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All answers having "Cowboy" as clue:

4 Character Answers:

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POKE



5 Character Answers:

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RIDER

ROPER

URBAN



6 Character Answers:

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HERDER



7 Character Answers:

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LASSOER

PUNCHER

RANCHER

VAQUERO



8 Character Answers:

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BUCKAROO

HERDSMAN

WRANGLER



9 Character Answers:

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RANCHHAND

WESTERNER



10 Character Answers:

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APPROACHES

RANGERIDER



12 Character Answers:

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BRONCOBUSTER