Stay on top of the latest Short-Term Rental trends

Clearing and Keystone Bookkeepers partner to deliver STR bookkeeping, owner reporting, and trust accounting workflows that stay clean, compliant, and tax-ready.

Clearing and StayLedger partner to deliver STR bookkeeping and trust accounting workflows, with clean monthly reporting, owner statements, and tax-ready books.

Short-Term Rental bookkeeping is no longer just about debits and credits... it’s about building a system that reconciles bookings with bank deposits, handles trust accounting correctly, and keeps owners informed with clean, accurate statements. In this guide, we break down a modern STR bookkeeping system step-by-step: from syncing reservations to owner payouts, from tax-ready reporting to true financial transparency.

Expense leakage in Short-Term Rental property management can quietly erode profits, break trust with owners, and disrupt clean financials. From missing receipts and misallocated vendor bills to timing gaps and unreimbursed owner charges, these issues add up fast. In this guide, we unpack the full scope of financial leakage across STR workflows, introduce a practical scorecard to identify common risks, and provide a step-by-step SOP to help managers capture, categorize, and reimburse expenses accurately. Learn how to implement best practices and leverage purpose-built tools like Clearing to automate reimbursements, maintain trust accounting compliance, and prevent costly mistakes before they snowball.

Trust accounting has become an essential part of modern financial operations for Short-Term Rental property managers—especially heading into 2026. With growing regulations across U.S. states, increasing expectations from homeowners, and the need for audit-ready books, it's never been more important to understand how trust accounting works, why it matters, and how to implement it the right way. In this article, we break down everything STR managers need to know for 2026: from compliance and reporting standards to new trends in tech-enabled accounting and best-in-class tools that make trust accounting scalable and stress-free.

Paradise Breeze Vacation Rentals built a scalable trust accounting operation without adding headcount. By implementing Clearing, the team avoided hiring a full-time finance employee, saved an estimated $30,000 annually, and gained the accuracy and confidence needed to support continued growth. This customer story breaks down how automation, reliable reporting, and responsive support helped Paradise Breeze streamline financial operations and reclaim over 40 hours of work per week.

As the Short-Term Rental industry grows more sophisticated, so do the financial tools powering it. In this 2026 guide, we break down the top five purpose-built fintech and accounting platforms every STR property manager should know (Clearing, QBO, Ramp, Column, and Mercury). Whether you're scaling your portfolio, optimizing your workflows, or planning for cleaner books this year, this stack will help you automate trust accounting, streamline spending, and stay audit-ready.

Falling behind on STR accounting happens - but tax season won’t wait. In this guide, we walk through how to catch up quickly if you’re behind on reconciliations, booking financials, or owner statements. Learn how to use automation tools built for Short-Term Rental managers to close out the year fast, generate accurate reports, and start the new year with clean books and peace of mind.

Year-end is one of the most stressful times for Short-Term Rental (STR) property managers... especially when it comes to preparing clean, reconciled owner statements. Owners expect clear answers around income, expenses, taxes, and deposits, and any mismatch between your statements, books, and trust account balances can lead to time-consuming questions and eroded trust. This guide walks you through how to generate year-end owner statements that actually tie out (statements that match your accounting system, trust account, and transaction records down to the last dollar).

Short‑Term Rental businesses face unique financial challenges that traditional accountants do not always understand. This article explains why STR property managers should work with accountants and bookkeepers who specialize in the industry if working with a service provider, how trust accounting differs from operational accounting and how purpose built tools like Clearing support accurate, compliant STR financial management.

Beyondbnb streamlined trust accounting across 300+ Short-Term Rental properties and cut month-end financial work hours by up to 70% using Clearing.

Clearing and Ximplifi partner to offer expert bookkeeping and trust accounting for Short-Term Rental property managers.

Trust accounting isn’t just a compliance requirement, it’s a competitive advantage for Short-Term Rental property managers. This article breaks down how trust accounting builds homeowner confidence, enables better financial reporting, and becomes a key value-add when pitching to new clients. Learn how to position trust accounting as a benefit, not a burden.

How Stay Revy streamlined Short-Term Rental trust accounting, reduced manual work by 10 hours weekly, and saved over $25,000 annually with Clearing.

