Dealing With an OCD Midterm Rental Guest: A Six-Month Airbnb Gone Wrong

Host Bailey Kramer recounts a problematic midterm Airbnb stay that began with a January six-month inquiry from a local employee booking for a European coworker. After refusing a pre-booking tour, Bailey allowed a post-booking walkthrough with his cleaner, and the local booker later did another walkthrough before move-in, both finding the home fine. Once the European guest arrived, she reported a kitchen window leak and then sent multiple nitpicky cleaning photos, demanded a deep clean, and was described by the cleaner as extremely OCD (e.g., checking behind the fridge). Weeks later, the local employee reported nonstop complaints and threats to report the listing; she arranged another inspection with Bailey’s handyman and cleaner, which triggered the guest’s camera alerts and demand that the cleaner leave. The inspection found only minor fixable issues, and the company decided to move the guest to an extended-stay hotel, shortening the reservation to one more month.00:00 Welcome and Setup00:17 January Booking Inquiry01:55 Pre Booking Walkthrough Rules03:06 Move In Day Issues Begin04:48 Cleaning Complaints and Deep Clean07:44 Three Weeks Later Escalation Call10:47 Inspection and Camera Drama12:38 Decision to End Stay Early13:38 Lessons Learned and Wrap Up