May 26, 2026 | Written By Darren Pettyjohn - Chief Sales & Marketing OfficerWister Insurance® Partners with Hospitable
Because staying in Business Requires More Than Great Reviews
The STR industry is professionalizing fast, and more and more platforms want their operators ready for what's coming.
We're proud to announce a new partnership between Wister Insurance® and Hospitable, one of the leading property management platforms built for short-term rental operators.
Platforms, property owners, and regulators are raising the bar for what it means to operate professionally. In turn, insurance is becoming a baseline expectation at least, and Hospitable understands that the best technology in the world doesn't protect an operator from a lawsuit, a denied claim, or a coverage gap that ends their business.
That's where Wister comes in.
The Industry Is Raising the Bar
The short-term rental industry has matured dramatically, and with that maturity comes accountability.
For years, managers and co-hosts could operate in a gray area: informal agreements with owners, minimal documentation, and business insurance that technically existed but wasn't built for how STR management actually works. That era is ending.
More and more, the platforms, property owners, and professional networks that STR operators depend on are beginning to expect, and in some cases require, proper business insurance as a condition of doing business. It's following the same trajectory as licensing requirements, local regulations, and professional standards that have gradually shaped the industry over the last decade.
This isn't a distant trend. It's already happening:
Property owners are increasingly asking managers to show proof of coverage before signing management agreements
Professional STR networks and communities are beginning to vet and recommend operators based on how professionally they operate, including whether they carry appropriate coverage
Platform policies are evolving. What platforms cover (and don't cover) for hosts and co-hosts has already shifted significantly, and operators who rely on platform protection alone are leaving themselves exposed
The operators who will thrive as the industry professionals are the ones who are already running their businesses the right way. Adequate insurance isn't just about surviving a bad day, it's increasingly about being the kind of operator that owners, platforms, and guests want to work with.
Why This Partnership Matters
Hospitable's platform helps STR operators run more efficient, more scalable businesses. But efficiency only creates value if the business stays intact.
Hospitable partnered with Wister because they see it directly: operators who are properly insured are more stable, more professional, and more likely to be around long-term. An uninsured operator who gets hit with a significant claim: a guest injury lawsuit, a property damage dispute, a professional liability allegation, can lose years of income and business equity in a single event. That's bad for the operator, bad for the property owners they serve, and bad for the ecosystem that platforms like Hospitable are building.
The partnership is rooted in a simple, practical belief: the most successful STR operators will be the ones who treat their business like a business. That means the right systems, the right tools, and the right protection.
Wister Insurance® is the only insurance solution on the market built specifically and comprehensively for STR managers and co-hosts, not adapted from a general commercial policy, not supplemental coverage bolted onto a homeowner's plan. Purpose-built, with the specific gaps and risks of property management in mind.
That's why Hospitable chose us and why we're proud to be part of their ecosystem.
Why We Chose Hospitable
Not every PMS is built the same, and not every PMS user operates the same way.
Hospitable attracts a specific kind of STR operator, one who has decided to run their rental business like an actual business. The automation, the multi-channel syncing, the team coordination tools, none of that is set up by someone who's casual about what they're building. Hospitable users are organized, systems-driven, and professionally minded. And that can translate directly into how they manage risk.
Operators who invest in the right tools tend to invest in the right protection. They document better, communicate more clearly with owners and guests, and they think ahead rather than reacting after something goes wrong.
We chose Hospitable because their platform makes STR operators better at their jobs. And operators who are better at their jobs are more likely to have sustainable, long-term businesses.
What Hospitable Does for Operators
Hospitable is a property management platform designed to help STR hosts and managers run their operations on autopilot. Whether you're managing 3 listings or 300, their platform helps you:
Automate guest messaging across every stage of a booking, from inquiry to checkout, with smart, personalized responses that save hours every week
Sync calendars and listings across Airbnb, Vrbo, Booking.com, and more, eliminating double-bookings and manual errors
Coordinate your team: cleaners, maintenance staff, and co-hosts, without the chaos of group texts and spreadsheets
Build a direct booking site so you're not entirely dependent on platform fees or platform policy changes
Access the PM Marketplace, which connects property owners with top-performing local managers
Rated 4.9/5 on G2, Hospitable is built for operators who are serious about scaling without burning out. If you're not already using them, get a free trial: hospitable.com
The Coverage Gap Most Managers Don’t Realize They Have
Here's the hard truth that Hospitable's team understands, and that we talk about every day at Wister:
Most vacation rental managers believe they're covered. They're not, not really.
