Would a lord of the Vale have any chance of gaining the fealty of the mountain clans in the same way the lords of Winterfell did for their own mountain clansmen? Or is the cut too deep?

No. The hill clans of the North were integrated within the political community from practically the earliest days after the Long Night. The mountain clans of the Vale were dispossessed and oppressed for six thousand years by the Andal lords of the valley. 

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