Hosting on Booking.com Sucks
June 1, 2026 | 6 Minute Read Most short-term rental operators rely on Airbnb and VRBO. If you’re new to STR hosting, you don’t have many alternatives. However, there is a third option that has been around for more than 30 years: Booking.com. Although traditionally focused on hotels, Booking.com began aggressively expanding into short-term rentals […]
The Mistake I Made With A Mid-Term Rental Opportunity
May 25, 2026 | 3.5 Minute Read I love mid-term rentals. These are guests who stay 30 days or longer at one of our properties, and they have become one of the best strategies for maximizing occupancy and reducing operational costs in our short-term rental business. With mid-term guests, we typically get: 100% occupancy for […]
Converting Rentals To Airbnb: Capital Paid Back
April 27, 2026 | 3 Minute Read Most investors purchase properties specifically to operate as short-term rentals (STRs). We took a different approach. We converted several of our long-term rentals (LTRs) into STRs. At one point, we operated as many as 16 STRs. However, not all of them performed as projected. The underperforming properties were […]
Stop Chasing Airbnb Superhost Status
April 20, 2026 | 2 Minute Read The past week brought several interesting developments with my short-term rental portfolio. One was positive and expected. The other was a painful reminder that operating short-term rentals comes with risks—even when bookings come through Airbnb. I regained Airbnb Superhost status, which I had lost earlier this year. Yay […]
Airbnb Guest Trashed My Property. Here’s What Airbnb Paid
April 13, 2026 | 4 Minute Read Back on February 23rd, I wrote about an incident titled “When an Airbnb Guest Trashed One of Our Properties.” The guest had originally booked the property through an insurance relocation company. These types of bookings are fairly common in the mid-term rental space. They typically occur when someone […]
How Investors Can 6X Their Rental Cash Flow
April 13, 2026 | 4.5 Minute Read Last week, I received a call from a local investor who owns more than 200 rental properties—someone I’ve known for nearly 15 years and consider one of the most experienced operators in our market. The reason for the call? Another investor wanted to lease one of his properties […]
Here’s What Happened After I lost Airbnb Superhost Status
March 16, 2026 | 4 Minute Read As many of you know, we’ve been operating short-term rentals for four years now. We launched our first property in March 2022. At one point, we had 16 short-term rentals. But volume doesn’t always equal profitability. Seven of those properties didn’t meet our revenue targets, so we converted […]