I think I know the answer to this, but in order of desire (which is probably also inverse order of likeliness...) is it possible to land: an Aaron, a Great, or a King Henry with two vanilla ryes? Talking about one 1:2 trade here in case anyone thinks I'm on another planet. My guess is: no, maybe, and yes. Not sure that I want to part with them, but I figured that it was time to suss this out....
In all three cases, if you're the kne giving up the Vanilla Ryes, I think those trades get done pretty easily. If you have the Great, KH, and Aaron and want to trade one of them for 2x Vanilla Rye, I'd say it's going to be more difficult.
You should have no problem pulling those. You could probably add another desirable bottle on your end and land two of the barleywines you're looking for with a 3:2 trade.