Is Middlesborough, Kentucky Good for Airbnb Investment?

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Middlesborough, Kentucky market research

Middlesborough, Kentucky Airbnb Investment Overview

$800–$1,500Typical monthly host earnings
8–12%Typical annual ROI
45–55%Average annual occupancy
VariesCombined taxes and local fees
Investment

Is Airbnb a Good Investment in Middlesborough, Kentucky?

Potentially—Middlesborough, Kentucky combines visitor demand with long-term real estate upside.

  • Current market conditions in Middlesborough are generally characterized by lower property values compared to major metropolitan areas.
  • Tourism trends in the region are often driven by its proximity to natural attractions like the Cumberland Gap National Historical Park, outdoor recreational activities, and local historical interest.
  • This consistent, albeit niche, tourist demographic provides a steady demand for short-term rentals.
  • Property values in Middlesborough are relatively stable, and while they may not offer the rapid appreciation seen in larger cities.
  • The investment potential lies in catering to this specific tourist base, potentially offering unique stays that highlight the natural beauty and local charm of the area.
  • However, it's crucial to research local regulations, as well as the specific appeal and amenities of individual properties, to maximize profitability in this distinct market.
Earnings

How Much Does an Average Airbnb Earn in Middlesborough?

$800–$1,500 per month based on location, season, and property quality.

  • Average Airbnb earnings in Middlesborough, Kentucky typically range from $800 to $1,500 per month for standard properties.
  • Properties closer to the national park or downtown area command higher rates, averaging $65-85 per night during peak season compared to $45-65 during off-peak winter months.
  • Earnings are significantly influenced by property type, with entire homes outperforming private rooms by approximately 40-60%, while amenities like hot tubs, fire pits.
  • The relatively small tourism market means occupancy rates fluctuate between 45-65% annually, with higher occupancy during fall foliage season and summer hiking months.
  • Local factors affecting earnings include proximity to outdoor recreation areas, property condition and cleanliness ratings, responsive host communication.
ROI Analysis

Airbnb Return on Investment in Middlesborough

Potentially strong—typical annual ROI is 8–12%.

  • Typically generate ROI between 8-12% annually, with payback periods averaging 7-9 years due to the area's lower property acquisition costs ranging from $60,000-$120,000 for suitable investment properties.
  • The market benefits from tourism to Cumberland Gap National Historical Park and Pine Mountain State Resort Park.
  • Compared to traditional long-term rentals in Middlesborough that yield approximately 6-8% ROI with monthly rents of $500-$800, short-term rentals can outperform by 2-4 percentage points.
  • The relatively small market size and limited year-round demand create higher volatility compared to larger Kentucky markets.
Occupancy Rate

Average Airbnb Occupancy Rate in Middlesborough

Middlesborough, Kentucky averages 45–55% annual occupancy, with seasonal variation.

  • Middlesborough, Kentucky typically experiences average Airbnb occupancy rates of approximately 45-55% annually.
  • Peak season occurs from May through October, with occupancy rates climbing to 65-75% during summer months and fall foliage season.
  • Spring and early fall represent shoulder seasons with moderate occupancy around 50-60%.
  • These rates generally align with or slightly exceed Kentucky's statewide average of 50-55% for rural mountain communities, though they fall below the national Airbnb average of approximately 65-70%.
Best Neighborhoods

Best Neighborhoods for Airbnb in Middlesborough

The strongest opportunities balance visitor demand, nightly rates, and acquisition cost.

  • The downtown Middlesborough area offers excellent Airbnb potential due to its proximity to the Cumberland Gap National Historical Park visitor center and historic downtown attractions.
  • The Olde Town district provides charming historic properties near restaurants and shops, attracting tourists interested in Appalachian culture and history with strong occupancy rates during peak tourist seasons.
  • The Cumberland Gap Parkway corridor neighborhoods benefit from high visibility and easy access for travelers heading to the national park.
  • The residential areas near Middlesborough High School and the hospital district provide stable investment opportunities with lower property costs and appeal to visiting families and medical professionals.
  • The neighborhoods surrounding the Bell County Forestry Camp area attract outdoor enthusiasts and government contractors.
  • Properties near the Arthur Heights and Dorchester areas provide affordable entry points for investors.
Regulations

Short-term Rental Regulations in Middlesborough

Yes, but only where zoning permits short-term rentals and every required license is current.

