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 is 50%. average monthly revenue is $2,474. average daily rate is $183. the top operator is Evolve with 342 listings. market score is 89/100 (grade A).
Market Score Breakdown
Five dimensions Apivex 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 | ADR | Revenue |
|---|---|---|---|
| Jan | 34% | $123 | $1,326 |
| Feb | 44% | $124 | $1,369 |
| Mar | 53% | $144 | $1,925 |
| Apr | 51% | $154 | $2,091 |
| May | 51% | $163 | $2,172 |
| Jun | 60% | $188 | $2,975 |
| Jul | 63% | $190 | $3,314 |
| Aug | 52% | $179 | $2,617 |
| Sep | 47% | $166 | $2,149 |
| Oct | 51% | $161 | $2,332 |
| Nov | 45% | $150 | $1,901 |
| Dec | 41% | $142 | $1,730 |
Top Short-Term Rental Operators in Flemingsburg
Ranked by total active listings. Useful for understanding the competitive landscape.
| # | 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 pricing by property type, tier, and bedroom count.
Revenue by Bedroom Count
| 1 bed | 2,292 |
| 2 bed | 2,489 |
| 3 bed | 2,233 |
| 4 bed | 859 |
| 5 bed | 563 |
ADR by Property Tier
| Entire Home | $186 |
| Luxury | $315 |
| Professionally Managed | $205 |
Revenue by Dwelling Type
| Apartment | $1,823 |
| Entire Place | $2,534 |
| House | $2,729 |
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 46.7% |
| vrbo | 9.6% |
| both | 43.7% |
Investment Analysis
Flemingsburg presents one of the most favorable gross yield profiles in the STR dataset due to low home values relative to rental revenue. The typical home value is $171,671 (Zillow, April 2026 snapshot), with a median list price of $246,667 and 41 active for-sale listings reported. At the April 2026 average monthly revenue of $2,474, a Flemingsburg listing projects to approximately $29,689 in gross annual revenue, implying a gross yield of approximately 17.3% on the typical home value before expenses, management, and vacancy.
This yield figure is mathematically valid but should be interpreted carefully. The typical home value represents a market-wide central tendency and may not reflect the specific properties best suited for STR conversion. Gross yield does not account for management fees (typically 20 to 30%), property taxes, insurance, maintenance, platform fees, or actual vacancy above the measured rate.
Tier differences provide additional context. The entire-home ADR of $185.76 runs modestly above the all-listings average of $182.90. Professionally managed properties averaged $205.13 per night, a $22.23 premium (12.2% above the market average). Luxury-tier listings averaged $315.48 per night, demonstrating that higher-end inventory can command rates 72% above the market average even in this rural market.
House-type listings averaged $2,729 per month versus $1,823 for apartments, a gap of $906. Annual revenue has trended upward from $1,573 (monthly average, 2017) to $2,483 (2025 full-year average), with the investability score of 97.7 out of 100 reflecting the market’s favorable risk/return positioning.
Revenue Trend (5 yr)
ADR & Occupancy Trends (5 yr)
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Booking Insights
Flemingsburg STRs carried an average booking lead time of 47.42 days in April 2026, meaning guests typically book approximately 47 days, or about six to seven weeks, in advance. This is a moderate-to-long lead window consistent with regional drive-market patterns, where vacation planning for summer lake trips and holiday weekends tends to happen several weeks ahead.
Average length of stay is 3.68 nights, one of the longer averages in this batch, suggesting that guests in this market tend toward extended-weekend or mid-week getaway patterns rather than single-night stays. This is consistent with a rural lake recreation market where guests travel far enough to justify staying 3 to 5 nights.
For operators, the 47-day lead time means that unbooked listings at the 60-day mark are approaching the primary booking window and may benefit from adjusted pricing. The 3.68-night average stay also means minimum-stay policies of 3 nights fit well with actual guest behavior, reducing unproductive gap days while capturing the majority of demand. During summer peak and the Covered Bridge Festival weekend, 4-night minimums may be warranted to protect high-value slots.
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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