where the host pays the entire platform service fee and the guest sees one all-in price with no separate Airbnb service charge. High adoption signals a professional, PMS-connected host base — Airbnb mandates simplified pricing for software-connected listings.
Recommendations for Hosts
- Consider enabling Instant Book — it reduces booking friction and Airbnb's algorithm tends to favor Instant Book listings in search results.
- With 17.1% cohosted listings, there may be a growing local market for property management services.
- Benchmark your host metrics against these Winchester averages regularly and adjust your hosting strategy based on what top performers do differently.
Top Professional Management Companies in Winchester
These are the highest-grossing professional property management operations in Winchester, ranked by total revenue across their portfolio. Their performance metrics offer a benchmark for what institutional-level hosting looks like in this market.
| Company | Listings | Revenue | ADR | Occ. | Rating |
|---|---|---|---|---|---|
| Freedom Property Management | 34 | $2,586,999 | $476 | 48.9% | 4.97/5 |
| Evolve | 6 | $195,163 | $318 | 37.4% | 4.88/5 |
| Sophia | 1 | $186,079 | $924 | 49.3% | 5.00/5 |
| Paul | 4 | $120,995 | $234 | 35.2% | 4.76/5 |
| Veronica | 2 | $59,636 | $396 | 30.2% | 4.83/5 |
| Christie | 1 | $42,821 | $432 | 35.5% | 5.00/5 |
| Eddie | 1 | $39,766 | $376 | 27.6% | 4.96/5 |
| Chris | 1 | $33,463 | $635 | 39.1% | 5.00/5 |
| Amy | 1 | $6,758 | $1,181 | 9.8% | 4.95/5 |
| Evolve | 1 | $3,435 | $278 | 8.5% | 4.83/5 |
Management Company Insights for Winchester
- The leading management company, Freedom Property Management, operates 34 listings with $2,586,999 in gross revenue — a useful benchmark for what scale looks like in Winchester.
- Top managers average 5 properties each, suggesting professional management in Winchester still operates at a relatively boutique scale.
- Professionally managed listings in the top tier average 4.92/5 in guest ratings — demonstrating that scale and quality can coexist.
Recommendations
- With only 19.6% of listings professionally managed, there may be an opportunity to differentiate through more structured operations and consistent guest experiences.
- Study how top management companies price, position, and maintain their portfolios — their ADR and occupancy rates reflect strategies refined across dozens of listings.
- If you're considering hiring a property manager, compare their portfolio performance against these benchmarks before committing.
How Does Winchester's Airbnb Market Compare to Nearby Cities?
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.
Compared with Franklin, Winchester has 13 percentage points lower occupancy and about $108 higher ADR. That helps frame whether this market is winning more on demand, pricing, or both.
| Market | Active Properties | Monthly Revenue | Daily Rate | Avg. Occupancy |
|---|---|---|---|---|
| Arley | 43 | $4,879 | $554.36 | 36% |
| Brentwood | 14 | $4,775 | $615.93 | 47% |
| Bremen | 24 | $4,490 | $601.00 | 33% |
| Berry Hill | 137 | $4,287 | $342.68 | 44% |
| Nashville-Davidson | 6,010 | $3,863 | $336.98 | 44% |
| Franklin | 399 | $3,827 | $307.47 | 48% |
| Thompson's Station | 33 | $3,768 | $332.54 | 42% |
| Cedar Bluff | 38 | $3,732 | $388.33 | 33% |
| Lookout Mountain | 83 | $3,701 | $334.92 | 46% |
| Pegram | 18 | $3,690 | $268.05 | 45% |
Frequently Asked Questions About Airbnb in Winchester
These quick answers summarize the most common investor and operator questions using AirROI's latest market data for Winchester.
How much do Airbnb hosts make in Winchester?
Winchester hosts earn about $41,397 per year on average, with an average nightly rate of $415 and RevPAR of $152. Those figures describe the typical revenue environment for active listings in Winchester, Tennessee, not the ceiling for the best operators. Source: AirROI 2026 data, Winchester market, April 2025 to March 2026.
What is the average Airbnb occupancy rate in Winchester?
The average Airbnb occupancy rate in Winchester is 35.4%. July is the strongest month and February is the softest, so hosts should expect demand to move meaningfully throughout the year rather than stay flat.
What is the average Airbnb daily rate in Winchester?
Listings in Winchester average $415 per night. The broader pricing spread also matters: lower-performing listings cluster closer to the lower quartiles, while premium homes can price materially above the city average when demand spikes or listing quality stands out.
