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Comparison

Stessa vs Clearing

Pricing, pros and cons, and buyer-fit side-by-side. Pick the one that matches your operation — or see why neither should.

Accounting & Tax

Stessa

Financial tracking and tax optimization for real estate investors

Best for Small Hosts

Free accounting tool for solo real estate investors

From $0/mo • No free trial

Accounting & Tax

Clearing

Trust accounting and bookkeeping built for short-term rental managers

Solid Option

Specialist bookkeeping for STR managers who actually need trust accounting

From $25 • No free trial

Visit Stessa →Visit Clearing →
✓Editorial verdict

Which Should You Pick: Stessa or Clearing?

Pick Stessa if you're a self-managing real estate investor who wants free, unlimited property tracking with tax-ready Schedule E reports for your own buy-and-hold portfolio. Pick Clearing if you're a property manager running 10–300+ short-term rental units who needs trust accounting, owner statements, and multi-OTA reconciliation layered on your existing PMS.

Editorial perspective from the Stessa side; factual claims about Clearing are drawn from its review.

Pricing Side-by-Side

From $0/mo • No free trial

Essentials

$0/mo

Unlimited

  • Unlimited properties
  • Basic financial reports
  • Bank feeds
  • Online rent collection
Try Stessa

Manage

$12/mo (annual) or $15/mo (monthly)

Unlimited

  • Everything in Essentials
  • Advanced reporting
Try Stessa

Pro

$28/mo (annual) or $35/mo (monthly)

Unlimited

  • Everything in Manage
  • High-yield cash balances (3.98% APY)
  • FDIC coverage up to $3M
Try Stessa

From $25 • No free trial

Up to 5 listings

$25/mo

  • Bookkeeping baseline
  • PMS, Stripe, and Airbnb data ingestion
Try Clearing

11-20 listings

$9.25 per unit/mo

  • Bookkeeping baseline
  • Per-unit pricing kicks in
Try Clearing

100+ listings

$8.50 per unit/mo

  • Bookkeeping baseline at lowest published per-unit rate
  • Suitable for portfolios at scale
Try Clearing

Trust accounting add-on

$2.50 per unit/mo + $199-$499 setup

  • Virtual bank accounts to segregate rental funds
  • ACH disbursement to homeowners
Try Clearing

What each tool does well — and where it falls short

What Stessa does well

  • Comprehensive financial tracking with tax optimization

    Stessa automatically categorizes transactions and generates tax-friendly reports, making tax preparation straightforward for real estate investors.

  • Free plan with unlimited properties

    The Essentials plan offers significant value with unlimited property tracking, basic financial reports, and rent collection at no cost.

  • Integrated banking with competitive yields

    Pro plan includes high-yield cash balances (3.98% APY) with FDIC coverage up to $3M, directly connected to property accounting.

What Clearing does well

  • Broad PMS and payment-processor integration coverage

    The integrations page lists Hostaway, Guesty, Hospitable, Lodgify, OwnerRez, Stripe, and others — unusually wide for a bookkeeping-layer product, which reduces lock-in if you switch PMSes.

  • Trust accounting is the headline feature, not a bolt-on

    The homepage title is 'Trust accounting for Property Managers' and the platform supports virtual bank accounts to keep owner funds segregated — a compliance step generalist tools push back to the operator.

  • Vendor case studies cite quantified time savings

    Named customers on the customer-story page report cuts like 'up to 70%' fewer month-end hours across 300+ properties and one operator saving 50+ hours monthly.

Where Stessa falls short

  • Persistent technical issues with bank connections

    Users report recurring problems with bank account verification and transaction syncing that customer support cannot permanently resolve.

  • Limited functionality for complex operations

    The software lacks recurring bill/income features and detailed account tracking needed for sophisticated real estate portfolios.

  • Poor customer support responsiveness

    Users on free plans experience slow email-only support, with reported resolution timeframes extending to months for simple issues.

