Maybe I really don't know what I'm doing, yet, or my tastes aren't as refined as some of you guys, but my experience seems different from the norm.
When I started out with only one briar pipe, I only rested it over night. I generally smoke 3-4 bowls a day, and my (one) pipe was perfectly fine in the morning.
when I got a second pipe, I dedicated one to work (two bowls) and one to home (one or two bowls) and rested them both over night. They were both dry by morning.
Now I have a bunch of briar pipes, but only 4 that I really like (so far). I smoke the Rossi at work, and it's ready to go the next morning. At home, I rotate the Stanwell and the two Ropps, occasionally throwing in the IMP meerschaum and/or one of the many cobs. My "home pipes" therefore rest for at least three days and sometimes more, but I really don't see, feel or taste any difference.
As long as I clean a pipe, and give it at least several hours to air dry, it's all good!
As northernneil said - The pipe tells me when it needs a rest.