I'm cheap - but I will gladly pay someone to clean my house. I hate cleaning and having someone come every 2 weeks is worth my sanity. I hate to clean but I also hate a messy house.
I also hate staying anywhere without a full kitchen for over 3 nights. I can't eat out that much, I start to feel sick. We also don't have huge appetites so when we are on vacation we tend to share entrees to avoid waste (at home we bring home leftovers for lunch the next day). I always choose a condo on vacation (they tend to be cheaper than hotels) and I like that I have time to cook nice meals. I spend a few hours on the first day preparing meals for the week and always buy our favorite foods. I will get some sliced chicken at the deli with spinach, tomatoes and cucumbers to make wraps for us to eat for lunch. It doesn't take any real time and they are yummy! We also eat a lot of fresh fruit and veggies and like to have them to eat. DS is also picky and I couldn't imagine him eating chicken fingers at every meal for a week.
We do go out to eat on vacation - probably around 3-4x in a week but they aren't just for nourishment. We choose our favorite places and really enjoy our meals.
Everyone vacations differently and before DS we had many AI vacations to 5* resorts and loved calling room service for omelettes, fruit and pina colodas when we finally woke up around 10am. Fresh fish for lunch and a delicious meal with filet and lobster and lots of wine for dinner
I do look forward to those vacations again in 12-15 years