Never discuss your plans with co-workers

In all workplaces, information travels faster than light and your boss could get to know before you make the request. It's better to avoid mentioning it until you've got the green signal from your superior.

Make a request, don’t demand it

Every employee at some point thinks he/she has earned the right to take some time off from work. However, keep in mind that your tone shouldn't sound like a demand. Be as polite and humble as possible and leave it up to your boss.

Always give advanced notice

It’s generally advised to give at least a month's advance notice before you go on a vacation. This allows your boss to plan the workflow in your absence.

Before approaching your boss, talk to your immediate superior first

Do discuss your desire to take leave with your immediate superior so that you could get some guidance on how to approach your boss. During this conversation, discuss how your leave might possibly affect your work and what best you can do to keep the flow going. 

Check your leave policy

This is one of the most basic steps but employees usually forget to check their leaves when they request for it. Informing your boss about the nature of your leave, whether it is accrued or casual, will make you sound more responsible and will certainly increase your chances of getting it.

Avoid vacations in the middle of a project

You know the workings of your workplace best. So, figure out when is the busiest time in the office. This could be at the start or at the end of a month, or even in the middle of a project. Keep in mind that your boss might not let you go if you ask for leave during these periods. 

Gauge your boss's mood

If your boss is busy or has just returned from a difficult meeting, its best to avoid this conversation. Gauge your boss's mood, ask for a short meeting and make your request.