Accounting Director (Vacation Rental)

Overview

The organization is seeking an Accounting Director to lead the accounting function for its Vacation Rental portfolio. This role owns the integrity of financial reporting across multiple client engagements, leads and develops a team of controllers and accountants, and serves as a trusted advisor to client leadership, including founders, operators, and investors.

Responsibilities

• Oversee month-end and year-end close across a portfolio of vacation rental clients, ensuring accurate and timely financial statements.
• Lead, mentor, and scale a team of controllers, senior accountants, and accountants.
• Act as the senior point of contact for client executives, presenting financial results and translating numbers into operational insights.
• Own trust accounting, owner statements, and reconciliations specific to vacation rental and property management operations.
• Prepare investor and board-level reporting packages, including KPI dashboards tailored to the VR industry (e.g., RevPAR, occupancy, ADR, and owner payouts).
• Design and improve accounting policies, internal controls, and close processes that scale with client growth.
• Support audits, tax coordination, due diligence, and M&A or integration activity as clients grow through acquisition.
• Partner with FP&A and advisory teams on budgeting, forecasting, and cash management.
• Drive adoption of technology and automation across the accounting stack.

Requirements

• 8+ years of progressive accounting experience, including 3+ years in a leadership role (Controller, Senior Controller, or Accounting Director).
• Strong command of US GAAP and accrual accounting.
• Experience in vacation rental, property management, or hospitality accounting.
• Proven ability to manage multiple entities or client engagements at once.
• Excellent communication skills, with confidence presenting to executives, owners, and investors.
• Hands-on experience with accounting systems such as QuickBooks Online, Xero, NetSuite, or Sage Intacct, plus PMS integrations like Guesty, Track, Streamline, or Escapia.

Preferred Qualifications

• CPA or equivalent certification.
• Experience at a private equity–backed company, including investor reporting, lender covenants, roll-up integrations, or exit preparation.
• Background in a fractional CFO or outsourced finance firm, with experience managing several client relationships at the same time.

Compensation & Benefits

• Competitive compensation, aligned with experience.

Location

• Fully remote; flexible work environment.