  • Middlesborough, Kentucky currently operates under relatively permissive short-term rental regulations compared to larger metropolitan areas.
  • Property owners must obtain a general business license costing approximately $25-50 annually and comply with standard fire safety and building code requirements.
  • Occupancy limits typically follow the standard residential occupancy formula of two persons per bedroom plus two additional guests.
  • Owner-occupancy is not required, allowing for entire-home rentals, and most residential zones permit short-term rentals as an accessory use without special zoning approval.
  • The registration process involves submitting a business license application with property address, owner contact information, and proof of liability insurance, with annual renewal required.
  • Recent regulatory discussions have focused on potential tax collection improvements and noise ordinance enforcement.
Fees and Taxes

Short-term Rental Fees and Taxes in Middlesborough

Tax rates vary by jurisdiction; licensing, inspection, and insurance costs are additional.

  • Short-term rentals in Middlesborough, Kentucky are subject to several fees and taxes including Kentucky's 6% state sales tax and 1% state transient room tax.
  • Bell County may impose an additional local occupancy tax of approximately 2-3%, bringing the total lodging tax to around 9-10%.
  • Property owners must obtain a business license from the city costing approximately $25-50 annually, and may need to register with the Kentucky Department of Revenue for tax collection purposes with minimal fees of $10-25.
  • Tourism taxes are typically included in the transient room tax structure rather than assessed separately.
  • Additional costs may include zoning compliance fees of $50-100, health department inspections at $75-150 annually for properties with multiple units.
  • Property owners should also budget for increased property taxes due to commercial use classification and potential liability insurance increases of $200-500 annually.
Common questions

Middlesborough, Kentucky Airbnb investment FAQs

How to start an Airbnb in Middlesborough, Kentucky?

To start an Airbnb in Middlesborough, Kentucky, begin by researching local zoning laws and regulations through the Middlesborough City Hall (606 to 248 3300) as the city may require business licenses or permits for short term rentals, though Kentucky generally has fewer restrictions than larger cities.

Launch checklist

  • Contact Bell County's planning and zoning department to ensure your property is zoned for commercial or mixed use activities, and check if homeowner association rules apply if relevant.
  • Obtain necessary permits including a business license from the city clerk's office (typically $25 to 50 annually) and ensure you have proper insurance coverage that includes short term rental protection.
  • Find a suitable property by researching areas near Cumberland Gap National Historical Park, downtown Middlesborough, or properties with mountain views, as these attract tourists visiting the region's outdoor attractions.
  • Purchase essential furnishings including quality mattresses, linens, towels, basic kitchen supplies, WiFi equipment, and safety items like smoke detectors and fire extinguishers, budgeting approximately $3,000 to 8,000 for a complete setup.
  • Create your Airbnb listing with professional photos highlighting local attractions like the Cumberland Gap Tunnel and nearby hiking trails, set competitive pricing based on similar properties in southeastern Kentucky (typically $60 to 120 per night).
  • Manage your property by establishing cleaning protocols between guests, responding promptly to inquiries, coordinating key exchanges or installing smart locks, maintaining the property regularly.
What's the best way to identify good STR properties in Middlesborough, Kentucky?

To identify profitable short term rental properties in Middlesborough, Kentucky, focus on locations near Cumberland Gap National Historical Park, downtown historic districts, and properties with mountain or valley views, as this area attracts tourists interested in outdoor recreation and Civil War history. Target 2 to 4 bedroom properties built after 1980 with modern amenities, full kitchens, outdoor spaces, and parking, while considering unique features like historic charm or scenic locations that command premium rates of $80 to 150 per night based on regional comparables.

What to prioritize

  • Analyze pricing using AirDNA and Mashvisor to benchmark against similar properties in nearby Corbin and Williamsburg, while researching competition through Airbnb, VRBO, and local tourism websites to identify gaps in amenities or property types.
  • Utilize the Middlesborough Tourism Commission website, Bell County economic development resources, Kentucky tourism data, and tools like Rabbu or AllTheRooms for market analysis.
How to get an Airbnb permit in Middlesborough, Kentucky?

