We have someone on our street who will do the entire street's front yards. He's a very nice older gentleman who's been doing it since before we moved in 2 years ago, and he doesn't expect payment for it either. My mom will usually handle trimming the backyard, and she'll sometimes do the front a little bit too if it's starting to get a little long before the person who usually does it comes around.
I hate mowing during the summer but I try to typically mow my lawn every two weeks. If we get a lot of rain then I may mow it sooner, however, every two weeks is usually a safe bet. I don't like my yard to look messy or unkept. I guess that comes with older age.
I have a back garden and a front garden, both of which have grass. My front garden never used to have grass but we had kids one summer who picked up some grass that had been cut and threw it all over my front garden causing grass to grow.
I now tend to mow both my front and back gardens and at the moment I am trying to keep my front garden cut low so that when I have everything together, I can instead cover it and add stones to it as then it will be easier to maintain.