We are seeking a Director of Accounting with deep vacation rental industry experience to lead our accounting function across a growing, multi-property portfolio. This role is ideal for someone who knows that vacation rental accounting is not traditional hospitality accounting—and loves that challenge.
You’ll bring mastery of trust accounting, owner statements, PMS integrations, and the art of balancing accuracy with hospitality-grade service. Just as important, you’ll enjoy working with multiple owners, stakeholders, and internal teams, bringing clarity, confidence, and a bit of charm to complex financial conversations.
What You’ll Do
Vacation Rental & Trust Accounting Leadership
- 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
Owner Statements & Client Relationships
- 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 (you’re calm, confident, and kind—even during payout questions)
PMS & Systems Expertise
- Serve as the accounting lead for PMS platforms (e.g., Guesty, Escapia, Track, Streamline, Hostfully, or similar)
- Ensure seamless integration between PMS, accounting software (QuickBooks, Sage Intacct, NetSuite, etc.), and payment processors
- Troubleshoot reservation, folio, and payout discrepancies across systems
Multi-Property, Multi-Client Accounting
- Manage accounting operations across multiple properties, markets, and ownership structures
- Oversee revenue recognition for nightly rent, fees, taxes, commissions, and ancillary services
- Handle complex allocations, owner splits, management fees, and channel adjustments
Team Leadership & Process Improvement
- 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
Compliance & Controls
- Oversee lodging tax compliance (state, county, city, special districts)
- Maintain internal controls and prepare for audits or owner reviews
- Partner with external CPAs, auditors, and banking partners
What We’re Looking For
Required Experience
- 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)
Preferred
- CPA or equivalent professional certification
- Experience with portfolio growth, acquisitions, or market expansion
- Familiarity with channel managers, payment processors, and tax automation tools