Netgate Discussion Forum
    • Categories
    • Recent
    • Tags
    • Popular
    • Users
    • Search
    • Register
    • Login

    Cannot connect with RDP via openVPN

    Scheduled Pinned Locked Moved OpenVPN
    64 Posts 8 Posters 13.1k Views
    Loading More Posts
    • Oldest to Newest
    • Newest to Oldest
    • Most Votes
    Reply
    • Reply as topic
    Log in to reply
    This topic has been deleted. Only users with topic management privileges can see it.
    • I
      IrixOS @Gertjan
      last edited by IrixOS

      @Gertjan

      No there is a default 0 route pointing to the pfsense box, and routes back to the switch. This setup has always worked.
      I have a VDSL2+ modem bridged with the pfsense. The pfsense box is connected with the cisco L3 switch and that router/switch is connected to a L2 distribution switch which connects to the rest of the access switches.
      From the inside network I can RDP no problem.

      Also noticed that I cannot access the pfsense webpage from the openVPN client on the smartphone. This exact setup has worked before you know. Nothing has changed since then. It's bizar.
      I can ping everything from the openVPN client on the smartphone but RDP does not work. I can hardly believe there is something with the VPN routing itself, I don't know.

      To my opinion the fact I cannot access the pfsense webpage and cannot RDP makes the VPN connection useless. Such a shame.

      Any findings would be appreciated.
      Ask me anything you want to know to acquire a solution,

      Thank you,

      1 Reply Last reply Reply Quote 0
      • I
        IrixOS @IrixOS
        last edited by IrixOS

        @IrixOS
        41860-howto-L3-intervlanrouting-00.png

        That is the model setup. The default router representing pfsense.

        M GertjanG 2 Replies Last reply Reply Quote 0
        • M
          marvosa @IrixOS
          last edited by

          @IrixOS Post your openvpn config (config.ovpn)

          Post the rules on your OpenVPN tab

          Verify your VM's are using your SVI's as the default gateway

          Are you entering the hostname or the IP in the "Computer" box for RDP?

          I 3 Replies Last reply Reply Quote 0
          • M
            michmoor LAYER 8 Rebel Alliance
            last edited by

            Could always provide a traceroute to confirm routing

            Firewall: NetGate,Palo Alto-VM,Juniper SRX
            Routing: Juniper, Arista, Cisco
            Switching: Juniper, Arista, Cisco
            Wireless: Unifi, Aruba IAP
            JNCIP,CCNP Enterprise

            1 Reply Last reply Reply Quote 0
            • GertjanG
              Gertjan @IrixOS
              last edited by

              @IrixOS

              Can you post : the startup openvpn log sequence of the OpenVPN server ?
              and
              The openvpn log at moment you (try to) connect to the OpenVPN server

              @IrixOS said in Cannot connect with RDP via openVPN:

              Nothing has changed since then

              Things can break over time. Like certificates become expired.

              No "help me" PM's please. Use the forum, the community will thank you.
              Edit : and where are the logs ??

              I 1 Reply Last reply Reply Quote 0
              • I
                IrixOS @marvosa
                last edited by IrixOS

                This post is deleted!
                bingo600B 1 Reply Last reply Reply Quote 0
                • I
                  IrixOS @marvosa
                  last edited by

                  @marvosa Rules.jpg Rules_2.jpg

                  VM's Checked SVI and default gateway, all ok, BTW, I can ping every machine from the openvpn app on the smartphone.

                  Tried both IP and DNS resolution, no connection

                  1 Reply Last reply Reply Quote 0
                  • bingo600B
                    bingo600 @IrixOS
                    last edited by bingo600

                    @IrixOS

                    Are you having an MTU issue ??

