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[V6] Bookkeeper (Vacation Rentals Industry)

Posted March 03, 2026
Contractor / 1099

Job Overview

Role Summary
Howard is seeking an experienced Bookkeeper with a strong background in vacation rentals. This role requires excellent attention to detail, accurate record-keeping, and the ability to manage recurring workflows in a fast-paced environment.


Key Responsibilities
● Record and maintain daily financial transactions, including journal entries and account reconciliations
● Reconcile bank accounts, POS sales, cash deposits, credit card batches, and delivery platform payouts
● Assist with Accounts Payable/Accounts Receivable functions, including vendor bill entry, payment processing, and customer invoicing
● Perform vendor reconciliations and review invoices for accuracy
● Support inventory tracking and basic cost analysis (COGS, labor summaries, etc.)
● Assist with monthly close tasks, including preparing account schedules and updating financial records
● Prepare sales tax support and assist with vacation rentals-related filings
● Maintain organized and accurate financial documents for client accounts
● Provide support for audits and other accounting projects as assigned


Qualifications
● 1–2+ years of bookkeeping or accounting experience vacation rentals bookkeeping strongly preferred
● Understanding of hospitality workflows (POS reports, cash handling, inventory, labor reporting)
● Experience with accounting systems such as QuickBooks, R365, or Sage Intacct
● Familiarity with POS platforms (Toast, Micros, Aloha, etc.)
● Strong Excel skills and excellent attention to detail
● Good communication skills and ability to manage recurring deadlines
● English proficiency (B2)


Preferred
● Experience supporting multi-unit short term rentals
● Associate’s or Bachelor’s Degree in Accounting, Finance, Business Administration, or equivalent experience

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