Standard business insurance policies sold to property managers almost universally include an exclusion called CG2270. This endorsement removes property damage liability at the properties you manage. That means if a guest is injured at a property you manage, or a cleaner accidentally causes damage, your policy may deny the claim entirely. Not because of fine print, but because of a specific, common exclusion that most agents don't flag and most managers never know exists.
To see how quickly these situations escalate, take a look at one of our real claim scenarios: a cleaner's car accident while working for a vacation rental manager became the manager's legal problem, exactly the kind of operational risk that scales alongside your business.
And that's before you factor in Errors & Omissions coverage, discrimination liability, and the coverage gaps that opened up when Airbnb updated its Air Cover policy for co-hosts in early 2025.
As operators scale, the stakes compound. A coverage gap that felt manageable at 3 properties becomes a serious business risk at 20.
Wister's coverage is built to close these gaps, with:
General Liability that actually covers incidents at managed properties
Errors & Omissions (E&O) for professional mistakes: missed maintenance requests, booking errors, disputes with owners (something most policies are missing entirely)
Discrimination liability coverage, increasingly relevant as operators scale and interact with more guests
What This Means for You
If you're a Hospitable user:
You're already operating like a professional. Make sure your insurance reflects that. The single most important thing you can do right now is check whether your current policy includes the CG2270 endorsement, that's the exclusion that leaves most managers uncovered when it matters most. We'll review your current policy for free.
If you're new to Hospitable:
If you're managing vacation rentals and not using dedicated PMS software, you're working harder than you need to. Hospitable's automation tools are worth exploring whether you're managing a few or a hundred listings.
Get a Free trial with Hospitable →
If you're evaluating your operations as the industry professionalizes:
Now is the right time to get this right. Owner agreements are getting more formal. Platform policies are evolving. The operators building durable businesses are the ones who aren't waiting for something to go wrong before addressing their coverage.
Frequently Asked Questions
Are platforms starting to require business insurance for vacation rental managers?
The industry is moving in that direction. Property owners are already asking for proof of coverage before signing management agreements, and professional vacation rental communities are setting higher standards for operators in their networks. Platform-level requirements are evolving, and the trend is clearly toward more accountability, not less. The operators who get ahead of this now will be better positioned as standards continue to develop.
What’s the difference between platform protections (like Airbnb Air Cover) and actual business insurance?
Platform protection is not business insurance. Air Cover and similar programs are limited, platform-controlled, and can change or be updated at any time, just as Airbnb demonstrated with its early 2025 co-host policy update. Business insurance is a contractual agreement between you and an insurer, with defined coverage, defined limits, and legal obligations on both sides. They serve different purposes, and relying on platform protection alone leaves significant gaps in how your business is covered.
Why Is Wister the right insurance option for STR managers, and not a commercial general policy?
General commercial policies are built for general businesses. They don't account for the specific operational realities of short-term rental management: the mix of professional liability and property liability, the co-host relationship structure, the platform dependencies, or the unique claims patterns that STR managers face. Wister's coverage was built from the ground up for this industry, which is exactly why platforms like Hospitable chose to partner with us rather than recommend a general insurer.
See what's included in a Wister policy →
I manage properties for owners. Does my current business policy cover me at those properties?
Probably not fully. Most standard business policies include the CG2270 endorsement, which removes property damage liability at properties you manage. This is one of the most common and consequential coverage gaps in the short-term rental management space, and most operators don't discover it until after a claim is denied. Not to mention most policies exclude Professional Liability (E&O) entirely.
Do I need business insurance if I only co-host a few properties?
Yes. Your legal exposure isn't determined by how many properties you manage, it's determined by the fact that you're earning income by managing someone else's asset. One incident at one property can generate a claim large enough to exceed years of management fees. Co-hosts with a single listing carry the same professional liability as managers with 100 properties.
For more insights and tips for vacation rental managers and co-hosts, visit our Blog →
Darren Pettyjohn is the Co-Founder of Wister Insurance®, Proper Insurance®, and Waivo®, and a respected expert in the short-term vacation rental industry. His work has helped define modern insurance solutions for vacation rental property managers and short-term rental property owners across the U.S. When he’s not building industry-leading insurance programs, Darren can be found in Bozeman, Montana, enjoying fly fishing, skiing, and the outdoors with his family.