Maybe he just missed the dog and wanted to check in? A lot of people think of their dogs as children. If my mom was watching my kids while I was on vacation I’d ask how they are.
I think he was just being polite saying happy birthday.
Maybe just wanted to be friendly or bring you something for saving him $1500.
I don’t think he’s spending his vacation wondering about you or contacting you. I think he’s trying to be friends. Worse case he’s just rubbing it in your face he’s on a beautiful vacation and...well your not.
Hope you have a great rest of your time with both dogs and the weather holds out.
Me: 40 EX:37 Together 17 years Married 16 years 5 kids, 20,18,15,14,11