Flemingsburg, Kentucky Short-Term Rental Market
Flemingsburg, KY STRs averaged $183/night at 50.4% occupancy in April 2026 across 8,442 active listings.
Quick Answer: Flemingsburg, Kentucky is an active short-term rental market. average occupancy in the Kentucky Area market area is 48%. average monthly revenue in the Kentucky Area market area is $2,886. average daily rate in the Kentucky Area market area is $203. the top operator in the Kentucky Area market area is Evolve with 342 listings. market score is 89/100 (grade A).
Market data reflects the Kentucky Area regional market, which includes Flemingsburg. Regulations, taxes, and permit details below are specific to Flemingsburg.
Market Score Breakdown
Five dimensions StaySTRA evaluates per market.
Market Overview
Flemingsburg is the county seat of Fleming County in northeastern Kentucky, known as the Covered Bridge Capital of Kentucky. Despite a resident population of approximately 2,953, the area supports approximately 8,442 active short-term rental listings, reflecting a broader regional catchment that includes Lake Cumberland-area properties and rural vacation destinations across the surrounding counties.
The market posted a $182.90 average daily rate and 50.4% occupancy in April 2026, yielding a RevPAR of $92.15. Average monthly revenue per listing was $2,474. Year-over-year, all three core metrics improved: occupancy gained 0.2%, ADR grew 2.8%, and revenue increased 3.5%, a positive signal against a backdrop of national STR occupancy softness.
Entire-place listings dominate at 7,991 units (94.7% of total), with private rooms accounting for 448 listings and shared rooms just 3. By bedroom count, 2-bedroom units lead at 2,489, followed closely by 3-bedrooms (2,233) and 1-bedrooms (2,292), with 4-bedrooms (859) and 5-bedroom-plus properties (563) rounding out the mix. Channel distribution shows 3,945 listings on Airbnb only, 3,685 on both Airbnb and VRBO, and 812 on VRBO only.
The market’s overall score of 88.9 is anchored by an exceptional investability score of 97.7, the highest in this batch, reflecting the combination of low entry prices and positive revenue growth dynamics.
Seasonal Patterns
| Month | Occupancy |
|---|---|
| Jan | 34% |
| Feb | 44% |
| Mar | 53% |
| Apr | 51% |
| May | 51% |
| Jun | 60% |
| Jul | 62% |
| Aug | 51% |
| Sep | 47% |
| Oct | 51% |
| Nov | 45% |
| Dec | 41% |
Month-by-month nightly rates and revenue figures for Flemingsburg are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Top Short-Term Rental Operators in Kentucky Area market area
Ranked by total active listings. Useful for understanding the competitive landscape. Operator data is published for the Kentucky Area market as a whole, which includes Flemingsburg, so these counts are not Flemingsburg-only figures.
| # | Operator | Listings | Reviews | Rating |
|---|---|---|---|---|
| 1 | Evolve | 342 | 14,368 | ★ 4.76 |
| 2 | Green Turtle Bay Resort | 85 | 273 | ★ 4.72 |
| 3 | Lake Cumberland Resort III | 51 | 2,060 | ★ 4.71 |
| 4 | Neat Suites | 40 | 1,156 | ★ 4.80 |
| 5 | Lyric | 39 | 2,991 | ★ 4.81 |
What Kind of STR Should I Buy in Flemingsburg?
Revenue and nightly-rate breakdowns by bedroom count, property tier, and dwelling type for Flemingsburg are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 46.7% |
| vrbo | 9.6% |
| both | 43.7% |
Home Value Trends (Flemingsburg)
Typical home values, median sale prices, and the 10-year price trend for Flemingsburg are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Insights
Booking-window and length-of-stay analysis for Flemingsburg — how far ahead guests book and how to price around it — is available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Short-Term Rental Regulations
Kentucky has no statewide law that comprehensively governs or bans short-term rentals; regulation is delegated to local cities and counties. No Flemingsburg- or Fleming County-specific STR ordinance (permit, license, night caps, or owner-occupancy requirement) has been identified in public sources, which is consistent with a small rural county seat of under 3,000 residents with relatively low STR density. STRs appear to be permitted by default, but the absence of a published ordinance does not guarantee unrestricted operation. Investors should contact Flemingsburg City Hall and the Fleming County planning and zoning office to confirm whether a business license or zoning compliance permit is required before listing.
On taxes, Kentucky imposes a statewide 1.0% transient room tax that explicitly applies to short-term rentals. This tax is typically collected and remitted by platforms such as Airbnb and VRBO. Accommodations are also generally subject to Kentucky’s 6% state sales tax. A local county or city transient lodging tax may also apply if Fleming County maintains an active tourism or convention commission, but a specific local rate beyond the 1.0% state rate was not confirmed in the profile data.
Enforcement is rated minimal. As with many rural Kentucky markets, the practical regulatory environment is light-touch, with local oversight focused on business licensing rather than STR-specific regulation. Kentucky’s HB 8 (effective 2023) clarified platform-level collection responsibilities for the transient room tax.
Market Comparison
Flemingsburg’s $182.90 ADR is approximately 17% below the U.S. STR median of approximately $220, reflecting its rural Kentucky setting rather than a resort or urban destination. Occupancy at 50.4% is near the national median of approximately 55%, which is a positive indicator given the market’s rural character and the relatively low visitor traffic volumes.
The market’s total score of 88.9 is strong, with the standout metric being its investability score of 97.7, the highest of the five markets processed in this batch. This exceptional investability rating reflects the low home-price entry point combined with positive revenue trends.
Among professional operators, Evolve leads with 342 listings and 14,368 reviews at a 4.76 average rating. Green Turtle Bay Resort holds second with 85 listings (273 reviews, 4.72 rating). Lake Cumberland Resort III manages 51 listings (2,060 reviews, 4.71 rating). Neat Suites operates 40 listings (1,156 reviews, 4.80 rating), and Lyric rounds out the top five with 39 listings (2,991 reviews, 4.81 rating). The top 5 operators collectively manage 557 listings, representing approximately 6.6% of the 8,442-listing market, indicating a fragmented market with the majority of listings operated by individual hosts.
Frequently Asked Questions About Flemingsburg, Kentucky
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