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    Introducing Netgate Nexus: Multi-Instance Management at Your Fingertips.

    OpenVPN user access to networks behind IPSEC tunnels

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    • I Offline
      ivica.glavocic
      last edited by

      I need help with with OpenVPN users access to networks on the other side of IPSEC VPN tunnels.
      Currently, 50+ IPSEC VPN tunnels are established from VPN router on LAN (10.254.0.1), plan is to transfer them all to pfSense. Diagram:

      3194b992-6c6e-4c47-b6d5-cf9ed69cdeb5-image.png

      With all IPSEC tunnels behind VPN router, on pfSense I have VPN router as gateway and static routes to all A, B and C private networks over VPN router. OpenVPN user's network 10.250.1.0/24 is NATed on pfSense LAN IP 10.254.0.15, all OpenVPN users can access all networks behing VPN router tunnels.

      I transfered one of those tunnels directly on pfSense, network behind it is 192.168.114.0/24, LAN users can access it, OpenPVN users cannot. How can I enable that?

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      • tinfoilmattT Offline
        tinfoilmatt LAYER 8 @ivica.glavocic
        last edited by

        @ivica.glavocic said in OpenVPN user access to networks behind IPSEC tunnels:

        OpenVPN user's network 10.250.1.0/24 is NATed on pfSense LAN IP 10.254.0.15

        This seems like the culprit. If all inbound OVPN traffic has its destination NAT'ed to pfSense's LAN address, then that traffic will then follow the static routes configured to send it downstream to "VPN router".

        Can you be more specific and/or show what you mean by "static routes to all A, B and C private networks"?

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        • I Offline
          ivica.glavocic @tinfoilmatt
          last edited by

          @tinfoilmatt said in OpenVPN user access to networks behind IPSEC tunnels:

          This seems like the culprit. If all inbound OVPN traffic has its destination NAT'ed to pfSense's LAN address, then that traffic will then follow the static routes configured to send it downstream to "VPN router".

          Correct, all traffic for IPSEC VPN tunnel 192.168.114.0/24 on pfSense goes trough "VPN router".

          Can you be more specific and/or show what you mean by "static routes to all A, B and C private networks"?

          All static routes for private networks are routed via "VPN router":
          10.255.255.255 /8
          172.31.255.255 /12
          192.168.255.255 /16

          I hoped that IPSEC VPN tunnel on pfSense, will have precedence over those status routes, it does not.

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          • tinfoilmattT Offline
            tinfoilmatt LAYER 8 @ivica.glavocic
            last edited by

            @ivica.glavocic said in OpenVPN user access to networks behind IPSEC tunnels:

            I hoped that IPSEC VPN tunnel on pfSense, will have precedence over those status routes, it does not.

            That's correct. 'Precedence' is not a technical term.

            The most obvious solution would be to exclude subnet 192.168.114.0/24 from your static routes. There's obviously a couple ways to do that.

            You may still need a NAT rule on WAN interface to translate incoming OVPN traffic to the applicable IPsec interface on pfSense.

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            • I Offline
              ivica.glavocic @tinfoilmatt
              last edited by

              @tinfoilmatt said in OpenVPN user access to networks behind IPSEC tunnels:

              You may still need a NAT rule on WAN interface to translate incoming OVPN traffic to the applicable IPsec interface on pfSense.

              I excluded subnet 192.168.114.0/24 from static routes. Can you please give me an example of NAT rule on WAN interface to translate incoming OVPN traffic to the applicable IPsec interface on pfSense? Still no reply from devices on that subnet, 10.250.0.0/22 is included in phase 2 of IPSEC tunnel, mode is Tunnel, not Routed.

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              • tinfoilmattT Offline
                tinfoilmatt LAYER 8 @ivica.glavocic
                last edited by

                @ivica.glavocic What's happening to OVPN traffic arriving on the WAN interface at this point? How does it appear?

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                • I Offline
                  ivica.glavocic @tinfoilmatt
                  last edited by

                  @tinfoilmatt as visible on diagram, OpenVPN user gets IP 10.250.1.2/22, server has 10.250.0.1/22, traffic looks like it's allowed in firewall logs:

                  370cf81c-c7c7-41f3-82d4-047172dc702a-image.png

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                  • I Offline
                    ivica.glavocic @tinfoilmatt
                    last edited by

                    @tinfoilmatt found a source of the problem - on the remote side I added route trough IPSEC VPN tunnel for my OpenVpn net 10.250.0.0/22, after that I got a response from remote 192.168.114.0/24 network.

                    Since I have 50+ active IPSEC tunnels, adding OpenVPN subnet in all of them is going to be difficult specially since I don't control routers on the other side.