                    Maybe try this

                    fragment 1400
                    mssfix 1400
                    

                    https://forum.netgate.com/topic/182605/solved-firewall-wan-blocking-packets-destined-for-a-working-openvpn

                    Remember to do it on both ends

                    /Bingo

                    If you find my answer useful - Please give the post a šŸ‘ - "thumbs up"

                    pfSense+ 23.05.1 (ZFS)

                    QOTOM-Q355G4 Quad Lan.
                    CPUĀ  : Core i5 5250U, Ram : 8GB Kingston DDR3LV 1600
                    LANĀ  : 4 x Intel 211, DiskĀ  : 240G SAMSUNG MZ7L3240HCHQ SSD

                    I 2 Replies Last reply Reply Quote 0
                    • I
                      IrixOS @Gertjan
                      last edited by

                      @Gertjan

                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_VER=3.git::081bfebe:RelWithDebInfo
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_PLAT=android
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_NCP=2
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_TCPNL=1
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_PROTO=30
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_CIPHERS=AES-256-GCM:AES-128-GCM:CHACHA20-POLY1305:AES-128-CBC
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_LZO_STUB=1
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_COMP_STUB=1
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_COMP_STUBv2=1
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_GUI_VER=net.openvpn.connect.android_3.3.4-9290
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_SSO=webauth,openurl,crtext
                      Sep 5 16:03:01 openvpn user 'kurkunv' authenticated
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 WARNING: 'link-mtu' is used inconsistently, local='link-mtu 1558', remote='link-mtu 1559'
                      Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 [kurkunv] Peer Connection Initiated with [AF_INET]94.109.209.23:2845
                      Sep 5 16:03:01 openvpn 27362 kurkunv/94.109.209.23:2845 MULTI_sva: pool returned IPv4=172.16.1.2, IPv6=(Not enabled)

                      1 Reply Last reply Reply Quote 0
                      • I
                        IrixOS @marvosa
                        last edited by johnpoz

                        @marvosa

                        persist-tun
                        persist-key
                        cipher AES-128-CBC
                        ncp-ciphers AES-256-GCM:AES-128-GCM
                        auth SHA1
                        tls-client
                        client
                        remote rshafw000000001.ddns.net 1194 udp
                        verify-x509-name "www.rsha.de" name
                        auth-user-pass
                        remote-cert-tls server
                        compress lz4-v2

