question

That's normal and expected behavior for a console session. Try using an RDP session instead.

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Hello
,
Thank you for your question and reaching out.
Well
Check This
Here is a quick and easy way to get this work efficiently:

If you're running the VM, turn it off first.
find your virtual hard disk image file .vhd of your VM
Right click on this file and select mount
This will give "System Reserved" and "Local Disk" drives.
Open the "Local Disk" drive (this is the OS drive on VM)
Go there and paste you files.
Finally unmount or eject one of the drivers
Run the VM and go the c:\ drive there and you will find your files.

It can be done via Powershell.

First, create a session with New-PSSession from the HOST:

$s = New-PSSession -VMName <VMName> -Credential (Get-Credential)
Then, from the HOST, copy the file via Copy-Item using the session:

Copy-Item -ToSession $s -Path C:\host_path\data.txt -Destination C:\guest_path\
Also
This is possible in Hyper-V Post windows server 2012 R2.

This functionality is known as "Enhanced Session Mode" in windows server 2012 R2.

Once you enable Enhance session mode in the Hyper-V setting for the Server you need to just start the VM and select "Connect" once prompted.

Now you will be able to copy paste files and folders without having RDP of the server

And see if it helps,

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