My family and I are lucky enough to go to WDW often. Because we take mini-vacations. Always 4days, three nights. That way we can split my husband's vacation time into about 3 different trips. Doing that we always schedule part of the trip to fall on weekends and only have to take two days off from work. I will either call in sick on those days, or take personal time. I usually will let someone know (secretary or coworker) just in case someone gets worried or something happens. Luckily, I rarely take time off for sick leave or use it much any other time of the school year. I have traveled to WDW Labor Day weekend, Early May, Early Feb., Early March, and this year, I am taking two work days in late Sept.
My goal is to get a full week in WDW one trip, but I will save that for when my son is older. Even when I can finally take the week long, it cannot happen during peak season, because I hate it, so I will most likely have to make a deal with my principal and see what I can work out!