If you ask a dozen different smokers you'll get at least 13 different answers. I very often smoke the same pipe more than once a day.
When I finish a bowl, after knocking out the ash and any dottle, I blow hard through the stem. This removes any loose tobacco from the stem and shank. It also blows any accumulated moisture into the bowl which should still be hot enough to help it evaporate quicker.
Run a pipe cleaner down the stem, but don't remove the stem until the pipe has cooled. I prefer to remove the pipe cleaner right away, others like to leave it in the stem. Honestly, I really don't think it matters that much which way you choose. There are plenty of other good posts here on how to clean a pipe once it's cooled.
The purpose in allowing a pipe to rest is to allow the accumulated tar and moisture a chance to evaporate. Most of this occurs in the first 24 hours, so if you only have a few pipes try to give each one at least a full day before smoking it again.
There's no reason to rush into building your rotation of pipes, take the time to find pipes that you really like. Not all expensive pipes are great smokes. Not all moderately priced pipes are inferior. The most important thing to remember is that YOU are the one who's going to be smoking the pipe. Don't buy it to impress me or anyone else, buy it because it suits you. It's a fun process, I hope that you enjoy it as much as I have.