I have updated your title
certbot will not natively run in windows
there is an issue with the locking library
https://community.letsencrypt.org/t/running-certbot-on-windows-phase-2/31703/5
how to get version 0.13.0 working on windows natively
Otherwise you can have look at windows clients such as certify, ACME-Sharp, lets-encrypt-win-simple