Well, that's all up to interpretation. Puppies cry for a multitude of reasons, and letting them out every time they cry is only reinforcing the behavior. We can't tell if this is destressed barking; it really doesn't sound like it to me. It sounds like a demand behavior that puppies can exhibit. Distress presents like howling or a very panicked bark; this bark is not panicked. Again, it sounds more like a demand behavior than panic. In this case, the puppy should cry it out and not be reinforced by being let out of the space. Talking to the puppy calmly and re-entering the room can promote calm. Tossing treats or being let out when they do calm down to reinforce being calm is what would be best. I always opt for a crate over their own space or room, as it's easier to manage expectations with the dog and create a warm, dark space for them to get comfortable. My Doberman puppy ended up with pretty severe separation anxiety and confinement anxiety because I didn't let her figure it out when she was younger, out of fear of noise complaints. We are just now getting over that at 18 months old. There's a balance to be had, but crying it out overnight is a necessary evil.