My wife and I usually plan big vacations about a year in advance so that we can follow flight prices and whatnot to get a good deal. We also book a few days at a cabin for our anniversary every year, so we just book the next year’s reservation while we’re there, since reservations can fill up even several months in advance.
Only planning a week in advance seems stressful to me - we planned a last-minute (for us) road trip vacation earlier this month for the long 4th of July weekend, and it was tough to find cheap places to stay that weren’t super grungy.
Debbie*