Bookkeeper - Short-Term & Long-Term Rental Accountiing Rehoboth Beach, DE

Future Opening: Bookkeeper - Short-Term & Long-Term Rental Accountiing

Full Time • Rehoboth Beach, DE
Benefits:
  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid time off
  • Vision insurance
About the Role

Coldwell Banker Premier is seeking an experienced Full-Time Bookkeeper to manage accounting functions for both our Short-Term Rental (STR) division in Delaware and our Long-Term Rental (LTR) divisions across Delaware, Virginia, Florida, and additional markets.

This position supports a high-volume, multi-state property management portfolio using two primary systems:

  • Streamline (Short-Term Rentals)
  • AppFolio (Long-Term Rentals)
Position Summary

The Bookkeeper is responsible for daily, weekly, and monthly financial operations for all STR and LTR accounts. This includes posting payments, owner disbursements, reconciliations, vendor invoices, city and state tax payments, trust accounting, and compliance across multiple states.

You must be able to work accurately in both Streamline and AppFolio, manage a large transaction volume, and collaborate with property management staff across several locations.

Key Responsibilities

Daily Accounting

  • Post guest payments, reservations, and adjustments in Streamline
  • Post tenant and owner payments in AppFolio
  • Verify daily cash flow and correct applied payments
  • Monitor trust account compliance and resolve discrepancies
  • Review property balance anomalies & flag issues
Weekly / Monthly Financials

  • Prepare and process weekly owner payouts (STR & LTR)
  • Process and track security deposits (STR check-ins/outs + LTR move-ins/outs)
  • Process vendor invoices and payments
  • Complete monthly bank and trust account reconciliations
  • Support monthly accounting close
  • Prepare city and state rental tax filings and payments
  • Assist with 1099 preparation and year-end compliance
System Responsibilities

  • Work daily in Streamline for STR accounting
  • Work daily in AppFolio for LTR accounting
  • Maintain clean financial records and audit trails
  • Troubleshoot mismatched reservations, charges, or balances
Cross-Department Collaboration

  • Support teams across DE, VA, FL, and additional markets
  • Partner with PM teams to ensure reservation and ledger accuracy
  • Communicate with owners for financial clarifications when needed
  • Provide accounting support during busy turnover seasons

Required Qualifications

  • 4+ years bookkeeping or trust accounting experience
  • Experience with property management or vacation rental accounting
  • Excellent accuracy, attention to detail, and organizational skills
  • Strong understanding of trust accounting
  • Ability to manage high-volume, multi-state transactions

Preferred Qualifications

  • Experience working in multi-state property management
  • Experience preparing 1099s and supporting CPA processes
  • Strong Excel or spreadsheet skills
  • Accounting degree preferred but not required
Benefits

  • 401(k)

  • Health, dental, and vision insurance

  • Paid vacation

  • Retirement plan
Base $45,000

Contact Information: Teresa Bratcher, Vice President of Talent Attraction

Phone: 937-287-6083

Email: teresabratcher@premiermove.com
Compensation: $45,000.00 per year




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