Family Farm Winchester/Lexington 20 min.*Game Room Entire home · 4 bedrooms Rated 4.97 - Revenue
- $56,054
- Occupancy
- 55.7%
- Daily rate
- $289
Airbnb market data · 202612 months to September 2026
The average Airbnb in Winchester brought in $16,186 over the 12 months through September 2026, about 42% less than the Kentucky average of $27,730.
The short answer
Winchester is priced below the Kentucky average. Listings averaged $137 a night, about half that average of $250, and were booked on 40% of available nights, close to its 39% occupancy.
Timing matters: in October, usually the best month, the average listing earns about twice as much as in January, usually the slowest. With only 38 active listings, a few bookings can reorder the months.
With 38 active listings, Winchester is the 63rd-largest of 112 Kentucky markets AirROI tracks. From a year earlier, the number of active listings grew 6%.
Browse the live Winchester Airbnb market See Every Winchester ListingRevenue
Gross bookings per Winchester listing averaged $16,186 over the 12 months to September 2026 (Kentucky average: $27,730), before cleaning, platform and management costs and taxes.
In a typical year, the average Winchester listing brings in $2,210 in October, its best month, and $1,120 in January, its slowest. The three strongest months bring in 30% of a full year's revenue, where an even calendar would give any three months 25%.
In a typical month, a top-quarter listing earns at least 3.6 times as much as a bottom-quarter one.
These are monthly figures for listings active in each month. The annual average above also counts listings that operated for only part of the year, so it runs below twelve times these figures.
October earns about twice what January does
Average revenue per active listing, by month, September 2024 to August 2026
Each point is one month as recorded, averaged over the listings active in it. The best and slowest months in the text average each calendar month over the past two years, so they can differ from the highest and lowest points here.
Latest 12 months in the September 2026 data. September's figures are still coming in, so the rows run to August.
October 2025 led on revenue and bookings; nightly rates peaked in August 2026.
| Month | Avg. Revenue | Occupancy | Avg. Nightly Rate | RevPAR | Booking Lead Time | Avg. Length of Stay |
|---|---|---|---|---|---|---|
| Sep 2025 | $2,094 | 45.4% | $134 | $70 | 42 days | 3.9 nights |
| Oct 2025 | $2,505 | 49.8% | $141 | $81 | 49 days | 4.2 nights |
| Nov 2025 | $1,471 | 37.2% | $134 | $49 | 39 days | 4.4 nights |
| Dec 2025 | $1,183 | 29.9% | $130 | $38 | 33 days | 3.2 nights |
| Jan 2026 | $1,093 | 33.2% | $127 | $35 | 28 days | 5.6 nights |
| Feb 2026 | $1,135 | 34.8% | $126 | $41 | 17 days | 5.4 nights |
| Mar 2026 | $1,838 | 48.1% | $130 | $59 | 31 days | 4.6 nights |
| Apr 2026 | $1,933 | 43.6% | $137 | $64 | 36 days | 5.6 nights |
| May 2026 | $1,893 | 38.9% | $144 | $61 | 48 days | 3.3 nights |
| Jun 2026 | $2,143 | 46.6% | $146 | $71 | 76 days | 3.4 nights |
| Jul 2026 | $2,253 | 45.3% | $147 | $73 | 37 days | 4.8 nights |
| Aug 2026 | $2,370 | 48.4% | $151 | $76 | 27 days | 4 nights |
Averages per active listing in each month. Highlighted: the highest-revenue month of the 12. RevPAR is the month's revenue spread over its nights, booked or not. Booking lead time is the days between booking and check-in, and length of stay the nights per booking, for stays in that month.
The typical Winchester listing earns about $1,560 a month, but one property can land well above or below that. The Airbnb profit calculator gives a range for a specific address, built from the comparable listings around it.
Profit
Yes, when it's run well. The average Winchester Airbnb took in $16,186 in the 12 months to September 2026, and run by its owner at everyday costs, about $880 a month of that is left after running costs, so a home that costs less than that to own or rent makes money. A listing in the top quarter leaves about $1,440 a month.
Cleaning it yourself keeps the $1,600 a year guests pay in cleaning fees, for about $1,010 a month. Handing the listing to a co-host at about 10% of nightly bookings still leaves about $760 a month.
