Always run the carb dry by disconnecting the fuel pipe and letting the motor run until it stops. Store the engine upright if it is for an extended period. If you need to put it on its side for a long journey, that's fine. The engine should be marked this side up. If it doesn't leak in a 3 hour journey, there is no reason why it should leak in a day or two days. However, over a long time, there may be some seepage.
The thing about storing it on its side is not that you should never do so, but that you must do it on the correct side. (4 strokes only.) If you store it on the wrong side, the oil gets where it shouldn't. If you store it on its correct side, the oil stays where it should.
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