Bookkeeper - Short-Term & Long-Term Rental Accountiing

Coldwell Banker Premier

Bookkeeper - Short-Term & Long-Term Rental Accountiing

Rehoboth Beach, DE
Full Time
Paid
  • Responsibilities

    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