Hearthstamp / Field guide

A practical recordkeeping guide for short-term rental owners

A short-term rental creates a trail of work, bookings, payments, bills, and property documents. Keeping those records together as events happen makes it easier to review the property’s activity and share organized material with a qualified tax professional.

Section 01

Keep a timely record of property activity

Write down what happened while the details are fresh. A useful activity entry can identify the property, date, task, person who did the work, time spent, and a short factual note or source. Keep related receipts, messages, work orders, or other supporting documents with the entry when they help explain it.

IRS recordkeeping materials describe account books, diaries, logs, or similar records as ways to document business or investment use. These fields are a practical organization habit; they are not a tax test and do not determine participation status or treatment.

  • Record the date, property, task, contributor, and time spent.
  • Use brief, factual notes and keep the source or supporting file nearby.
  • Keep an edit history when details need correction so the context is clear later.

Section 02

Keep rental income and payment evidence together

Organize booking confirmations or statements with records of payments received. Keep platform or guest payment receipts, payout statements, and bank records that show deposits, along with notes or statements for refunds and other adjustments. Group the material by property and period so a reviewer can follow how the records relate.

A payout amount alone may not explain the full booking or payment history. Preserve the underlying records and ask your tax professional how income should be reported for your circumstances; Hearthstamp does not decide what is taxable or when it is recognized.

  • Save booking and payment records, not only the final bank deposit.
  • Keep evidence of refunds or adjustments with the related booking.
  • Make it clear which property and period each record belongs to.

Section 03

Save expense documents and proof of payment

Keep bills, invoices, receipts, card records, bank records, or check images that show what was purchased and how it was paid. Add enough context to connect a document to the property, date, vendor, and work or purchase. For travel connected with rental-property work, retain the relevant trip or mileage records and supporting documents for your tax professional to review.

Record the facts without deciding whether a cost is deductible or should be added to property basis. Documentation and tax determinations are different: an organized receipt is useful evidence, but it does not by itself establish how an item should be treated.

  • Keep the invoice or receipt and a separate payment record when available.
  • Label the property and briefly describe the purchase or work.
  • Keep travel records with the related property work for professional review.

Section 04

Preserve property acquisition records

Keep the records that explain when and how you acquired each property and its original purchase price. Store purchase and closing documents with the property’s long-term file, rather than mixing them only into routine operating expenses. These details can help a tax professional review the property’s basis and related reporting.

  • Keep the acquisition date and method with the purchase documents.
  • Retain records showing the original purchase price.
  • Keep long-term property documents identifiable by property.

Section 05

Keep improvement and depreciation history

For work that may be an improvement, keep the project description, dates, invoices, receipts, and payment evidence together. Keep those records distinguishable from everyday operating costs so a qualified professional can decide whether an amount is a repair, an improvement, or something else under the rules that apply to you.

Retain the history of depreciation claimed for each property and the supporting tax workpapers you already have. Form 4562 instructions address depreciation calculations, but the amount, method, and tax treatment are individual tax decisions—not something Hearthstamp calculates or determines.

  • Keep improvement scope, invoices, dates, and proof of payment together.
  • Preserve prior depreciation records and related tax workpapers by property.
  • Ask a qualified professional to review basis, classification, and depreciation.

Section 06

Plan retention and prepare a clear handoff

Tax records are normally retained for three years, while rental-property records should be kept longer. Do not use three years as an automatic discard date for property, acquisition, improvement, or depreciation files. Ask your tax professional for a retention schedule that fits your records and circumstances.

Before sharing, group materials by property and period, keep original documents, and include a brief index when a folder contains many files. Hearthstamp can help document and organize property activity and share activity records; financial and property documents should remain in the records system you use for them.

  • Set a retention schedule with your tax professional.
  • Keep property and depreciation files beyond the general three-year period as advised.
  • Share organized activity records alongside the original supporting documents.

Clear records, with clear boundaries.

Hearthstamp supports documenting, organizing, and sharing records. It does not provide tax, legal, or accounting advice, and it does not guarantee or determine an audit outcome. It also does not decide whether an item is deductible, capitalized, or depreciable. Consult a qualified tax professional for individual tax decisions.

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