As year-end approaches, Short-Term Rental property managers practicing trust accounting face critical financial workflows that must be wrapped up cleanly. This article outlines the key steps to take now, before December, to close your books accurately, stay compliant, and set up a smooth start to the new year. From reconciliations and liability cleanups to audit readiness and owner communication, this guide helps you finish strong.

Dwell Escape manages 185+ STRs and saves 60+ hours monthly using Clearing’s trust accounting platform—automating owner payouts and monthly financials at scale.

Clearing partners with Properly to automate cleaning, maintenance, and turnover expense tracking—and pay providers directly via ACH.

Switching PMS platforms or fintech tools doesn’t have to disrupt your financial foundation. Learn why STR property managers are moving their accounting outside of the PMS—and how this shift supports faster growth, easier acquisitions, and smoother tech transitions.

As trust accounting requirements grow stricter across the U.S., virtual and physical cards are emerging as a powerful compliance tool for Short-Term Rental property managers. This article explores how fintech card solutions help managers track reimbursable expenses, enforce fund segregation, and streamline trust accounting workflows in regulated states like North Carolina.

Airbnb’s 15.5% host fee & other changes — an accounting challenge. Learn how Clearing helps property managers adapt with clarity and control.

Clearing’s Streamline integration automates trust accounting, liability tracking, expense management, and financial reporting for Short-Term Rental managers.

Discover how Outpost Vacation Rentals cut 25+ hours of manual work and hundreds of dollars each month using Clearing’s trust accounting and bookkeeping automation tools.

Discover how Capehost streamlined trust accounting while scaling their business and cutting 50+ hours of monthly work with Clearing’s bookkeeping automation.

Thinking about switching from cohosting to trust accounting? This guide explains the key differences, benefits, and best practices for Short-Term Rental property managers looking to transition. Learn how to navigate owner concerns, understand state trust accounting laws, and phase into a scalable financial model that supports both compliance and growth.

Clearing now integrates with Tokeet PMS to automate trust accounting, owner statements, and financial reporting for vacation rental managers.

Clearing’s AdvanceCM integration automates trust accounting and financial reporting for STR property managers using AI-native property management software.

Clearing now integrates with Hostex, an AI-powered PMS, to automate trust accounting, owner reporting, and financial statements for vacation rental managers.

The Clearing and Ramp partnership automates expense management, card control, and reconciliation for Short-Term Rental property management companies.

Clearing integrates with Lynnbrook Group to automate payment syncing, simplify reconciliation, and streamline vacation rental financial management.

Cohosting has become a popular model in the Short-Term Rental industry, allowing individuals to manage properties without needing a broker's license in certain states. This article explores the evolution of cohosting, the unique financial responsibilities it introduces—like invoicing owners for management fees, reimbursements, and markups—and why dedicated financial tools are essential. We'll also break down the monthly financial workflow for cohosts and show how platforms like Clearing help streamline the entire process.

Financial technology is redefining how Short-Term Rental managers operate. This article explores how fintech tools—from virtual cards to automated expense tracking—are powering smarter, faster, and more scalable financial workflows in the STR industry.

Understanding the May 10, 2025 policy changes and how integrated solutions help vacation rental managers stay compliant while maximizing revenue SuiteOp and Clearing have joined forces to tackle two of the vacation-rental industry’s most pressing operational challenges: policy-safe upsell processing and seamless task fulfillment. By combining SuiteOp’s channel-aware guest portal with Clearing’s real-time trust-accounting engine, hosts gain a unified workflow that both enforces platform rules and drives efficiency behind the scenes.

Clearing’s Amazon Business integration automates order syncing, expense tracking, and owner reimbursements for Short-Term Rental property managers.

Managing property-level expenses doesn’t have to be messy. In this article, we explore how AI is redefining expense management for Short-Term Rental businesses—from automatic receipt capture and categorization to syncing costs with bank transactions and owner statements. Learn how property managers are streamlining operations, improving transparency, and saving hours each month with AI-driven tools built for the unique needs of STRs.

Clearing and Hire Sofia partner to simplify STR trust accounting—combining software and bookkeeping to save time, ensure accuracy, and boost tax readiness.