These amounts come before housing costs. Where the mortgage or rent is less each month, the difference is profit; a home owned outright keeps it all after property tax, home insurance and any HOA or condo fees.
| Line | Average listing | Top-quarter listing |
|---|---|---|
| Money in | ||
| Nightly bookings | $14,586 | $23,630 |
| Cleaning fees guests pay10% of Winchester bookings | $1,600 | $2,600 |
| Gross bookings | $16,186 | $26,230 |
| Running costs | ||
| Airbnb's feeAbout 14%: 15.5% for the 84% of Winchester listings on Simplified Pricing, 3% for the rest | −$2,190 | −$3,550 |
| Cleaning and laundryPaid for by the cleaning fee; $0 if you clean yourself | −$1,600 | −$2,600 |
| Utilities and internetAbout 5% of bookings | −$810 | −$1,310 |
| Guest suppliesToiletries, coffee, paper goods: about 2% | −$320 | −$520 |
| Repairs and upkeepIncluding linens and small replacements: about 3% | −$490 | −$790 |
| Short-term rental insuranceOne policy, on top of Airbnb's free AirCover | −$160 | −$160 |
| Permit and registrationWhere one is required | −$80 | −$80 |
| Management$0 when you run it; co-hosts charge from about 10% of nightly bookings | $0 | $0 |
| Pricing and messaging toolsOptional; Airbnb's own tools are free | $0 | $0 |
| Lodging taxesAdded to the guest's bill and passed on | $0 | $0 |
| Total running costsAbout 25% of bookings, plus cleaning paid for by the cleaning fee | −$5,650 | −$9,010 |
| Left for housing costs, then profit | $10,536about $880 a month | $17,220about $1,440 a month |
| Housing costs | ||
| Mortgage or rent, property tax, home insurance, HOA or condo fees | Depend on the home | |
The estimate starts from Winchester's average listing, run by its owner. Change how the listing performs, who runs it and who cleans to see what is left for the mortgage or rent.
To work out the profit on one Winchester home, with its price, its mortgage or rent and your own costs, use the Airbnb income calculator. It starts from the comparable listings around the address.
What a listing keeps comes down to the figures this page measures: nightly rate, nights booked and the months it's open. A listing at the top-quarter mark takes in about $2,190 a month, against $1,350 for the average one.
Occupancy
Winchester listings were booked on 40% of the nights they were open over the past year, in line with the Kentucky average and in line with the U.S. average. In a typical year, occupancy climbs to 52% in October and falls to 33% in January.
The busiest tenth of listings are booked about 5.3 times as often as the bottom quarter.
October is usually the busiest month in Winchester, January the quietest
Share of open nights booked, by month, September 2024 to August 2026
The 12-month rate of 40% averages each listing's whole year, slow months included; each month here counts only the listings booked in it.
Nightly rates
The average nightly rate in Winchester, known as ADR (average daily rate), was $137 over the past year, about 45% below the Kentucky average of $250 and about 57% below the U.S. average of $320. In a typical year, rates peak in June and August at about $140 and bottom out in February and December at about $125.
The top 10% charge about 2.9 times the rate of the bottom quarter.
June rates run 14% above February's
Average nightly rate (ADR), by month, September 2024 to August 2026
RevPAR, or revenue per available night, divides a listing's income by every night it was open to book, so it rises with both price and bookings. In Winchester it averaged $57 over the past year, from about $36 in a typical January to about $71 in a typical October.
Per open night, by tier:
October RevPAR is about twice January's
Revenue per open night (RevPAR), by month, September 2024 to August 2026
Seasonality
With only 38 active listings, the monthly pattern in Winchester is noisy, since a few long or pricey stays can lift a month; revenue has tended to peak in October and bottom out in January.
Average revenue by month in Winchester
Average revenue per active listing, each calendar month averaged over the past two years
| Month | Revenue per listing |
|---|---|
| January | $1,120 |
| February | $1,350 |
| March | $1,790 |
| April | $1,970 |
| May | $1,870 |
| June | $2,100 |
| July | $2,070 |
| August | $2,080 |
| September | $2,080 |
| October | $2,210 |
| November | $1,460 |
| December | $1,200 |
Guests book Winchester stays 39 days ahead on average (about six weeks). June stays are booked furthest out, about 57 days ahead, and February stays closest to arrival, about 15 days. A typical June booking is made in mid-April.
