I'm wondering if you feel its appropriate to have my Fiancé over at the house I am dog/house sitting at, if they didn't come to the meet and greet? What do you think? Should I always ask the owner if that is okay? Do you ever have guests over without telling the owner?
100% inappropriate to bring anyone other than yourself to a clients home unless it is agreed upon with the owner PRIOR to the stay. If any damage occurs to the home or anything goes missing you will be held libel and Rover will more than likely remove you from the platform.
As a pet sitter, we KNOW that anyone over and damages are on our neck. We are humans too, and need human interaction and can't be expected to spend time alone in a house all the time. Unless the dog has issues, we should be treated as responsible, trustworthy adults. I have 30+ 5 star reviews.
It should be discussed with the owner but an owner should not be upset if a sitter had someone over and the pets and home are in perfect condition. Have a little understanding. Owners usually aren't alone and have humans to be with. I'd rather have a friend over than go out and leave your dog alone.
I would absolutely ask the owner first, but if it didn't come up during the meet and greet and the stay has already started, it doesn't hurt to ask! My first time house sitting I forgot to ask if my boyfriend could come over for occasional meals, but texted the owners after they had left. They were totally fine with it because we had talked about him during the M&G (where I live, who I live with, where he works, etc.) However I made it clear that I understood if they weren't okay with it too, so they didn't feel like I was taking advantage.
If the owners aren't okay with it, or if you don't feel comfortable asking once the stay has already started, use this as a learning lesson. You can go out to meals with your fiance, or go home for a few hours each day to spend quality time. And next time bring it up during the meet and greet, or even during the initial message so that they can meet your fiance!