To obtain an Airbnb/STR permit in Middlesborough, Kentucky, contact the Middlesborough City Hall at 2215 Cumberland Avenue or call (606) 248 to 3300 to begin the application process, as the city likely requires a business license and potentially a conditional use permit for short term rentals.

Documents and approvals

  • Required documents typically include a completed business license application, property deed or lease agreement, floor plan of the rental unit, proof of liability insurance (minimum $1 million coverage), fire safety inspection certificate.
  • Application fees generally range from $50 to 150 for the business license plus approximately $200 to 400 for conditional use permits if required, with annual renewal fees of $25 to 75.
  • The approval timeline typically takes 30 to 60 days from submission of complete application materials, including time for inspections and city council review if applicable.
  • Middlesborough specific requirements likely include compliance with local zoning ordinances (particularly in residential districts), adherence to occupancy limits based on property size, provision of adequate parking spaces for guests, maintenance of property appearance standards.
Is it legal to operate a short-term rental in Middlesborough, Kentucky?

Short term rentals (STRs) in Middlesborough, Kentucky operate in a largely unregulated environment at the municipal level, as the city has not enacted specific ordinances governing platforms like Airbnb or VRBO as of 2024.

Core operating requirements

  • Kentucky state law generally permits STRs unless local municipalities impose restrictions, and Middlesborough has not implemented comprehensive zoning restrictions or licensing requirements that would prohibit such rentals.
  • Property owners can typically operate STRs in residential areas without specific permits, though they must comply with general property maintenance codes, fire safety regulations.
  • The city has not designated any specific prohibited areas for STRs, and there have been no recent significant legal changes targeting short term rental operations.
  • However, operators should ensure compliance with homeowners association rules if applicable, maintain proper insurance coverage, and be aware that the regulatory landscape could change as STR activity increases and the city may consider future ordinances to address noise, parking.
What are the best places to invest in Airbnb in Middlesborough, Kentucky?

The best areas for Airbnb investment in Middlesborough, Kentucky include the downtown historic district near the courthouse square, which attracts visitors interested in the city's coal mining heritage and serves business travelers visiting local government offices and legal firms.

Areas to research

  • The Cumberland Gap area on the outskirts of town is highly attractive due to its proximity to Cumberland Gap National Historical Park, drawing outdoor enthusiasts, hikers, and history buffs year round.
  • Properties near the Bell County Hospital and medical facilities capture medical tourism and visiting family members of patients.
  • The residential areas along Highway 25E benefit from their accessibility and appeal to travelers passing through to Tennessee or visiting nearby Pineville.
  • The neighborhoods around Southeast Kentucky Community and Technical College attract visiting families during graduation ceremonies and academic events.
  • Areas near the industrial zones along the railroad tracks serve workers and contractors involved in coal, timber, and transportation industries who need temporary housing for extended projects.
Airbnb and lodging taxes in Middlesborough, Kentucky

Airbnb properties in Middlesborough, Kentucky are subject to Kentucky's state transient room tax of 1% on gross rental receipts, which applies to all short term rental accommodations under 30 days.

Taxes and filing responsibilities

  • Bell County, where Middlesborough is located, imposes an additional local occupancy tax of 3% on transient accommodations, bringing the total occupancy tax rate to approximately 4%.
  • These taxes are typically collected from guests at the time of booking through Airbnb's platform, which automatically calculates and remits the state portion directly to the Kentucky Department of Revenue as part of their voluntary collection agreement established in 2019.
  • However, hosts may still be responsible for collecting and remitting the local Bell County portion directly to the county clerk's office on a monthly basis by the 20th of the following month, depending on local enforcement and collection agreements.
  • Properties rented for 30 days or longer are generally exempt from these transient occupancy taxes, and some jurisdictions may provide exemptions for stays related to medical treatment or government business.
Total cost to purchase, furnish and operate an Airbnb in Middlesborough, Kentucky

To start an Airbnb in Middlesborough, Kentucky, expect total costs around $85,000 to $95,000.

