Remove the cream filling from the Oreo Cookies and set them aside.
Place the cold cream cheese in the bowl of an electric mixer.
Add the granulated sugar and mix with the whisk attachment for about a minute.
Scrape the sides of the bowl and add the cream filling from the Oreo Cookies.
Mix until combined.
Add the heavy whipping cream and mix on low speed until it starts to thicken.
Add the powdered sugar and vanilla.
Mix until it's thick.
Place a layer of the whipped cream on the bottom of a cake stand. Make a circle with nine Oreo Cookies on the outside and three cookies on the inside of the circle.
Add another layer of the whipped cream frosting to the top of the Oreo’s and spread it until the layer is even.
Add nine more Oreo’s to the outer layer and three in the middle staggering the cookies so the cake will be strong and look pretty.
Repeat until you have a nice tall Oreo Icebox Cake. I used twelve cookies for each layer and there are fourteen cookie layers. That's about 168 cookie halves which is 84 Oreo cookies.
Once you reach the fourteenth layer, add the whipped cream and make a pretty design on the top.
Chill in the fridge six hours or overnight.