Where Clearing falls short

  • Plan tier pricing requires a sales call

    Both Pro and Ultimate plans show 'Talk with Sales' on the pricing page, and a third-party directory notes a demo is required before purchase. Apples-to-apples comparison requires booking a call.

  • Trust accounting is priced separately from the bookkeeping base

    It's $2.50 per unit per month plus a one-time implementation fee scaling from $199 to $499 by portfolio size — meaningful budget for a 50-listing operator.

  • Very limited independent review signal

    shorttermrentalsoftware.com lists '0 reviews currently listed' and Capterra/G2 don't surface a populated page, so buyers lean heavily on vendor-published case studies.

Which Should You Pick

Pick Stessa if

Individual real estate investors seeking comprehensive financial tracking and tax preparation with unlimited properties on a budget.

Skip Stessa if

You run multi-entity portfolios requiring complex accounting, need dedicated tenant mobile apps, or require robust third-party integrations.

Pick Clearing if

Property managers running 10-300+ short-term rental units who need automated trust accounting, owner statements, and reconciliation across multiple OTAs and PMSes.

Skip Clearing if

You're a single-listing host, you need a PMS replacement (Clearing layers on top of one), or you require self-serve plan-tier pricing without a sales call.

Where Stessa and Clearing actually differ

  • Stessa is free on its Essentials plan with unlimited properties, scaling to $12/mo (Manage) or $28/mo (Pro) on annual billing; Clearing starts at $25/mo for up to 5 listings, scales to $9.25/unit at 11–20 and $8.50/unit at 100+, plus a $2.50/unit trust-accounting add-on with a $199–$499 implementation fee.
  • Clearing integrates with 15+ PMSs (Hostaway, Guesty, Hospitable, Lodgify, OwnerRez) plus Stripe and QuickBooks Online — 30+ named integrations total; Stessa has zero PMS or OTA integrations, no public API, no Zapier, and depends entirely on bank feed aggregation.
  • Clearing offers virtual bank accounts to segregate owner funds, ACH disbursement to homeowners, and automated owner statements as headline features; Stessa has no trust accounting, no owner statements, and limited multi-entity support.
  • Stessa Pro includes integrated banking at 3.98% APY with up to $3M FDIC coverage; Clearing has no banking product or high-yield cash account.
  • Stessa auto-categorizes transactions for real estate and produces Schedule E-ready tax reports for individual investors; Clearing reconciles reservation-level data from your PMS and pushes to QuickBooks Online (Ultimate plan) but is built around PMC bookkeeping, not landlord tax filing.

Common objections

Clearing has actual PMS integrations and trust accounting — isn't Stessa just outclassed?
Only if you're a property manager handling other people's money. Clearing is built for PMCs running 10+ units across multiple owners, where trust accounting and owner statements are real compliance pain. If you're a self-managing investor with a handful of buy-and-hold rentals, Stessa's free plan with unlimited properties and Schedule E categorization covers what you actually need — Clearing's per-unit pricing and add-ons would be paying for capabilities you don't use.
I have 5 STR units I self-manage. Should I move from Stessa to Clearing?
Probably not yet. At 5 units you'd hit Clearing's $25/mo floor and you don't need trust accounting if you're not managing for outside owners. Stessa's free Essentials plan handles the bookkeeping and tax reports honestly. The switch makes sense once you cross into managing for other owners, multi-OTA reconciliation eats real time, or your state requires segregated trust accounts.
Stessa's bank feeds are unreliable — does that alone justify switching to Clearing?
It's a fair concern and one we acknowledge in our own cons. Clearing largely sidesteps it by pulling reservation and transaction data through PMS and payment-processor integrations rather than Plaid-style bank aggregation. But that only helps if you have a PMS to integrate with. For investors without a PMS, switching to Clearing doesn't solve the bank-feed problem — you'd still need bank connections — and the per-unit pricing isn't justified by feed reliability alone.

Keep Digging

Stessa

Free accounting tool for solo real estate investors

Clearing

Specialist bookkeeping for STR managers who actually need trust accounting