How is your holidays going? Are you having fun? Are you at home or maybe in another country having an adventure???...
Most times if I am asking someone about their holiday I am referring to Christmas, Thanksgiving, etc...I may say "How was your Christmas?" or "Did you have a good Christmas?" These are the natural ways we say it where I am from. If you mean holiday as vacation, we usually say vacation or trip. These things will vary from region to region and country to country of course!
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