When is the cut-off time for dog sitting?

At first I was rather concerned that you were allowing owners to pick up their dogs at 1 am, but I see that you do house sitting and drop-in visits. So, if an owner returns in the middle of the night, you've done the contracted number of drop-in visits for that day and all is well. Also, it sounds like you may not actually stay over at the house overnight when booked for house sitting. It isn't clear how you are fulfilling those kind of jobs.

First off, when Rover sends you the email to review a job, that does not signal the job is over. Rover, being on the West Coast, likely sends out emails at the opening of business for all jobs ending on the prior day.

Since you are just now clarifying the return date/time, you should use Rover's extend-the-stay function and message the client that you have done so because their return date is actually one day later. As Deb said, all stays are in 24-hour increments. Look at when you started and when it actually ends and figure out if you need to charge for another whole day or portion thereof.

Rover's Help Center shows the nightly rate is for 24 hours. Unless, they dropped off at 1 AM x number of paid days earlier (doubtful), you're entitled to charge for an additional time. https://support.rover.com/hc/en-us/ar...

Since drop off and pick up times can vary, the 24 hour guideline is the simplest way to figure time, starting with when the dog arrives. The booking information likely doesn't emphasize this, so it's up to the sitter when accepting the booking to find out the days/times and calculate if any additional time should be added. Most sitters will offer a short grace period of an hour or two past 24 hours (some even more), but many also limit the hours they will be available for pick ups and drop offs.

Charge an extra day. I cut off my pickup hours at 7:30 pm, because it became very inconvenient to be sitting on my couch until all hours of the night, waiting for someone to show up "some time tonight". I let my customers know up front, usually at drop off, so that way they can decide in advance if they need to schedule the extra night.