Family help: how to get someone to give you what you want? - Help.com

That’s a tough one–are your family and the boss friends? If so, your dad could just ask her for the lend of it as a favor. Or maybe you could make a “barter” arrangement with her for the lend of it–trade something for it. It could even be something that doesn’t cost your family anything, like so-many hours of housekeeping or babysitting her children–yardwork might do, what-have-you. The probablem with direct hinting is that some people consider it rude, and then she might get annoyed and not lend it out. Since you took care of the house, she might be agreeable to one of the suggestions above. Good luck; I know how important vacations are!

what is a vacation. i have not had a vacation since before i started working in 1983. i wish i knew what a vacation was then i would be able to let you know an answer but, if i wanted to go to a place i had been before, i would ask if it would be possible and if they wanted anything in return. that all depends on how well you know the boss, how many employees there are, and if this was given by the boss as a reward for work in place of a possible bonus or something. most of all i would ask the boss and see what he/she says. it never hurts to ask.

Perhaps you could mention that you are planning another vacation, comment on how wonderful her place was, and ask if she knows of other places just like hers.

Then a week or so later, mention how tight it is– how hard to go on vacation on such little $?

Good luck; it is tough to ask….