Sr. Accountant (Vacation Rental Portfolio)

About Howard Financial

Howard Financial is a full-service back-office solution for companies and entities with bookkeeping, payroll, and bespoke reporting needs that require accuracy, timeliness, and institutional-quality reporting without the burden of full-time staff.

We are an experienced team of bookkeepers and administrators with multiple decades of combined experience across industries allowing companies to focus on their core business while we handle the rest.

Founded in 2023, our team of 60 professionals supports ~40 clients across a diverse range of industries. We recently reached $5M of contracted ARR and are growing rapidly (over 150% MRR growth YTD).

• An English CV/resume is REQUIRED
• Vacation rental accounting experience is REQUIRED

We are hiring an experienced Senior Accountant with direct vacation rental (VR) industry experience to support client onboarding, streamline accounting operations, and customize accounting workflows for short-term rental businesses. This is a fully remote role and a critical position within our growing team.

This role requires hands‑on experience working with vacation rental accounting systems, owners, and property managers. Candidates without prior vacation rental experience will not be considered.

• Lead and support client onboarding , ensuring accurate and efficient setup of accounting systems
• Customize and streamline accounting workflows tailored to each vacation rental client
• Manage and review financial statements, reconciliations, and month‑end close
• Work with vacation rental platforms (e.g., PMS, channel managers, trust accounting systems)
• Ensure compliance with industry‑specific accounting standards and best practices
• Identify process improvements and implement scalable accounting solutions
• Collaborate with internal teams to improve efficiency and client experience
• Serve as a subject‑matter expert for vacation rental accounting

• Senior‑level accounting experience (5+ years preferred)
• Direct vacation rental accounting experience is REQUIRED
• Strong understanding of trust accounting, owner statements, and property‑level reporting
• Experience onboarding new clients and setting up accounting systems
• Proficiency with accounting software (QuickBooks, AppFolio, or similar VR‑focused platforms preferred)
• Excellent written and verbal communication skills in English
• Highly organized, detail‑oriented, and process‑driven
• Comfortable working independently in a remote environment

• Fully remote position
• Opportunity to work with a growing, specialized accounting team
• High‑impact role helping improve and scale client accounting operations
• Competitive compensation based on experience