I was away in Europe for a month and I did run into an issue. There was a thunder storm back home that completely wiped out the internet modem. Fortunately, we had a very close friend who literally spent a week working with Comcast to resolve the issue. And when I say a week, I mean 8 hour days for 7 days before Comcast figured out that the modem was fried! I would never have asked anyone to go through that nightmare and I can't believe this friend did that for us!
Our Airbnb guest was not happy and I had to give them $100 refund to placate them.
Also, this same Airbnb guest attempted to put up a party tent in our tiny urban backyard/garden to host a graduation party for her daughter. We had paid someone who was living in the building to be the STR co-host in our absence but she wasn't paying attention when the guest called in the tent supply company. Fortunately, the company told the guest that there wasn't enough space in the garden to install the tent. It would have destroyed our garden.
I think the big issue for people who are self managing an STR in the building where they live, is that we don't have proven reliable boots on the ground to handle the inevitable issues that arise. We are the boots! And when we leave town Murphy's Law kicks in and the newly anointed, unproven co-host we have selected is unable to actually do the work that is required.
My husband and I now plan our week+ travel for times when we aren't listing our unit for short term vacationers. That means any month+ travel happens when we have a mid term tenant. We have plenty of time for these tenants to know us and for us to know them. For any week+ travel, we will create a special STR rental period that starts before we leave town and covers the period we will be out of town. Again that gives us time to meet the guest. When a guest meets the host, they are much less likely to "break the rules," especially if the host lives on the property. We also make sure there is someone local who will take care of minor issues if they arise and we attempt to ensure that no major issues arise. That is, we now make sure the modem and router and nodes are all on reliable surge protectors.