June stays are booked furthest ahead
Average days between booking and check-in, by month of stay, September 2024 to August 2026
The 12-month figure of 39 days averages each listing's year as a whole; each month here averages only the listings with stays in it.
Permits
None of the 38 active listings in Winchester display a registration, permit or license number. That doesn't mean no rules apply: some places don't ask hosts to show a number on the listing, and listing data doesn't capture every scheme.
Registration, permit, zoning and occupancy-tax rules vary by address and change often, so confirm them with the city or county before buying or listing in Winchester.
Neighborhoods
AirROI's area guide picks eight Winchester neighborhoods that draw short-term rental guests, led by Historic Downtown, Cedar Creek Lake and Buffalo Trace Distillery. The picks reflect guest appeal, not earnings data or permit eligibility, so check local permit rules for a specific address before buying.
| Area | Who it suits | Landmarks nearby |
|---|---|---|
| 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 |
Area descriptions are AI-assisted from public sources and are not checked against zoning.
Listings
Every Airbnb in Winchester is an entire home: all 38 listings rent the whole place. Houses are the most common property type at 34%, ahead of cabins and other outdoor stays (29%).
Every listing rents the whole place
Winchester Airbnb listings by room type
Listings by property type
Winchester Airbnb listings by property type
| Property type | Share of listings | Listings |
|---|---|---|
| House | 34.2% | 13 |
| Cabin/Outdoor | 28.9% | 11 |
| Apartment/Condo | 28.9% | 11 |
| Hotel/Boutique | 7.9% | 3 |
One-bedroom homes are the most common size in Winchester (46% of entire homes), followed by two-bedroom homes (30%).
Winchester entire homes by number of bedrooms
Entire homes with each number of bedrooms
| Bedrooms | Share of entire homes | Entire homes |
|---|---|---|
| 1 bedroom | 45.9% | 17 |
| 2 bedrooms | 29.7% | 11 |
| 3 bedrooms | 13.5% | 5 |
| 4 bedrooms | 10.8% | 4 |
A typical one-bedroom home in Winchester earned $11,200 over the past year, against $14,100 for a two-bedroom home.
| Home size | Listings | Typical annual revenue (median) | Average annual revenue | Avg. nightly rate | Occupancy |
|---|---|---|---|---|---|
| 1 bedroom | 17 | $11,200 | $11,700 | $91 | 40% |
| 2 bedrooms | 11 | $14,100 | $16,600 | $155 | 39% |
Most Winchester listings are sized for couples and small families: 61% sleep four guests or fewer, and just 11% take eight or more.
Winchester listings by guest capacity
Share of listings by the number of guests they sleep
| Guest capacity | Share of listings | Listings |
|---|---|---|
| 2 guests | 15.8% | 6 |
| 3 guests | 10.5% | 4 |
| 4 guests | 34.2% | 13 |
| 5 guests | 7.9% | 3 |
| 6 guests | 18.4% | 7 |
| 7 guests | 2.6% | 1 |
| 8+ guests | 10.5% | 4 |
Winchester hosts set up an average of 2.4 beds per listing, close to one bed per bedroom. Only 42% of listings show their exact location on the listing map; the rest show an approximate area.
Fire pits are common in Winchester: 42% of listings have one, and 95% offer free parking on site.
Share of Winchester listings with each common amenity
Guests
Winchester draws mostly domestic guests: 97% of those who left reviews live in the United States. No single city dominates: Lexington is the largest source outside Winchester, at about 5% of reviews.
