Waving at you from the city
Hi Pat,
Unfortunately, Rover's system doesn't bill that way. It has no way of knowing when a pet is dropped off and subsequently picked up. For years, people have been asking for that functionality in the booking system, but Rover doesn't listen to its sitters very much, if at all.
Anyway, the responsibility for accurate billing resides with sitters. The only way to get paid for overages is to make sure you find out the drop off and pick up times before the customer pays. I also make sure I tell clients at the Meet & Greet that each night is only good for up to 24 hours and that their pet has to be picked up by that time on the last day. I do give them some leeway, though, of a couple of hours but don't tell them because I am sure many would be taking advantage. Some clients might have early flights and then return home in the evening. Since I don't accept dogs any earlier than 8 am, it often works out better to have them drop the dog off in the prior evening since pickup will also be in the evening.
Because sitters are all independent contractors and set their own rates and rules, you will find many variations. Some sitters only specify a certain window for drop offs and pick ups. Some might specify that, if a dog isn't picked up by a certain time, then they will be billed for another night's stay. Others don't seem to mind overtime and feel it all works out in the end (not sure about that logic myself).
While the two hours in your example is fairly insignificant, it does pay to remind them that a boarding facility is usually pretty strict with its rules and just because yours is a home shouldn't mean that it is open 24 hours/day. If you find out that a client is delayed a significant amount of time, you could bill them for another night or use your daycare rate perhaps adjusted for the amount of the overtime. Just send them a booking invoice prior to pickup.
Good luck.