In a small bowl or measuring cup, combine the butter and milk and microwave for 1 minute and 30 seconds, or until the butter is melted.
Set aside after whisking in the vanilla. In a large mixing bowl, whisk the eggs until they are fluffy. Stir in the milk mixture to combine.
Mix in the flour, baking powder, salt, and sugar until just combined (small lumps are ok). Allow for a five-minute rest.
Preheat your waffle iron while the batter rests. Stir in the chocolate chips, then pour the batter onto a hot waffle maker and cook according to the manufacturer's instructions.