Thanks Salty, I really appreciate that you take the time to help me out.

I tried:
- Disabling Windows firewall and Defender, no difference
- Alternative ssh client (MobaXTerm): couldn't connect, gave "Connection 
Refused" error
- Hard reset of Windows with `shutdown /r /f /t 0`m no difference

After some digging I found this error in the in the VBox log:
> 00:00:01.004256 NAT: Failed to redirect TCP 127.0.0.1:2222 -> 0.0.0.0:22 
(Unknown error)
Unfortunately Vagrant is unaware that this redirection fails.

I then looked for processes that occupy this port with `netstat -an` but 
this wasn't the case.

Changing the port with`config.vm.network :forwarded_port, guest: 22, host: 
22213, id: "ssh"` in the Vagrantfile works, luckily. 
It's kind of odd though, I tried port 2223 first and that also failed.

Some other people had this issue too:
https://github.com/hashicorp/vagrant/issues/7847
https://github.com/hashicorp/vagrant/issues/9201

I'll try again with VBox v6 soon, maybe that works better now. I tried the 
upgrade when it was just released but ran into issues with Vagrant (invalid 
box state or something)  so I downgraded back to v5.2.




Op donderdag 21 maart 2019 16:02:10 UTC+1 schreef Salty Vagrant:
>
> Have you tried SSH into the machine manually (using PuTTY or something 
> similar)?
>
> Is the machine a work work machine (I’m wondering if some new security 
> policy could be blocking SSH), or possibly a Windows update has similarly 
> affected a firewall/security setting?
>
> Just some ideas.
>
> On 21 Mar 2019, at 14:07, [email protected] <javascript:> wrote:
>
> Recently Vagrant ssh stopped working and I can't figure out why. It's 
> probably a local setting that's messed up, so that's why I'm posting here 
> instead of on the Github bug tracker.
>
> Software Versions:
> Host OS: Win 10 Pro x64 with PowerShell
> Guest OS: doesn't really matter
> Vagrant: 2.2.4
> Virtual Box: 5.2.26
>
> To reproduce:
> $ vagrant init ubuntu/cosmic64
> $ vagrant up
>
> Ends with:
>
>> ==> default: Waiting for machine to boot. This may take a few minutes...
>>     default: SSH address: 127.0.0.1:2222
>>     default: SSH username: vagrant
>>     default: SSH auth method: private key
>> Timed out while waiting for the machine to boot. This means that
>> Vagrant was unable to communicate with the guest machine within
>> the configured ("config.vm.boot_timeout" value) time period.
>>
>> If you look above, you should be able to see the error(s) that
>> Vagrant had when attempting to connect to the machine. These errors
>> are usually good hints as to what may be wrong.
>>
>> If you're using a custom box, make sure that networking is properly
>> working and you're able to connect to the machine. It is a common
>> problem that networking isn't setup properly in these boxes.
>> Verify that authentication configurations are also setup properly,
>> as well.
>>
>> If the box appears to be booting properly, you may want to increase
>> the timeout ("config.vm.boot_timeout") value.
>>
>
>
> When running ssh:
>
> $ vagrant ssh --debug
>
>
> DEBUG virtualbox_5_2:   - [1, "ssh", 2222, 22, "127.0.0.1"]
>  INFO subprocess: Starting process: 
> ["C:\\HashiCorp\\Vagrant\\embedded\\usr\\bin/ssh.EXE"]
> DEBUG subprocess: Selecting on IO
> DEBUG subprocess: stderr: usage: ssh [-46AaCfGgKkMNnqsTtVvXxYy] [-b 
> bind_address] [-c cipher_spec]
>            [-D [bind_address:]port] [-E log_file] [-e escape_char]
>            [-F configfile] [-I pkcs11] [-i identity_file]
>            [-J [user@]host[:port]] [-L address] [-l login_name] [-m 
> mac_spec]
>            [-O ctl_cmd] [-o option] [-p port] [-Q query_option] [-R 
> address]
>            [-S ctl_path] [-W host:port] [-w local_tun[:remote_tun]]
>            [user@]hostname [command]
> DEBUG subprocess: Waiting for process to exit. Remaining to timeout: 32000
> DEBUG subprocess: Exit status: 255
>  INFO ssh: Invoking SSH: C:\HashiCorp\Vagrant\embedded\usr\bin/ssh.EXE ["
> [email protected] <javascript:>", "-p", "2222", "-o", "LogLevel=FATAL", 
> "-o", "Compression=yes",
> "-o", "DSAAuthentication=yes", "-o", "IdentitiesOnly=yes", "-o", 
> "StrictHostKeyChecking=no", "-o", "UserKnownHostsFile=/dev/null", "-i", 
> "C:/Users/Bart/.vag
> rant.d/insecure_private_key"]
> DEBUG safe_exec: Converting command and arguments to common UTF-8 encoding 
> for exec.
> DEBUG safe_exec: Command: 
> `"C:\\HashiCorp\\Vagrant\\embedded\\usr\\bin/ssh.EXE"` Args: `["
> [email protected] <javascript:>", "-p", "2222", "-o", "LogLevel=FATAL", 
> "-o", "C
> ompression=yes", "-o", "DSAAuthentication=yes", "-o", 
> "IdentitiesOnly=yes", "-o", "StrictHostKeyChecking=no", "-o", 
> "UserKnownHostsFile=/dev/null", "-i", "C
> :/Users/Bart/.vagrant.d/insecure_private_key"]`
> DEBUG safe_exec: Converted - Command: 
> `"C:\\HashiCorp\\Vagrant\\embedded\\usr\\bin/ssh.EXE"` Args: `["
> [email protected] <javascript:>", "-p", "2222", "-o", "LogLevel=FATA
> L", "-o", "Compression=yes", "-o", "DSAAuthentication=yes", "-o", 
> "IdentitiesOnly=yes", "-o", "StrictHostKeyChecking=no", "-o", 
> "UserKnownHostsFile=/dev/nul
> l", "-i", "C:/Users/Bart/.vagrant.d/insecure_private_key"]`
>
> When I open Virtual Box, the box runs without issues. I can show the GUI 
> and log in the tty. It seems to be just ssh that's not working. 
>
> I've also tried:
> - Uninstall and reinstall Vagrant
> - Cleaned up environment vars (initially it was using git's ssh), now it's 
> enforced with VAGRANT_PREFER_SYSTEM_BIN
> - Checked if the ssh service was running in Ubuntu, and if I can ping the 
> host OS. Both seems fine.
>
> I've run out of ideas. Any other suggestions I could try?
>
> Thanks!
>
>
>
>
>
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