I think the operative aspect of "Bearer" in this sense is that of bearing a burden.
The very point as discussed at the Council was that Bombadil was not burdened by the Ring, or by anything for that matter, which is why his inherent non-seriousness, disqualified him from being a Bearer.
The Elven-ring bearers were, of course, destined to go West anyway.
For Frodo and Bilbo, it was clearly a chance to live out the remainder of their lives in a way and place in which the damage done to them in bearing the Ring could be relieved. For Sam the damage was probably not so serious, but he was granted the chance to see Frodo again.
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The hoes unrecked in the fields were flung, __ and fallen ladders in the long grass lay __ of the lush orchards; every tree there turned __ its tangled head and eyed them secretly, __ and the ears listened of the nodding grasses; __ though noontide glowed on land and leaf, __ their limbs were chilled.
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