Forums Macs Mac OS X Server, Xserve, and Networking. Windows 10 VPN client into Mac Server. Discussion in 'Mac OS X Server, Xserve, and Networking' started by doodledaddy, Nov 3, 2015. Most Liked Posts. I have Mac clients connecting via VPN and accessing the shares fine - but can't get the Windows client to join the shares.

Active14 days ago

My aim is to allow for all employees to be able to connect to the office via a Mac mini running OS X Server (Mavericks).

I've set up the VPN service on the Mac and can connect to it fine with a MacBook Pro and iPhones; however, I'm struggling to enable a consistent (if at all) connection to the Mac with Windows 8.1 machines.

I'm using L2tp/ipsec with a PSK and have hotfixed the windows machines with the details outlined in this post.

Configuring the native VPN client on macOS. Once you have configured a network interface on your Mac to connect to the IT Services VPN service you can make a VPN connection whenever you need to. To connect via the inbuilt client. Instructions are available from the Configuring the AnyConnect Client on Mac OS X Systems page.
If you receive a warning message from OS X Gatekeeper about not being able to open the package because it was not downloaded from the App Store, you will need to take a few extra steps.
AnyConnect Mac OS X client certificate authentication I am seeing the same issue, if you edit the.anyconnect file and delete the line containing the client certificate it will then work. I have an open case for a few months now that has not been resolved.

I'm capable with setting up networks but by no means a professional, so let me know if there is information I've missed and bear with me. Has anyone run into similar issues, or are there things I might be missing?

Scott

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Khaled ShaabanKhaled Shaaban

4 Answers

Please note that some Microsoft Windows clients may not be able to connect to the Mac OS X Server VPN service if the Mac OS X Server is behind a NAT (Network Address Translation) router or firewall. Therefore, you may need to modify settings on the Windows clients to allow access to the Mac OS X Server VPN service using L2TP (IPSec).

By default, the Windows client may not be configured to allow NAT traversal. This is necessary to allow a connection to the Mac OS X Server VPN service when the server itself is behind a NAT router or firewall.

The following Microsoft support articles applies to Windows Vista however it gives you better idea of how to configure an L2TP/IPsec server behind a NAT-T device:http://support.microsoft.com/kb/926179

Rose AbRose Ab

I was able to get a VPN connection working from Windows 7 SP1 Pro to Mac OS X 10.9.4 Server VPN using L2TP with preshared key.

Access your adapter settings (Start > search 'ncpa.cpl' >right-click, select 'Run as Administrator'
Select your VPN connection > righ-click, select 'Properties'
Select 'Options' tab > remove check from 'Include Windows logon domain'

That's it... it started working for me once I unchecked 'Include Windows logon domain'. I assume people have already configured the PSK and completed the changes listed here: http://support.apple.com/kb/HT5078.

If PSK has not been configured, access the VPN adapter properties and select 'Security' tab > select 'Layer 2 Tunneling Protocol with IPsec (L2TP/IPSec) from the 'Type of VPN:' drop-down list. Select 'Advanced settings' and choose 'Use preshared key for authentication' and populate the 'Key:' field with the configured preshared key, select OK.

CarlosCarlos

I made it following below steps.

Click 'PPP Settings...' under the Options tab, check 'Negotiate multi-link for single-link connections'.
Under Security Tab, set Type of VPN to L2TP/IPsec.
Click Advanced settings, enter/paste your pre-shared key.
Then follow the steps in Apple's Support page here.
Restart and you should connect.

kenorb

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Lu JiLu Ji

I was struggling with this today and followed all the recommendations given on this thread, with no luck. What finally worked was to configure the OSX VPN Service to L2TP and PPTP.

VictorEspinaVictorEspina

Not the answer you're looking for? Browse other questions tagged macoswindows-8vpnosx-mavericksosx-server or ask your own question.

Mac OS X has built-in support for connecting to most common types of VPNs. If you want to ensure your Mac automatically reconnected to your VPN or connect to an OpenVPN VPN, you’ll need a third-party app.

This process is similar whether you’re using Windows, Android, iOS, or another operating system. OS X provides a menu bar icon for controlling the VPN connection.

Use a VPN Client (The Easiest Thing)

Note that some VPN providers offer their own desktop clients, which means you won’t need this setup process. All of our favorite VPNs–StrongVPN for advanced users, and ExpressVPN and TunnelBear for basic users–offer their own desktop application for connecting to their VPNs and selecting VPN server locations.

Connect to L2TP over IPSec, PPTP, and Cisco IPSec VPNs

RELATED:Which is the Best VPN Protocol? PPTP vs. OpenVPN vs. L2TP/IPsec vs. SSTP

Use the Network control panel to connect to most types of VPNs. To open it, click the Apple menu, select System Preferences, and click Network or click the Wi-Fi icon on the menu bar and select Open Network Preferences.

Click the plus sign button at the bottom left corner of the window and select “VPN” in the Interface box. Choose the type of VPN server you need to connect to in the “VPN Type” box and enter a name that will help you identify it.

Like other operating systems, Mac OS X doesn’t include built-in support for OpenVPN networks. Scroll down for instructions for connecting to OpenVPN networks.

Enter the VPN server’s address, your username, and other settings. The “Authentication Settings” button allows you to provide the authentication you’ll need to connect — anything from a password or certificate file to RSA SecurID, Kerberos, or CryptoCard authentication.

The “Advanced” button allows you to configure the VPN connection in other ways. For example, the default settings automatically disconnect from the VPN when you log out or switch users. You could uncheck these boxes to prevent the Mac from automatically disconnecting.

Click Apply to save your settings. Before you do, you can enable the “Show VPN status in menu bar” option to get a menu bar icon for managing your VPN connection. Use this menu to connect to your VPN and disconnect from it as necessary.

Automatically Reconnect to a VPN When The Connection Drops

RELATED:How to Rearrange and Remove Your Mac’s Menu Bar Icons

Cisco Vpn Client For Mac Os X

By default, your Mac won’t automatically reconnect to the VPN if the connection dies. To save yourself some time and hassle, use the VPN AutoConnect application. It’s available for $1 on the Mac App Store.

This is a simple application that basically replaces the built-in VPN menu bar icon on Mac OS X. If the VPN connection drops, it will automatically reconnect. This applicaiton uses the built-in VPN support in Mac OS X, so it’ll only work with connections you can configure in the Network Settings panel. If you use a third-party VPN client — for example, to connect to an OpenVPN VPN — it won’t help you. But third-party VPN clients may have this feature integrated.

Avaya Vpn Client For Mac Os X

If you want to save a dollar or just prefer DIY solutions, you could rig up your own auto-VPN-reconnect solution using AppleScript.

Connect to OpenVPN Networks

You’ll need a third-party application for connecting to OpenVPN VPNs. The official OpenVPN website recomme