I see what you are saying when she doesn't care where you go if she likes you. This usually doesn't happen until after I get the first lay in and have her hooked.
The last girl I was laying I did bring her back to my parents house for the first lay but I hated doing it. I also never told her I lived with my parents until we were on the way driving back to my house and she laughed because she thought I had my own place and I still managed to pull off the deed. It was really a last resort at the time because she also had a roomate and they shared a room together so we couldn't do it at her place.
For the most part we ended up doing it at her place the majority of the time when her roomate wasn't home and she could scream all she wanted too but not at my parents place

I had to tell her to try to keep quiet.
I like your idea about saving up lots of money and spending it on trips because that really is the case for me and the reason why I am broke the majority of the time. I'll have to work on changing my mindset as well by not letting the fact that I don't have my own place stop me from getting what I want from the ladies.