Interactive Tool

Is This Booking Safe? Free Risk Assessment for Vacation Rental Hosts

A 10-person weekend booking comes in. Your OTA flags it as high risk. But your property is in Miami Beach — where 10-person weekends are Tuesday. Meanwhile, a quiet 28-day booking at your Vermont cabin sails through with zero flags — even though Vermont's squatter threshold means you're 2 days from a legal nightmare. Your platform doesn't know the difference. This tool does.

By Ewange Musonge, Founder, lilo|

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Booking Risk Assessment

Location-aware risk scoring — free, instant, fair-housing compliant

Uses behavioral signals only. Never demographic factors. Fair housing compliant.

How It Works

1

Enter Your Property Location

City and state. That's it. The assessment uses geographic intelligence to understand what's normal for your area — because a party in Nashville and a party in rural Montana are completely different situations.

2

Input Booking Details

Number of nights, guest count. These factors interact with your location to produce a contextual risk score — not the generic one your OTA uses for every property in America.

3

See What Your OTA Can't Show You

Side-by-side comparison: what your OTA flags versus what location-aware intelligence reveals. Plus your state's specific squatter threshold and how close this booking comes to it.

4

Make Decisions Based on Data

Accept, investigate, or decline — backed by location intelligence, not gut feeling. Every factor is behavioral and fair-housing compliant. Every assessment creates an audit trail.

Real Hosts, Real Problems

The other group with the party I had shut down by the police only to have them come back later and break down my door.

— Vacation rental host, online community

They trashed my place with a party. Third party booked, 40 people showed up.

— Vacation rental host, online community

Guest won't leave, says they have rights. 30 days turned into a legal nightmare.

— Vacation rental host, online community

Your OTA Treats Every Property the Same. That's the Problem.

Platforms use identical risk rules for every property in America: weekend booking + short stay + large group = party risk flag. A 10-person Friday check-in at a Miami Beach house gets the same flag as a 10-person Friday check-in at a quiet cabin in Vermont. One is completely normal. The other is a genuine red flag. Without location context, you either reject good bookings that would have been fine, or you accept dangerous ones because the platform said they looked normal. Both cost you money.

What Location-Aware Scoring Actually Reveals

Party zones — Miami, Vegas, Nashville, Austin, Key West, Scottsdale — have lower party risk modifiers because large groups are expected behavior. Rural and quiet areas have higher modifiers because large groups are anomalous. College towns spike during specific weekends. Resort areas have seasonal patterns. The 16 World Cup 2026 host cities will see booking surges that generic rules will completely misread. The same booking details produce completely different risk scores depending on where your property actually sits. That's not a feature — it's the minimum intelligence a host should have before accepting a booking.

Squatter Thresholds: The Number You Must Know

Every state has a different number of days after which a guest can claim tenant rights. Florida: 7 days — the shortest in the US. A standard week-long vacation booking already brushes this line. Connecticut: 28 days. California, New York, Texas, and most states: 30 days. Once a guest crosses that threshold, you can't ask them to leave. You need formal eviction proceedings — lawyers, courts, weeks to months of lost revenue. Your OTA doesn't show you how close a booking comes to this line. The risk assessment tool does, for every booking, in every state.

Red Flags Worth Investigating (Fair Housing Compliant)

Declining a booking is your right. But every decision must be based on behavioral signals, never demographic factors. Investigate when: guest count far exceeds what's typical for your area, the guest is evasive about the purpose of the stay, it's a third-party booking (someone booking for someone else), there are requests to bypass house rules, or the stay approaches your state's squatter threshold. The word is "investigate" — not "reject." Ask questions. Request information. Make decisions based on documented data, not suspicion. Every assessment creates a compliance audit trail showing exactly which factors were considered.

Fair Housing: Built Into the Assessment, Not Bolted On

Every risk assessment evaluates behavioral signals only: communication patterns, booking details, payment verification, stay duration, guest count, and geographic context. Demographic, ethnic, and personal characteristics are never factors — not as tiebreakers, not as context, not at all. This isn't a legal disclaimer. It's how the scoring works at a fundamental level. The assessment includes a compliance audit trail documenting every factor used and every factor excluded, so you have documentation if anyone ever questions your booking decisions.

Frequently Asked Questions

How does location affect booking risk for vacation rentals?

Location is the single biggest factor that generic OTA rules ignore. A 10-person weekend booking at a Miami Beach house is expected — party zones have lower risk modifiers because large groups are the norm. The same booking at a rural Vermont cabin is highly unusual and scores much higher risk. Without location context, you're either rejecting revenue or accepting danger. Location-aware scoring eliminates both problems.

What is a squatter threshold for vacation rentals?

The number of days after which a guest can potentially claim tenant rights under your state's law. Florida: 7 days. Connecticut: 28 days. Most states: 30 days. Once crossed, you may need formal eviction proceedings — lawyers, courts, and months of lost revenue — to remove the guest from your own property.

Can I decline an Airbnb booking based on risk?

Yes, but only based on behavioral signals. Legitimate reasons: guest count exceeding your capacity, evasive communication, third-party bookings, requests to bypass house rules, or stays approaching your state's squatter threshold. Document your reasoning every time. The best protection is a clear audit trail showing exactly which behavioral factors informed your decision.

What are party risk zones for vacation rentals?

Locations where large group gatherings are expected: Miami Beach, Las Vegas, Nashville, Austin, New Orleans, Key West, Scottsdale, and similar areas. Properties in these zones should expect larger groups as normal. Risk scoring should reflect that reality — a bachelor party in Vegas is a different situation than one in a suburban residential neighborhood.

How can vacation rental hosts prevent squatters?

Know your state's threshold — that's step one. Use booking agreements that explicitly state the short-term rental relationship. Monitor stay duration with automatic alerts. lilo sends alerts at day 25, 28, and 30 — or earlier for states like Florida where the threshold is just 7 days. Act on warning signs (mail delivery, extension requests, local-address bookings) immediately. The math is brutal: prevention costs minutes. Eviction costs months and thousands.

Your OTA flags good bookings and misses real threats. You deserve better intelligence.

lilo scores every booking against your actual location — party zones, squatter thresholds, seasonal patterns, World Cup 2026 surge cities. The context your OTA can't provide, for every booking, automatically.

$149/mo locked forever — founding pricing

About lilo

lilo protects vacation rental hosts with a 24/7 voice concierge, tamper-proof evidence generation, and court-ready dispute defense. Every guest call, message, and check-in is automatically documented — so when problems arise, your evidence already exists.

Learn more about founding membership →