Cost breakdown

  • Property purchase costs approximately $65,000 based on median home prices in this rural southeastern Kentucky market as of 2023 to 2024.
  • Furnishing a 2 to 3 bedroom property runs $8,000 to $12,000 including beds, linens, kitchen essentials, living room furniture, and basic appliances.
  • Initial setup costs total $2,500 to $3,500 covering professional photography, listing creation, welcome materials, cleaning supplies, and basic technology like smart locks and WiFi equipment.
  • Permits and fees amount to $500 to $800 including business license, short term rental permit if required by Bell County, and tax registration.
  • Insurance adds $1,200 to $1,800 annually for short term rental coverage beyond standard homeowner's insurance.
  • Utilities average $200 to $300 monthly totaling $1,200 to $1,800 for six months covering electricity, water, internet, and basic cable.
  • First six months operating costs including cleaning services, maintenance, marketing, platform fees, and miscellaneous expenses total approximately $3,000 to $4,000.
  • Property taxes and ongoing maintenance should also be factored at roughly $1,500 to $2,000 for the initial six month period.
Are Airbnb properties in Middlesborough, Kentucky profitable?

Airbnb properties in Middlesborough, Kentucky typically generate modest returns due to the area's small population of approximately 10,000 and limited tourism infrastructure, with average nightly rates ranging from $45 to 75 compared to state averages of $85 to 120. Properties in this southeastern Kentucky town generally achieve 35 to 50% occupancy rates annually, generating gross revenues of $8,000 to 15,000 per year for typical 2 to 3 bedroom homes, while expenses including mortgage payments, utilities, cleaning, maintenance, and Airbnb fees typically consume 60 to 75% of gross revenue.

Profitability indicators

  • Success factors include proximity to Cumberland Gap National Historical Park (30 minutes away), competitive pricing below $60/night, and targeting extended stay guests or workers in the coal and healthcare industries.
What is the expected return on investment for an Airbnb in Middlesborough, Kentucky?

Airbnb investments in Middlesborough, Kentucky typically generate annual ROI of 8 to 12% with cash on cash returns ranging from 6 to 10%, primarily driven by the area's proximity to Cumberland Gap National Historical Park and outdoor recreation activities that attract tourists year round. Properties in downtown Middlesborough or near the national park entrance command higher nightly rates of $75 to 120, while renovation costs remain relatively low at $15,000 to 25,000 for a typical 2 to 3 bedroom property due to affordable local labor and materials.

Return planning figures

  • Most investors achieve profitability within 18 to 24 months, with seasonal peaks during spring and fall when hiking and camping activities drive occupancy rates to 65 to 75%, though winter months may see occupancy drop to 35 to 45%.
  • The limited hotel inventory in Middlesborough creates opportunities for short term rentals, with successful properties averaging $2,200 to 3,500 monthly gross revenue, and after accounting for expenses including cleaning, utilities, insurance, and platform fees.
What company can help me find and buy a profitable Airbnb in Middlesborough, Kentucky?

STRSearch is a leading national platform that helps investors identify profitable short term rental properties in Middlesborough, Kentucky, providing market analysis and investment insights.

Companies and resources

  • Local real estate agents like Coldwell Banker McMahan Co. and Re/Max Properties have experience with investment properties in the Bell County area, while Century 21 Cumberland Realty offers regional expertise in southeastern Kentucky markets.
  • National services include Awning, which provides full service Airbnb property management and acquisition assistance, and Mashvisor, offering rental property analytics and market data for the Middlesborough area.
  • AirDNA provides short term rental market intelligence and performance data, while BiggerPockets connects investors with local professionals and market insights.
  • RedAwning specializes in vacation rental property management and can assist with property acquisition strategies.
  • Local property management companies like Mountain Laurel Properties and Cumberland Gap Property Management offer insights into the rental market dynamics.
  • Real estate investment firms such as Roofstock (national) and local investment groups through the Kentucky Real Estate Investors Association provide additional resources for finding profitable Airbnb opportunities in this Appalachian market.

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Success Rate
100% profitable track record
Data Accuracy
Proprietary filters, precise forecasts
Service Scope
End-to-end STR investment support
Risk Mitigation
Only cash-flow-positive matches
Expert Network
Vetted realtors, lenders, designers included
Other Services
Success Rate
Inconsistent ROI, no guarantees
Data Accuracy
Generic metrics, inaccurate estimates
Service Scope
Partial services only
Risk Mitigation
No profitability screening
Expert Network
Limited or no partner access
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