Explore how AI is transforming trust accounting for Short-Term Rental property managers. This article breaks down the shift from manual, error-prone processes to fully automated financial workflows—including bank reconciliations, OTA payout breakdowns, owner statement generation, and trust accounting reporting. Discover how modern platforms use AI to reduce workload, increase accuracy, and ensure scalable, regulation-ready trust accounting.

Streamline Short-Term Rental expense management workflows with AI-powered categorization, automation, and integrations for accurate, scalable financial management.

Spring isn’t just for cleaning properties—it’s an ideal time to organize your Short-Term Rental financials. This guide covers trust account audits, booking and bank reconciliations, and expense tracking to help property managers stay compliant and efficient ahead of peak season. Discover how automation with Clearing simplifies trust accounting and prepares you for a smooth, profitable summer.

Discover the fundamentals of Short-Term Rental trust accounting, including compliance requirements, best practices, and the benefits of leveraging automation. Learn how trust accounting solutions simplify trust account reconciliation for vacation rental property managers.

Clearing partners with Direct to automate Short-Term Rental financial management, streamline bookkeeping, and ensure trust accounting efficiency and accuracy.

Clearing partners with TIDY to automate property maintenance and financial management, helping short-term rental managers streamline operations and compliance.

Debunking myths about Clearing! Discover how Clearing's financial automation outperforms industry peers, and see why real solutions speak louder than marketing spin.

Discover how Clearing centralizes STR financial management! Seamless integrations, expense tracking, and real-time insights for operational excellence.

Discover how AirSimplicity streamlined their vacation rental accounting by reducing monthly bookkeeping time by over 50% using Clearing’s financial management platform.

Learn how Lake Oasis Management streamlined complex accounting for vacation rentals with Clearing’s expense tracking and trust accounting software, enhancing transparency and efficiency for property owners.

Discover how Jurny and Clearing's integration empowers Short-Term Rental managers with automated financial and property management tools.

Learn how to make money in vacation rentals without owning property through strategies like Airbnb arbitrage, co-hosting, and offering unique experiences.

Learn how to report Short-Term Rental income with expert advice on our blog. Discover essential tips and guidelines for accurate reporting.

Streamline your Short-Term Rental financial reporting with expert tips on automation. Enhance efficiency and accuracy on our blog.

Uncover the secrets behind vacation rental management fees and how they can affect your bottom line. Read our blog for insights.

Streamline your Short-Term Rental process with our ultimate Short-Term Rental checklist. Ensure a seamless experience for your guests.

Stay informed on the top short term rental trends of 2024. Learn how to optimize your rental business with our comprehensive analysis.

Find the best vacation rental accounting software tools for 2024 on our blog. Elevate your property management with these top solutions.

Boost your short-term rental bookings with these proven tips & tricks. Learn how to increase short term rental bookings with the tips from our blog!

Find the best vacation rental accounting software tools for 2024 on our blog. Elevate your property management with these top solutions.

Streamline your Short-Term Rental business with these 7 automation tips. Enhance efficiency and boost bookings today.

Discover how Vivo Hospitality implemented trust accounting automation and enhanced financial management with Clearing's automated bookkeeping and trust accounting solution.

Discover the new Clearing and VacationRentPayment integration, offering automated payment processing and financial reconciliation for Short-Term Rental businesses.

Discover how to integrate VacationRentPayment with Clearing for automated bookkeeping and transaction management of bulk payouts from VacationRentPayment.

Discover the new Clearing and VacationRentPayment partnership, offering integrated payment processing services for Short-Term Rental businesses.

Master the art of STR marketing with our beginner's guide. Elevate your marketing strategies with expert tips and insights.

Generate owner statements at scale with Clearing. Learn how to streamline financial reporting, save time, and enhance communication with property owners.

Effortlessly create owner statements at scale with Clearing. Discover how to ensure financial transparency, reduce errors, and save time with our robust solution.

Discover the new Clearing and Trust Synthesis partnership, offering integrated trust accounting services for Short-Term Rental businesses. Enhance your financial operations with expert support and advanced technology.

Learn the art of STR management for maximum revenue growth. Explore our blog for expert insights on effective STR strategies.

