Boutique Vacation Rental Management Business in Smoky Mountain Region with Remote Owner/Operator Managing 14 Properties

Executive Summary

Project Rocky Top represents a compelling opportunity to acquire a boutique short-term rental management platform operating in Tennessee’s Smoky Mountains, one of the nation’s most visited leisure destinations.

Founded in 2020, the business has grown over five years into a 14-property portfolio supported by strong homeowner loyalty, with several owners adding additional homes through referrals rather than paid marketing.

The Company generates approximately $1.5 million in trailing twelve-month revenue as of October 2025, with adjusted EBITDA of roughly $157,000, supported by a 15% management fee structure, a 2025 average daily rate of $384, and approximately 60% adjusted paid occupancy.

Operations are highly efficient, utilizing a lean, fully remote model with just one team member and outsourced housekeeping and maintenance partners. Modern, integrated technology systems support pricing, reservations, payments, and property access, creating a scalable platform with significant upside through portfolio expansion, enhanced marketing, and operational optimization.

Certain principals of Raincatcher are registered representatives offering securities and investment banking services through Britethorn Securities, a registered broker-dealer (member FINRA/SIPC). Britethorn Securities and Raincatcher are not affiliated entities.