Mac Cannot connect to Windows PC using RemoteDesktop for Mac via VPN

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CalebDenman-8802 asked Dec 4, '20 RyanKinealy-3805 published Oct 28, '21

Mac Cannot connect to Windows PC using RemoteDesktop for Mac via VPN

I have two nearly identically spec'd 2019 MacBook Pro's connected to company VPN. They can use interent, receive email, etc. so i know the network is working, however they cannot connect to other machines on this network via the Microsoft RemoteDesktop app for Mac. I have tried both the current stable release version, and the latest Beta version released Dec. 1, 2020.

remote-desktop-client

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MarkHill-9456 · Jun 02, 2021 at 09:05 AM

Thanks! That worked for me!

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Answer 1 · 2020-12-11T04:21:12.947Z

CalebDenman-8802 answered Dec 11, '20 RyanKinealy-3805 published Oct 28, '21

I ended up solving this issue in the Network preferences of the two Mac devices.

The VPN needed to be manually assigned as the top of the order of networks in order for traffic to flow correctly through the VPN.

 > System Preferences > Network
Select the Gear Icon with carrot (see screenshot)
Select "Set Service Order.."
Drag VPN to the top of the list
Click OK
Click Apply
Live Long and Prosper

screen-shot-2020-12-10-at-111735-pm.png (960.9 KiB)

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RyanKinealy-3805 · Oct 27, 2021 at 10:47 PM

You're the best that fixed the issue

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Answer 2 · 2020-12-07T05:26:16.25Z

KarlieWeng-MSFT answered Dec 7, '20 KarlieWeng-MSFT edited Dec 8, '20

Hello @CalebDenman-8802

What's the error message when connection failed?

What's the OS of windows PC?

Please un-tick the checkbox " Allow connection only from computers running Remote Desktop with Network Level Authentication "
on Windows PC

If the Answer is helpful, please click "Accept Answer" and upvote it.
Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.

Best Regards
Karlie

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Answer 3 · 2020-12-07T17:19:28.347Z

CalebDenman-8802 answered Dec 7, '20 CalebDenman-8802 commented Dec 11, '20

Hi there,
Unfortunately that didnt fix the issue.
I have attached a screenshot of the error i am receiving on MacOS

The Windows PCs are currently running Version 2004 Build 19041.630 of Windows 10 Pro.

screen-shot-2020-12-04-at-100709-am.png (244.3 KiB)

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KarlieWeng-MSFT · Dec 08, 2020 at 07:13 AM

Hi,

Here are 2 links about Error code: 0x204 for your reference:

How to Fix Remote Desktop Error Code 0x204 on a Mac?

Error: 0x204 when trying to connect to server using Microsoft remote desktop app on Mac

Thanks
Karlie

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KarlieWeng-MSFT · Dec 11, 2020 at 01:10 AM

Hello @CalebDenman-8802

Good day!

I'm just following up to make sure you received my last reply.

You can enable email notifications for a variety of different events in Microsoft Q&A:
https://docs.microsoft.com/en-us/answers/articles/67444/email-notifications.html

If you have any further questions or suggestions about this case, please let me know.

If the Answer is helpful, please click "Accept Answer" and upvote it.
Best Regards
Karlie

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CalebDenman-8802 KarlieWeng-MSFT · Dec 11, 2020 at 04:12 AM

Hello! I did read these articles but neither of them were related to my particular situation. I have posted another comment below with what fixed my issue.

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