Master accounting for short-term rentals with our simplified guide. Explore tips and tricks for managing finances effectively.

Discover the best bookkeeping software for short-term rentals. Streamline finances, manage taxes, and make informed decisions effortlessly.

Discover the new FantasticStay and Clearing integration for streamlined property management and financial automation. Transform your rental business today!

Learn how to effortlessly integrate Clearing's Financial Management Software with FantasticStay's Property Management Tools for optimized financial operations.

Maximize your Short-Term Rental business efficiency with Clearing's integration with FantasticStay. Simplify financial management effortlessly.

Streamline Short-Term Rental expense management operations with document & receipt management in Clearing.

Effortlessly upload and manage receipts with Clearing to streamline your property management expenses and boost financial efficiency.

Enhance your Airbnb financial success with our expert tips on Airbnb bookkeeping. Learn key strategies for managing your finances.

Discover tax tips for hosts: can you write off Airbnb expenses? Find out how to maximize your deductions in our latest blog post.

Discover how to use Clearing's Trust Accounting Field to define billing responsibility for each transaction or sub-transaction. Gain control over your financial processes with our comprehensive guide!

Discover the power of Clearing's Trust Accounting Field, revolutionizing your transaction management experience with unparalleled control and clarity. Explore our article to learn more!

Learn how to refresh bookings effortlessly within Clearing with our comprehensive knowledge article. Streamline your reservation management and ensure data accuracy today!

Unveil the groundbreaking integration between Enso Connect and Clearing: your ultimate tool for streamlining vacation rental upsell bookkeeping and improving guest interactions.

Elevate your vacation rental business with Clearing and Enso Connect’s innovative partnership. Enhance guest experiences and streamline financial management.

Learn how to start a vacation rental business in our latest blog post for investors looking to break into the market.

Dive into the world of Airbnb property management with our essential tips for beginners. Start maximizing your rental income today.

Master Airbnb arbitrage for rental properties with our beginner's guide. Explore tips and tricks for maximizing profits in the rental market.

Clearing and Elevated Bookkeeping & Accounting join forces to bring you financial management services for your Short-Term Rental property management company.

New to real estate investing? Our beginner's guide covers all you need to know to start your journey in real estate investing.

Beginner's guide to property management accounting. Explore the basics and essentials of property management accounting on our blog.

Experience seamless property management with Hostify and Clearing integration. Simplify your financial operations and elevate your rental business efficiency.

Learn how to integrate Clearing's Financial Management Software with Hostify's Property Management Tools to automate challenging financial operations.

Elevate your property management with Hostify and Clearing’s integration. Streamline your finances and property management tasks effortlessly.

Master short term rental bookkeeping with our expert guide. Streamline your finances for a successful rental business.Master short term rental bookkeeping with our expert guide. Streamline your finances for a successful rental business.

Understand the role of digital banking in property management. Explore the benefits of this innovative financial solution.

Discover the new SuiteOp and Clearing integration: the ultimate solution for automating your vacation rental upsell bookkeeping and elevating guest experiences.

Unlock new revenue streams and streamline your vacation rental operations with the innovative Clearing and SuiteOp integration. Automate your upsell bookkeeping and enhance guest experiences effortlessly.

Maximize your short term rental tax deductions with our guide. Discover the top deductions to save money on your rental property.

Master property cash flow analysis with our ultimate guide. Enhance your rental property investment strategy with expert insights.

Discover how to integrate Clearing's Financial Management Software with Guesty’s Property Management Software of tomorrow, and streamline your trust accounting processes.

Launching the Guesty and Clearing integration to put your trust accounting and bookkeeping on auto-pilot, and ultimately save you precious time. Request a demo today!

Discover a simplified financial management solution for your Short-Term Rental business using Clearing's integration with Guesty.

Our ultimate guide for rental property financial statements covers everything you need to know about creating, managing, and scaling the statement generation process.

Simplify Short-Term Rental automation with our easy-to-use tools. Explore our blog for tips and insights on streamlining your rental operations.

Revolutionize your Short-Term Rental turnovers with Clearing and Turno. Streamline bookkeeping, manage expenses, and ensure precise financial tracking for your rental business.