Bookkeeping built for Airbnb & Short-Term Rental Investors
Monthly bookkeeping built specifically for short-term rentals. We help Airbnb and vacation rental owners keep clean books, reconcile platform payouts, track property performance, and stay prepared for tax season year-round.
- Built specifically for Airbnb, VRBO, and short-term rental properties
- Per-property tracking so you know which rentals are actually profitable
- Books delivered tax-ready, no year-end scramble
Bookkeeping handled, so you can focus on your business.
Running a short-term rental is hard enough without spending your weekends fighting with QuickBooks. If your books feel chaotic, behind, or just plain wrong, we can help.
Tax season is a scramble every year and you're worried you're missing deductions
Your books are months behind and you don't know where to start
You can't tell which properties are actually profitable without three browser tabs and a spreadsheet
You're spending hours every month reconciling Airbnb and VRBO payouts manually
You're spending weekends on books instead of growing your portfolio
You remodeled a kitchen, replaced an HVAC, or bought new furniture and have no idea how it should land on your books
Sound familiar?
Submit your name and email and we'll reach out within 1 business day to talk about getting your books in order. No obligation, no sales pitch.
Sound familiar?
Submit your name and email and we'll reach out within 1 business day to talk about getting your books in order. No obligation, no sales pitch.
How it works
A clear, repeatable rhythm. Onboard once, get clean monthly reports, and walk into tax season with nothing left to do.
Onboard
We connect your bank accounts, platform dashboards, and set up per-property tracking. Cleanup quoted separately if you're starting from behind.
Monthly Bookkeeping
We categorize transactions, reconcile Airbnb and VRBO payouts against deposits, match expenses to each property, and track fixed-asset additions and capital improvements.
Reports by the 15th
You get a clean P&L per property plus a short note flagging anything notable. Every month, like clockwork.
Tax-Ready Year-End
By December 31, your books are reconciled, your depreciation schedule is current, and you have a tax-ready handoff package ready for your accountant.
Meet your CPA
Sean Culloden, CPA
Short-Term Rental Tax & Bookkeeping Specialist
Sean began his career at Deloitte before founding InvestorWise Tax. He holds a degree in economics from the University of California, Berkeley and studied at the University of Pennsylvania.
Good tax outcomes start with clean books. That's why I built bookkeeping into the core of how I work with STR owners. It's the foundation, not the afterthought.
Every month, I make sure your income is reconciled against what platforms actually report, your expenses are categorized and documented, and each property has its own clear financial picture. When tax season arrives, there's nothing to reconstruct.
This also means better decisions during the year. When you can see your numbers in real time, you can plan, whether that's timing a renovation, evaluating a new property, or knowing exactly where you stand on cash flow.
- What this looks like in practice:
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Per-property bookkeeping that reconciles platform payouts to the penny
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Monthly financials you can actually read and use to make decisions
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Year-round visibility so tax season is a non-event
What you get every month
STR bookkeeping isn't generic small business accounting. Between multi-platform payouts, depreciation schedules, and per-property reporting, it requires someone who actually understands how rentals work.
The goal: books accurate enough to file on, clear enough to make decisions from, and ready for tax time without a scramble.
- Categorization and reconciliation of all accounts
- Payout-to-deposit matching across Airbnb, VRBO, and direct bookings
- Per-property P&L delivered by the 15th
- Asset register kept current, ready for year-end depreciation
- Monthly notes flagging anything worth your attention
- Tax-ready year-end handoff package
- Email access for one-off questions
Quick 15-minute call to see how we can help.
Months behind on your books? Start with cleanup.
Most STR owners we talk to are at least six months behind. That's normal, and it's fixable. We'll get your books reconciled across every platform, categorized correctly, and ready to hand to your accountant. Then monthly bookkeeping picks up from there.
- All transactions reconciled across Airbnb, VRBO, direct bookings, and bank accounts
- Per-property categorization for every month we catch up
- Fixed-asset register reconstructed across all properties
- Tax-ready handoff once your books are current
Common questions
Have other questions? Ask on our fit call.
Each month, we categorize your transactions, reconcile platform payouts against bank deposits, assign income and expenses to the correct property, and keep your fixed-asset register current. You receive a per-property P&L by the 15th, plus a short note flagging anything worth your attention.
It's strongly recommended but not always required. Separate accounts make bookkeeping cleaner, reduce errors, and are required if you want to claim the Section 199A qualified business income deduction under the IRS safe harbor. If you're currently running everything through one account, we can still work with that, though we'll likely recommend separating them over time.
Yes. We can pick up where your current system left off or migrate you to a setup that's better suited for STR properties. QuickBooks and Stessa work for some situations, but they weren't designed to handle multi-platform payout reconciliation, per-property reporting, or the categorization decisions that matter at tax time. That's usually where hosts hit a wall.
Your books are the foundation your tax return is built on. When bookkeeping is done right throughout the year, tax filing becomes straightforward, and your CPA isn't reconstructing 12 months of transactions under deadline. We deliver tax-ready financials in the format your accountant needs.
No. This is a standalone bookkeeping engagement. We deliver clean books and a tax-ready year-end package that you or your CPA can use to file. If you'd like to discuss tax services separately, we can quote them on request.
Not at all. We offer cleanup engagements to get prior periods organized before monthly service begins. The scope depends on how many properties and how far back we need to go, and we quote it after a short scoping call. The sooner you start, the cleaner your year-end handoff will be.
Ready to get your STR books in order?
Every month without clean books is another month of guessing at portfolio decisions, and another month closer to next April's scramble.
Let's talk about where you stand and what it would take to fix it.
15 minutes. No pressure. No obligation.
We take on a limited number of new bookkeeping clients each quarter.
STR Specialist