I’ve been trying to figure out why I haven’t seen the schedule limitation you described in your original post, and with your most recent post I wondered why I’ve never seen the screen you included for illustration. Then I did some digging and found this:
I have only the original plugs, which don’t support local schedules (which is what I think you’re probably showing with your screenshot).
In my case—trying to test this myself and come up with a solution for you that doesn’t require additional equipment (e.g., sensors) or apps (e.g., Alexa)—using Rules is about the only way I can think of to do it, so that’s what I would’ve tried from the beginning, but those have their own limitations and don’t operate with the apparent independence of local schedules.
Anyway, you managed to teach me something, in a roundabout way, so I appreciate that. Thanks, and good luck!