97% of Winchester guests are domestic
Where guests who left reviews live
Where Winchester guests come from: top cities
Share of guests who left reviews
| Origin city | Share of guests |
|---|---|
| Lexington | 4.9% |
| Cincinnati | 2.9% |
| Louisville | 2.0% |
| Chicago | 1.7% |
| Winchester | 1.4% |
Where Winchester guests come from: top countries
Share of guests who left reviews
| Origin country | Share of guests |
|---|---|
| United States | 97.1% |
| Canada | 1.4% |
| United Kingdom | 0.6% |
| Brazil | 0.3% |
Languages spoken by Winchester guests
Share of guests who left reviews
| Language | Share of guests |
|---|---|
| English | 81.4% |
| Spanish | 7.7% |
| Portuguese | 3.2% |
| French | 2.6% |
| Chinese | 1.9% |
Winchester Airbnbs average 4.81 stars, and 55% of listings hold Airbnb's Guest Favorite badge. The category scores are tightly bunched, and cleanliness is the lowest, at 4.80. Listings here carry long review histories, about 110 reviews each on average.
Communication scores highest in Winchester; cleanliness is lowest
Average guest rating out of 5 by category; the bars start at 4.0
| Category | Average rating (out of 5) |
|---|---|
| Accuracy | 4.86 |
| Cleanliness | 4.80 |
| Communication | 4.92 |
| Location | 4.84 |
| Check-in | 4.91 |
| Value | 4.81 |
Booking patterns
About seven in ten Winchester listings are open to guests more than 180 days a year, but only 29% are booked or blocked that many days. The most common booked-or-blocked total is 31 to 90 days a year, covering 34% of listings; blocked nights include any the host closes off.
Days a year Winchester listings are open to guests
Share of listings by days a year
| Days a year | Share of listings | Listings |
|---|---|---|
| 271-366 days | 47.4% | 18 |
| 181-270 days | 23.7% | 9 |
| 91-180 days | 26.3% | 10 |
| 31-90 days | 2.6% | 1 |
Days a year Winchester listings are booked or blocked
Share of listings by days a year
| Days a year | Share of listings | Listings |
|---|---|---|
| 271-366 days | 2.6% | 1 |
| 181-270 days | 26.3% | 10 |
| 91-180 days | 23.7% | 9 |
| 31-90 days | 34.2% | 13 |
| 1-30 days | 13.2% | 5 |
The average Winchester booking lasts 4.6 nights, longest in January and shortest in May. Listings took about 23 bookings each over the year. About two-thirds of listings that give a check-in time set it at 3 p.m., with check-out usually at 11 a.m.
Average length of stay by month in Winchester
Average nights per booking, by month of stay
Two-year average by calendar month.
95% of listings in Winchester accept stays of one or two nights.
Minimum stay set by Winchester listings
Share of listings by the shortest stay they accept, from one night to 30 or more
Flexible is the most common cancellation policy in Winchester, used by 34% of listings; it refunds guests in full if they cancel at least a day before check-in. Hosts here lean flexible: more than six in ten listings offer Flexible or Moderate terms, against 32% on Firm or stricter ones.
Cancellation policies of Winchester listings, from most to least flexible
Share of listings by the policy they use
84% of Winchester listings charge a cleaning fee. The typical fee is about $63. Spread over the average stay of 4.6 nights, that adds roughly $14 a night to what guests pay. For listings that charge one, cleaning fees make up about 10% of gross revenue.
Top earners
The top-grossing Airbnb in Winchester, a four-bedroom home, took in $56,100 over the past year, about 3.5 times the city's average of $16,200. Three of the six listings below have two bedrooms or fewer, so size alone doesn't explain the top of this market.
Family Farm Winchester/Lexington 20 min.*Game Room Entire home · 4 bedrooms Rated 4.97
River Relaxation | Riverfront Home| Winchester Entire home · 3 bedrooms Rated 4.73
Life is Better On The River Entire home · 2 bedrooms Rated 4.89
LenMar Farm Country Stay near Lexington KY Entire home · 2 bedrooms Rated 4.94
College Park Getaway Entire home · 3 bedrooms Rated 4.81
Riverview 2 … enjoy the view ! Entire home · 1 bedroom Rated 4.89 Only 5% of Winchester listings are classed as professionally managed, though 45% of listings have a co-host. Six in ten listings are run by Superhosts, so a strong review record is the norm here rather than an edge. Most hosts still vet their guests: only 24% of listings accept Instant Book. Airbnb's Simplified Pricing, where the host pays the whole service fee and guests see one price with no separate Airbnb charge, covers 84% of listings.
