Pour heavy cream and vanilla extract into a large mixing bowl or the bowl of a stand mixer. Use a hand mixer or stand mixer on medium-high speed to whip the cream until it holds stiff peaks (3 minutes – less if you’re using a stand mixer).
Add sweetened condensed milk and crushed Oreos to whipped cream. Fold together until just combined and silky and smooth. A few small lumps may remain, it’s important not to over mix as that will deflate the mixture.
Spread into a 8 or 9-inch loaf pan. Freeze for at least 6 hours or until firm (cover with foil to prevent freezer burn).
Mini Oreo cookies can be substituted. They can be added whole.
For longer storage: Line the loaf pan with parchment paper before freezing the ice cream. When it's frozen, lift the ice cream out of the pan with the parchment paper and transfer it to a resealable container. It helps to put a layer of plastic wrap or parchment directly on top of the ice cream so it stays fresh.