How many Airbnb listings are active in Winchester?
Winchester currently has about 158 active Airbnb listings in AirROI's market dataset. That supply count helps explain how competitive the market is, how much depth there is for benchmarking, and whether the market behaves like a niche destination or a scaled urban market.
How strict are short-term rental regulations in Winchester?
AirROI currently classifies the short-term rental regulation level in Winchester as Low. The dataset also shows about 0.6% of listings with registration evidence. That is a market signal, not legal advice, so hosts should still confirm current licensing and compliance rules locally before listing.
What is the RevPAR for Airbnb in Winchester?
RevPAR in Winchester is about $152. That metric combines pricing and occupancy into one efficiency number, so it is often a better quick benchmark than ADR alone when investors want to compare how well listings convert nightly rates into realized revenue.
Is Airbnb profitable in Winchester?
Occupancy of 35.4% means Winchester is a more selective market. Profitability is achievable but requires careful cost management, premium positioning, or targeting longer stays to reduce turnover. Average annual revenue is $41,397, but individual returns depend on property type, location within the city, and the host's operating efficiency.
How far in advance do guests book Airbnb in Winchester?
The average booking lead time in Winchester is about 59 days — a longer planning horizon typical of destination or vacation markets where travelers book well in advance. Hosts who understand their market's booking cadence can adjust minimum stays and pricing windows accordingly.
What are the best neighborhoods for Airbnb in Winchester?
Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Winchester include Downtown Winchester, Tims Ford Lake, Old Town Winchester. Each area attracts different guest profiles — from business travelers to leisure visitors — so the best location depends on the property type and target audience a host is aiming for. See the full neighborhood breakdown above.
What type of property performs best on Airbnb in Winchester?
entire_home listings make up 100.0% of the active supply in Winchester. The most common configuration does not always mean the most profitable — operators who identify underserved property types or bedroom counts can sometimes outperform the market average by filling a gap in local supply.
How does Winchester compare to nearby Airbnb markets?
Among neighboring markets, Arley posts $58,552 in average annual revenue with 36.3% occupancy, compared to Winchester's $41,397 and 35.4%. Comparing nearby markets helps investors understand whether a destination's performance reflects local demand or broader regional trends.
What is the average length of stay in Winchester?
The average Airbnb stay length in Winchester is about 3.8 nights. That matters for turnover, cleaning operations, and pricing strategy because shorter stays increase changeovers while longer stays can smooth occupancy and reduce operational friction.
What is the average Airbnb guest rating in Winchester?
Airbnb listings in Winchester average 4.92 out of 5 overall. About 54.4% of listings carry the guest favorite badge, which suggests a meaningful share of inventory is competing on review quality rather than price alone.
Which amenities boost Airbnb revenue in Winchester?
Heating and Washer are among the strongest revenue-linked amenities in Winchester. In AirROI's latest dataset, listings with these amenities outperform those without on average revenue, which makes amenities analysis useful for prioritizing investment and listing upgrades.
Do Airbnb hosts charge cleaning fees in Winchester?
Yes. About 96.8% of active Airbnb listings in Winchester charge a cleaning fee, and the average fee is $222. The more important operating benchmark is how much of gross revenue that fee consumes, not just the absolute dollar amount.
What percentage of Airbnb hosts are Superhosts in Winchester?
A 65.8% Superhost rate signals a highly competitive market where review quality and responsiveness are table stakes, not differentiators.
About AirROI Market Data
AirROI tracks over 20 million properties across 190+ countries and maintains 15+ years of historical performance data, making it one of the deepest Airbnb and STR intelligence platforms available. The analytics pipeline aggregates listing-level data monthly — revenue, occupancy, nightly rates, RevPAR, guest demographics, booking patterns, and competitive supply — so investors and operators can benchmark any market against its own history and against neighboring destinations.
Real estate investors, property managers, financial institutions, hedge funds, tourism boards, hospitality consultants, tech platforms, and academic researchers rely on AirROI data to underwrite acquisitions, optimize pricing, model macro trends, and conduct peer-reviewed research. Data is available through in-depth market reports like this one and the Airbnb API with 22 endpoints and an Airbnb MCP Server for AI agents.
AirROI proprietary analytics as of 2026-03-31. Metrics reflect trailing twelve-month aggregates from active listings. Revenue figures are market averages, not projections. Neighborhood descriptions are AI-generated and reviewed for accuracy. For full methodology, see the data methodology page.