                    Is there a way to NAT incoming OpenVPN traffic from 10.250.0.0/22 subnet to firewall NAT IP 10.254.0.15 and then redirect it trough IPSEC tunnel on pfSense?

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                    • tinfoilmattT Offline
                      tinfoilmatt LAYER 8 @ivica.glavocic
                      last edited by tinfoilmatt

                      @ivica.glavocic said in OpenVPN user access to networks behind IPSEC tunnels:

                      Is there a way to NAT incoming OpenVPN traffic from 10.250.0.0/22 subnet to firewall NAT IP 10.254.0.15 and then redirect it trough IPSEC tunnel on pfSense?

                      Probably—using 'Manual Outbound NAT' 'Mode'.

                      I think you mean 'NAT incoming OVPN traffic to WAN interface so it can follow configured static routing to "VPN router" (i.e., 10.254.0.1).'

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                      • I Offline
                        ivica.glavocic @tinfoilmatt
                        last edited by

                        @tinfoilmatt said in OpenVPN user access to networks behind IPSEC tunnels:

                        I think you mean 'NAT incoming OVPN traffic to WAN interface so it can follow configured static routing to "VPN router" (i.e., 10.254.0.1).'

                        I meant NAT incoming OpenVPN traffic to pfSense LAN interface and then send it trough IPSEC VPN tunnel terminated on same pfSense.

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                        • tinfoilmattT Offline
                          tinfoilmatt LAYER 8 @ivica.glavocic
                          last edited by

                          @ivica.glavocic said in OpenVPN user access to networks behind IPSEC tunnels:

                          NAT incoming OpenVPN traffic to pfSense LAN interface and then send it trough IPSEC VPN tunnel terminated on same pfSense.

                          Why would you need to do this? What would that IPsec configuration look like? What does that mean, "IPSEC [sic] VPN tunnel terminated on same pfSense"?

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                          • I Offline
                            ivica.glavocic @tinfoilmatt
                            last edited by

                            @tinfoilmatt said in OpenVPN user access to networks behind IPSEC tunnels:

                            Why would you need to do this? What would that IPsec configuration look like? What does that mean, "IPSEC [sic] VPN tunnel terminated on same pfSense"?

                            Look at the diagram, on "VPN router" I have 50+ configured VPN tunnels that will in the future be transfered (terminated) on pfSense. All of those tunnels are configured with only my LAN subnet in phase 2, now I have to add OpenVPN subnet in every one of them and I don't control all remote VPN endpoints.

                            If I NAT OpenVPN subnet to pfSense LAN address and then redirect that traffic to IPSEC VPN tunnel terminated on pfSense, I won't have to reconfigure those tunnels (add OpenVPN subnet to every tunnel).

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                            • tinfoilmattT Offline
                              tinfoilmatt LAYER 8 @ivica.glavocic
                              last edited by

                              @ivica.glavocic I understand. I did become momentarily confused by your diagram.

                              So yes, 'Manual Outbound NAT' 'Mode' will allow you to translate OVPN traffic to the LAN (or the WAN) interface address, which traffic will then follow the system routing table I believe. Inbound OVPN traffic NAT'ed to the LAN (or the WAN) interface should be able to 'find' any configured IPsec tunnels that way. And you would not need to touch the remote side of any IPsec tunnels.

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                              • I Offline
                                ivica.glavocic @tinfoilmatt
                                last edited by

                                @tinfoilmatt said in OpenVPN user access to networks behind IPSEC tunnels:

                                So yes, 'Manual Outbound NAT' 'Mode' will allow you to translate OVPN traffic to the LAN (or the WAN) interface address, which traffic will then follow the system routing table I believe. Inbound OVPN traffic NAT'ed to the LAN (or the WAN) interface should be able to 'find' any configured IPsec tunnels that way. And you would not need to touch the remote side of any IPsec tunnels.

                                That's what I thought, but looks like traffic goes directly from OpenVPN tunnel network to IPSEC VPN tunnel and is not NAT-ed, although there is a manual outbound NAT rule for OpenVPN network to pfSense LAN IP.

                                I had an idea to use policy routing on OpenVPN interface, but what gateway do I put there? IPSEC tunnels are policy based.

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                                • tinfoilmattT Offline
                                  tinfoilmatt LAYER 8 @ivica.glavocic
                                  last edited by

                                  @ivica.glavocic Check out this article from the documentation, Assigning OpenVPN Interfaces. That's one way to get OVPN traffic onto an interface that can then be NAT'ed to/from.

                                  (This confusingly-named subsection, Allowing traffic over OpenVPN Tunnels, then becomes relevant, too.)

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