Just got a reply from Cisco, this is a confirmed bug [CSCtf20226] in Mac OS X 10.6. Their workaround is to explicitly define external DNS servers. I used the Google public DNS servers and this indeed works as expected. (config-webvpn-group)#svc dns-server primary 8.8.8.8 (config-webvpn-group)#svc dns-server secondary 8.8.4.4. Hope this helps

My server would be my newly reclaimed Mac Mini running the latest version of OS X (El Capitan 10.11.x). With a good recommendation from a good friend and Sysadmin from work I set out to build my own DNS server with 'dnsmasq' and found it to be surprisingly easy. You probably need to clear your DNS cache if the router is just using the ISP supplied server and you are not using any custom settings in the Network pane. Don't be afraid of the command line (/Applications/Utilities/Terminal)! Just flush your OS X dNS cache in Terminal with the command: dscacheutil -flushcache Just got a reply from Cisco, this is a confirmed bug [CSCtf20226] in Mac OS X 10.6. Their workaround is to explicitly define external DNS servers. I used the Google public DNS servers and this indeed works as expected. (config-webvpn-group)#svc dns-server primary 8.8.8.8 (config-webvpn-group)#svc dns-server secondary 8.8.4.4. Hope this helps The DNS service in OS X Server, as with previous versions, is based on bind 9 (BIND 9.9.2-P2 to be exact). This is very much compatible with practically every DNS server in the world, including those hosted on Windows, OS X, Linux and even Zoe-R.

You can quickly retrieve active DNS server IP addresses on any Mac by using the networksetup utility. This is done from the command line, so launch the Terminal app and type one of the following command strings, dependent on the version of OS X that is running on the Mac.

Mac Pro w/ Mac OS X Server 10.6.2 VPN enabled, DNS enabled, firewall disabled IP address: 192.168.100.64 Test client: Mac OS X 10.6.2 on a different ISP VPN IP address: 192.168.100.251 DNS Server automatically configured to 192.168.100.64 The client can login to the server over VPN successfully. The client's LAN is in the 10.0.1.* range so here are some DNS how-tos, if you really do want to set up a DNS server. here is a thread discussing making your OSX machine recognize your custom hostnames, and here is a HOWTO thread on the same. be aware that if you do choose the second hostnames method, instead of DNS, you would have to edit the hostnames on both (or all) machines on your If your VPN DNS changes, you need to change it manually. This can easily be checked under Network → VPN interface w Advanced → DNS tab since your VPN DNS is still assigned dynamically to the interface (although ignored by OS X). If your 3G DNS changes (unlikely) you need to change it manually too.

A DNS cache or DNS resolver cache, is a temporary database of DNS lookups on the OS and browser. It consists of the records of recent as well as attempted visits of websites along with domains. To troubleshot cache poisoning or other internet connectivity issues, you may need to flush the DNS cache. The action will remove all the DNS entries.

5. Choose the "DNS" tab at the top of the screen to edit, add, or remove DNS. Add a new DNS server: click on the [+] plus button. Edit an existing DNS server: click twice on the DNS IP address you wish to change. Remove a DNS server: select a DNS server IP address and then click either the [-] minus button or hit the delete key. 6. The DNS service in OS X Server, as with previous versions, is based on bind 9 (BIND 9.9.7-P2 to be exact). This is very much compatible with practically every DNS server in the world, including those hosted on Windows, OS X, Linux and even Zoe-R. Now, for you to be able to check on the DNS server that you have on your Mac, here are the steps that you should follow. Go ahead and launch System Preferences. You can see this from the Dock of your Mac or you can also go to the Apple menu and then choose "System Preferences". The DNS service in OS X Server, as with previous versions, is based on bind 9 (BIND 9.9.7-P3 to be exact). This is very much compatible with practically every DNS server in the world, including those hosted on Windows, OS X, Linux and even Zoe-R. If you want to use Google's DNS servers, you can add the following two items to the list: 8.8.8.8; 8.8.4.4; If you'd rather use OpenDNS instead, which has lots of extra features, you can use the following two entries: 208.67.222.222; 208.67.220.220; That's pretty much all there is to it! Click OK and your Mac will be using the new DNS