VACATION RENTAL INSURANCE: PROPER INSURANCE® REVIEWS

At Proper, we always say that you never know the quality of your insurance until you have to file a claim. As the nation’s leading insurer of short-term vacation rental properties, we have plenty of reviews to be proud of. We offer trademarked endorsements that no other short-term rental carrier offers, and take pride in having the market’s most comprehensive vacation rental insurance program. Combine that with the backing of Lloyd’s of London, and you have over 100,000 satisfied policyholders.

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Priscila Rodriguez Avatar
Proper Insurance provided outstanding support Proper Insurance provided outstanding support on a complex short-term rental claim that included multiple income streams and business income coverage. The claims team was professional, responsive, and thorough throughout the process. Elizabeth and Chelsey were especially helpful — clear communicators, detail-oriented, and genuinely invested in seeing the claim through. Chelsey’s willingness to step in mid-claim and move everything toward resolution was greatly appreciated. The claim was handled fairly and approved as expected, and I felt well supported from start to finish. I would confidently recommend Proper Insurance to other short-term rental owners looking for knowledgeable coverage and strong claims support.
Priscila Rodriguez 1 week ago
Doug Oettinger Avatar
Chelsey Helt from Proper was excellent… Chelsey Helt from Proper was excellent to work with. She helped make a stressful situation flow as well as one could hope. Highly recommend!
Doug Oettinger 2 weeks ago
Eric Lawson Avatar
Cade at Proper Insurance FIVE STARS Cade at Proper Insurance has provided me with both excellent service and coverage on both of my short term rental properties and made all claims easy and smooth. I highly recommend Cade and proper insurance to anyone looking for STR coverage.
Eric Lawson 2 weeks ago
Andrew Meyer Avatar
Working with Matthew Stewart at Proper… Working with Matthew Stewart at Proper Insurance has been an outstanding experience from start to finish. Matthew was incredibly responsive, knowledgeable, and patient throughout my entire claims process. He made a stressful situation feel manageable by clearly explaining every step, answering all my questions, and advocating for me whenever needed. It’s rare to find someone in the insurance world who genuinely cares, follows up consistently, and goes above and beyond — but Matthew did exactly that. My claim was handled efficiently, professionally, and with a level of support that exceeded my expectations. I’m extremely grateful for his help and would highly recommend Matthew and Proper Insurance to anyone looking for dependable coverage and truly exceptional service.
Andrew Meyer 2 weeks ago
Maria Gomez Avatar
After several years of carrying Proper… After several years of carrying Proper Insurance on my Airbnb, I suffered a claim. I didn't know the process or what to expect, however Mathew Stewart, claims specialist, walked me through every step. It was processed and paid timely. I am very pleased with their work and commitment.
Maria Gomez 1 month ago

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