If we are connected from Linux, we can use xfreerdp or rdesktop. At the time of writing, xfreerdp and rdesktop allow copy from our target machine to the RDP session
As an alternative to copy and paste, we can mount a local resource on the target RDP server. rdesktop or xfreerdp can be used to expose a local folder in the remote RDP session.
rdesktop 10.10.10.132 -d HTB -u administrator -p 'Password0@' -r disk:linux='/home/user/rdesktop/files'
xfreerdp /v:10.10.10.132 /d:HTB /u:administrator /p:'Password0@' /drive:linux,/home/plaintext/htb/academy/filetransfer
To access the directory, we can connect to \\\\tsclient\\, allowing us to transfer files to and from the RDP session.
Alternatively, from Windows, the native mstsc.exe remote desktop client can be used.
After selecting the drive, we can interact with it in the remote session that follows.