To the bowl of a stand mixer fitted with the paddle attachment, add cream cheese. Beat on medium speed until smooth.
Mix in sugar and vanilla extract until well combined, stopping to scrape down the sides of the bowl as needed.
With the mixer on low, add the eggs one at a time until fully incorporated, scraping the sides and bottom of the bowl after each addition.
Pour half of the cheesecake filling onto the crust.
Top evenly with the apple pie filling.
Pour the remaining cheesecake batter over the pie filling.
Top the cheesecake with the crumble.
Place the springform pan into a deep roasting pan. Pour hot water into the roasting pan, about halfway up the side of the springform pan. (Using a teapot with hot water works very well, as it is easy to pour and the water is already hot.)
Bake for 65-70 minutes, or until the top of the cheesecake turns golden and the edges are set. Remove from the oven and let cool on a wire rack.
Once cooled to room temperature, transfer the cheesecake to the refrigerator to chill for at least 4 hours, up to overnight.
When ready to serve, mix glaze. In a small bowl, whisk together the confectioners' sugar and milk.
Drizzle glaze over cheesecake. Serve.