Director of Accounting – Vacation Rental Portfolio
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Job Description
Director of Accounting leading vacation rental accounting across a growing portfolio at Howard Financial, overseeing trust accounting and compliance.
Responsibilities:
- Own and oversee trust accounting across multiple legal entities and property portfolios
- Ensure strict compliance with state trust laws, escrow requirements, and brand standards
- Maintain clean separation of operating funds, owner funds, and tax liabilities
- Oversee the preparation and accuracy of monthly owner statements
- Partner with Owner Relations and Operations to resolve owner inquiries with clarity and professionalism
- Translate complex financial data into owner-friendly explanations
- Serve as the accounting lead for PMS platforms
- Ensure seamless integration between PMS, accounting software, and payment processors
- Manage accounting operations across multiple properties, markets, and ownership structures
- Oversee revenue recognition for nightly rent, fees, taxes, commissions, and ancillary services
- Lead, mentor, and develop an accounting team with a service-oriented mindset
- Establish scalable processes as the portfolio grows through onboarding, acquisitions, or new markets
- Drive month-end close, reconciliations, audits, and financial reporting
- Oversee lodging tax compliance (state, county, city, special districts)
Requirements:
- 7+ years of accounting experience, with direct vacation rental or short-term rental industry experience
- Proven trust accounting expertise in a property management or vacation rental environment
- Hands-on experience with owner statements and owner payout structures
- Strong working knowledge of PMS systems and their accounting workflows
- Experience supporting multi-property, multi-entity portfolios
- Advanced knowledge of accounting platforms (QuickBooks, Sage Intacct, NetSuite, or similar)
Benefits:
- Professional development opportunities
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