Many people like cobs just fine, and smoke them almost exclusively! Personally, while I have several cobs and smoke them off and on, I prefer briar to a cob; for me, that boils down to smoking quality, as well as aesthetics. If limited to less than $20 for a setup,
@RyX had a good suggestion in looking for estate pipes, but they will need to be properly cleaned/sanitized. I would look at Missouri Meerschaum,
http://corncobpipe.com/smokingpipes.html?p=2, and consider one of their hardwood or maple pipes. They start for around $5 to $7 and go up to around $14. Only buy Missouri Meerschaum cobs if you go the cob route. If you have a local pipe shop, they will probably have some "basket" or "counter" pipes, usually seconds with some imperfection that may or may not affect smoking qualities. But that's how countless pipe smokers start!
As far as a pipe tool, the only thing you need is a tamp, and cleaners. Tamps can be purchased, but you can use a variety of items for a tamp, such as a fired rifle case, you can whittle one from an oak branch, or even a hex head bolt or roofing nail! As far as tobacco, local options will most likely be limited to some aromatics, and possibly a semi-aromatic such as the classics Prince Albert or Carter Hall. Many people smoke either aromatics or Prince Albert or Carter Hall all their lives, and are quite content. Buying local, I would recommend PA or CH.
I hope this helps. There are a number of knowledgeable people here that will be glad to answer any questions about pipe smoking, and helping someone get started!
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