Want to see how Olive Hill compares to other top cities in Kentucky? Explore all city regulations in Kentucky. →
Olive Hill, KY
Challenging To Investors
Local STR Agent
Local STR Agent

Short-term rentals are currently allowed in Olive Hill, Kentucky, subject to state, county, and any local regulations that may exist. However, the regulatory landscape is evolving, particularly at the state level, which could significantly impact local control over STRs.
Olive Hill hosts earn a median $22,307/year with $303 ADR and 32% occupancy.
Top performers pull in $31,693+ per year.
See the full Olive Hill market breakdownStarting a short-term rental business in Olive Hill requires several key steps:
Based on available information for Kentucky communities, typical requirements include:
Note: Specific local regulations for Olive Hill were not found in the provided content. Contact local authorities for definitive requirements.
Critical Update: Kentucky is currently considering legislation that would significantly impact local STR regulation:
Key Provisions Being Considered:
Timeline: The combined bill was assigned to the House Local Government committee (chaired by Rep. Flannery) and was expected to be voted on as of March 11, 2025.
Specific Carter County STR regulations were not found in the provided content. Contact county authorities for current requirements.
Specific Olive Hill STR ordinances were not found in the provided content. Given that Olive Hill is a home rule city, it likely has zoning authority that could be affected by pending state legislation.
For information on HB 490 and SB 110:
Key Legislators:
Contact information for Olive Hill city officials and Carter County planning/zoning departments was not provided in the available content. Investors should contact:
Regulatory Uncertainty: The pending state legislation could dramatically alter the regulatory landscape, potentially overriding local controls
Local Housing Impact: Community advocates argue that STRs reduce housing supply and drive up prices, with Lexington already seeing 1,000 units converted to STRs
Political Dynamics: The legislation represents a "Frankfort power grab" according to local control advocates, with strong lobbying from Airbnb
Timing: Given the recent committee hearings and expected votes, regulatory clarity may emerge soon
Recommendation: Given the rapidly evolving regulatory environment, investors should closely monitor the progression of HB 490 and SB 110 while simultaneously contacting Olive Hill and Carter County authorities to understand current local requirements. The ultimate regulatory framework for STRs in Olive Hill may be determined more by state action than local ordinances.
This guide is based on available information as of the content provided. Regulations change frequently, and investors should verify all requirements with current local, county, and state authorities.
Next step
Paste any address and get estimated revenue, cash-on-cash return, and comparable STR performance in under 5 minutes. 3 free analyses per day.
Free brief
Revenue data, top neighborhoods, seasonal trends, and the key regulations for Olive Hill, Kentucky in one email.



Olive Hill is a small city in Carter County, in the foothills of eastern Kentucky, with a population of roughly 1,500 residents. Tucked into the wooded hills of the Appalachian region, it has the feel of a quiet, working-class Appalachian community, surrounded by forests, hollows, and a string of state parks. The town is best known as the gateway to Carter Caves State Resort Park and the broader cave-and-lake country of northeastern Kentucky. It sits along Interstate 64, approximately 30 miles west of Ashland and roughly 100 miles east of Lexington, making it a convenient stop for travelers crossing between central Kentucky and the Ohio River valley.
Just a few minutes south of town, Carter Caves State Resort Park is the area's marquee draw, with more than 20 known caves, miles of hiking trails, horseback riding, and a resort lodge with a pool. It is one of Kentucky's flagship state parks and a popular spot for both day-trippers and overnight visitors exploring the region's karst landscape. Drive time from Olive Hill is only a matter of minutes.
Northwest of Olive Hill, about 25 miles away, Grayson Lake State Park sits along a 1,500-acre reservoir in Carter County and offers boating, fishing, and lakeside camping. The park is a quieter counterpart to Carter Caves and tends to draw visitors looking for a slower pace on the water. Together, the two parks make the Olive Hill area a year-round outdoor destination, even though the town itself remains a small and unhurried place.
History and heritage visitors can also find points of interest nearby. Olive Hill is close to the broader network of small communities and historic sites scattered through the foothills of eastern Kentucky, including the Tygarts Creek valley, where small museums and locally maintained historical markers tell the story of Appalachian coal, timber, and railroad history. The town itself is also a short drive from the Morehead area, home to Morehead State University and the Kentucky Folk Art Center, both of which are roughly a half hour east.
Olive Hill is a compelling base for short-term rentals because it sits at the meeting point of two of eastern Kentucky's strongest outdoor attractions while still being an easy drive off I-64. Guests who stay here get the small-town Appalachian atmosphere, easy access to caves, lakes, and trails, and a central location that lets them reach Ashland, Morehead, or the wider Daniel Boone National Forest region without long drives. For owners, that mix of natural draw, accessible location, and lower operating costs makes Olive Hill an attractive corner of Kentucky's vacation-rental market.
Enter an address to get instant revenue potential and comps.