Hello chloe johnson
Copy/paste between a Windows host and a Linux guest in Hyper‑V is not supported the way it is with Windows VMs. Enhanced Session Mode in Hyper‑V relies on the integration components that Microsoft ships only for Windows guests. Debian and other Linux distributions do not have those integration services, so features like clipboard sharing, drive redirection, and direct copy/paste simply do not work. That is why even with the “Enhanced Session” boxes checked, you cannot get clipboard functionality inside your Debian VM.
Using RDP is also not straightforward here. The built‑in “Remote Desktop Connection” client on Windows can redirect clipboard, but only if you are connecting to an RDP server inside the guest. Debian does not ship with an RDP server by default, so unless you install and configure something like xrdp inside Debian, the host’s RDC client has nothing to connect to. Even then, clipboard redirection works only within the RDP session, not through the Hyper‑V console window.
If your goal is to move text or files between host and guest, the supported approaches are: set up a network share between host and VM, use SSH with scp/rsync, or install xrdp in Debian and connect via Remote Desktop with clipboard enabled. Hyper‑V itself will not provide native clipboard integration for Linux guests.
I hope you've found something useful here. If it helps you get more insight into the issue, it's appreciated to accept the answer. Should you have more questions, feel free to leave a message. Have a nice day!
Harry.