Preheat waffle maker.
In a large mixing bowl, add egg and beat until frothy.
Add vanilla, pumpkin, and cheese, and beat until well combined.
In a small mixing bowl, whisk together flour, baking powder, and pumpkin pie spice.
Add dry ingredients to egg mixture and mix until just combined.
Spray waffle maker with cooking spray.
Pour batter into waffle maker on medium, high heat and cook until starting to brown on the outside – about 4 minutes.
Whipped Cream Topping: With a stand mixer or hand mixer, beat cream cheese until smooth, then add in whipping cream and vanilla and beat until light and fluffy.
Cool the chaffle slightly, then top it with whipping cream.