Nearby markets
Of the eight nearby markets in the table, all within 48 km, Versailles (48 km away, 68 listings) earned the most per listing, about 2.6 times as much as Winchester. Georgetown was the busiest, booked on 46% of nights against 40% in Winchester.
| Market | Listings | Avg. annual revenue | Avg. nightly rate | Occupancy |
|---|---|---|---|---|
| Paris 26 km | 36 | $21,970 | $236 | 34% |
| Richmond 26 km | 58 | $21,812 | $167 | 39% |
| Lexington 28 km | 819 | $31,959 | $248 | 44% |
| Stanton 41 km | 322 | $28,379 | $226 | 38% |
| Georgetown 42 km | 142 | $37,341 | $247 | 46% |
| Berea 44 km | 71 | $14,535 | $140 | 36% |
| Slade 48 km | 55 | $30,898 | $219 | 41% |
| Versailles 48 km | 68 | $42,073 | $351 | 44% |
See all 112 Kentucky Airbnb markets
Markets elsewhere in the United States with a similar nightly rate and occupancy to Winchester:
FAQ
An active Winchester Airbnb grossed $16,186 on average in the 12 months to September 2026, according to AirROI's tracking of 38 active listings. That is before cleaning, management, taxes and financing. Busier, better-run listings do far better: the top quarter took in $2,530 or more in a typical month.
It depends most on the home's size, location and how it's run. The middle half of Winchester listings earn between $698 and $2,530 in a typical month, and the top tenth $3,800 or more. For one home, enter its address and bedroom count in the Airbnb calculator: it compares the home with similar listings nearby.
Listings in Winchester were booked on 40% of available nights over the past year. That compares with 39% for the Kentucky average. October is usually the busiest month.
The average booked night in Winchester cost $137 before fees. Half of listings charge between $81 and $185, so bedroom count and location move the price more than the average suggests.
None of the active Winchester listings display a registration, permit or license number. That doesn't mean no rules apply, so confirm registration, permit and occupancy-tax rules with the city or county before buying.
Yes, when it's run well. The average Winchester Airbnb grossed $16,186 in the 12 months to September 2026, 42% below the Kentucky average of $27,730. Run by its owner, with the cleaning fee covering the cleaner and everyday costs for Airbnb's fee, utilities, supplies, upkeep and insurance, $10,536 a year (about $880 a month) is left before the mortgage or rent. A home that costs less than that to own or rent makes a profit, and a listing at the top-quarter mark leaves about $1,440 a month. Check a specific home in the Airbnb estimator.
October usually pays best, averaging $2,210 per active listing over the past two years, and January usually pays least. The month-by-month table above shows how the latest 12 months played out.
Each night a Winchester listing was open to book earned $57 on average over the past year, booked or not. That figure, revenue per available night (RevPAR), folds price and occupancy into one number; the top 10% of listings made $128 or more.
Winchester stays were booked 39 days (about six weeks) before arrival on average over the past year, so most of a month is booked well before it starts.
The average Winchester Airbnb stay lasted 4.6 nights over the past year. A listing took 23 reservations over the year on average.
Guests rate Winchester Airbnbs 4.81 out of 5 on average. Guests score communication highest and cleanliness lowest.
Historic Downtown, Cedar Creek Lake and Buffalo Trace Distillery draw the most short-term rental interest in Winchester. The neighborhood guide explains what brings guests to each.
AirROI counted 38 active Airbnb listings in Winchester as of September 2026. The closest tracked market is Paris, 26 km away.
In Winchester, 84% of listings add a cleaning fee, and the typical fee is about $63.
Method
Figures on this page cover 38 active Airbnb listings in Winchester from October 2025 to September 2026 (trailing twelve months). AirROI refreshes them monthly from listing-level booking and calendar data covering 20+ million properties worldwide. Money figures are in U.S. dollars. Annual revenue averages every listing active during the period, including those listed for only part of it; monthly figures average the listings active in each month; the tier lists show the spread. Neighborhood descriptions are AI-assisted. See the methodology for definitions.
Need this programmatically? The same metrics are available through the AirROI Airbnb Data API and bulk downloads in the data portal.