                        <ca>
                        -----BEGIN CERTIFICATE-----
                        MIIEZTCCA02gAwIBAgIBADANBgkqhkiG9w0BAQsFADB/MQswCQYDVQQGEwJCRTEQ
                        MA4GA1UECBMHQW50d2VycDEPMA0GA1UEBxMGRHVmZmVsMQ0wCwYDVQQKEwRSU0hB
                        MSgwJgYJKoZIhvcNAQkBFhl2b2xrYW4ua3Vya3VuQGhvdG1haWwuY29tMRQwEgYD
                        VQQDEwtpbnRlcm5hbC1jYTAeFw0xODA3MDExNzQ4MDlaFw0yODA2MjgxNzQ4MDla
                        MH8xCzAJBgNVBAYTAkJFMRAwDgYDVQQIEwdBbnR3ZXJwMQ8wDQYDVQQHEwZEdWZm
                        <snipped by mod>
                        aJjpXervXoYbqjMwiSOaaUcFgMqBngV120WYlmrhes7DdLGImFePGGMKC9VE7krZ
                        vGAiZe+nPEVjFoJTypc6+6NX12o4cfq3qg==
                        -----END CERTIFICATE-----
                        </ca>
                        <cert>
                        -----BEGIN CERTIFICATE-----
                        MIIEvDCCA6SgAwIBAgIBAjANBgkqhkiG9w0BAQsFADB/MQswCQYDVQQGEwJCRTEQ
                        MA4GA1UECBMHQW50d2VycDEPMA0GA1UEBxMGRHVmZmVsMQ0wCwYDVQQKEwRSU0hB
                        MSgwJgYJKoZIhvcNAQkBFhl2b2xrYW4ua3Vya3VuQGhvdG1haWwuY29tMRQwEgYD
                        VQQDEwtpbnRlcm5hbC1jYTAeFw0xODA3MDExNzQ5MzhaFw0yODA2MjgxNzQ5Mzha
                        MHsxCzAJBgNVBAYTAkJFMRAwDgYDVQQIEwdBbnR3ZXJwMQ8wDQYDVQQHEwZEdWZm
                        ZWwxDTALBgNVBAoTBFJTSEExKDAmBgkqhkiG9w0BCQEWGXZvbGthbi5rdXJrdW5A
                        <snipped by mod>
                        jMS6LIf0YDcHlXxGff/chxVkidbKQoa8gMd0qf0UhtF3Qd4qHKK8rPjBF8cptckB
                        3WQTokQXuKTvtsWe+HFt9pdSqLOSs58jSEB+ZZfoMU7kScnFXJ1pgW1M7cHIVBqG
                        L1VCkJEcTKHvbGKNIlsHa/S/VoEME0EGn7MCh1F/hvK4hc80MxzU7p6MBBN+Z8Zm
                        4UNT4g6aTjsMYp5XzywdWMXBw5tuSx8lc9qhIPQf6+5B5sekC1WZPPOlAT2P1BF8
                        gZBKUNdYPGt+3vrChjaLY2pfrSxgk6N3w24T4OIUx6qwwH/5GgzDFhynww2uSa+V
                        eblidbXb9sAXqAJweCNNUg==
                        -----END CERTIFICATE-----
                        </cert>
                        <key>
                        -----BEGIN PRIVATE KEY-----
                        MIIEvQIBADANBgkqhkiG9w0BAQEFAASCBKcwggSjAgEAAoIBAQC8tPHojOuy6ZHb
                        Y3KfN1Gh0bmHUa8qZxLO9UzcJBhq4Mr1Ml8UFSRNCZ2MszXLU9YGaDiA9RBFDRx/
                        HjYKKhfxFX2QrYdT61LFBpBUDkorTuuYJ1bPgDsV3IHbcOiE5Nk8vAqT8KAAh+vS
                        tgAO6RLH3Ncp15+nYmSrkeQECzAF3aOT9T8r1bqxSHFUojJKjPoQeZ62dIWD9Mxs
                        <snipped by mod>
                        tetslkmM3VGBiDsK8j5dfBQcPHc4Rt2kUFLjRQHmmiQDUuTGywuldkQ7Pw8Rl/xd
                        1IEp1x7ZLY1d4o68YPvYYL0m/u7/o4w28UP27v69mTtgnV5wGDnPofsoNQKBgFG1
                        7e7ULd3+XeZZMqzqL3caXtq7f3P725CXCauEeMpgxJBei77oFhb8tHdg62enxh6N
                        WsQj6DZmHOqtBhx+M26ud4VrJSpKZ+UrsVQ3R629ryv+Xu75CudrB2VIMM39Gp+r
                        zPrfOAk/VC/GZoStBj8SZEynVHPeAq/pdBknlUx1AoGAbxsocW68vmTVy/pHJdA6
                        MQxQKyp4rAARVTMRyhYZhaNcaie/Qmb2vdbrqIDJfCFlIICoqThi1j5zjFt1HvBk
                        x/Dprv6UspaoFWOGhicwGY0tRcx7lkGsehbVmgoynOkwlyQVMfPcu5C4ecXTnAVH
                        V7yNsaepx91mwVZRhL6qaJk=
                        -----END PRIVATE KEY-----
                        </key>
                        <tls-auth>

                        2048 bit OpenVPN static key

                        -----BEGIN OpenVPN Static key V1-----
                        dd18a2ffe3bd789cd0f4287bde6a90ba
                        cfe34ea65521461d69582f82f9d30c59
                        c3fed75174b1bcf2fca5636854f9a896
                        <snipped by mod>
                        ab1ef19de29738094360a33e2fa9ed2e
                        9591ac77b0dc611ddd7a3ce9a5219dad
                        7fecdef9c325b80c3902820057d734ac
                        552493644a44c8719a85d26e35845ec1
                        c3e0e04b4365e7c47d5e757ed69d16a3
                        -----END OpenVPN Static key V1-----
                        </tls-auth>
                        key-direction 1

                        johnpozJ JonathanLeeJ 3 Replies Last reply Reply Quote 0
                        • I
                          IrixOS @bingo600
                          last edited by IrixOS

                          @bingo600

                          This is the log, how doe you change the MTU, I found a field on the WAN if tab, you said both ends, I will try to find the setting in openVPN client.

                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_VER=3.git::081bfebe:RelWithDebInfo
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_PLAT=android
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_NCP=2
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_TCPNL=1
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_PROTO=30
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_CIPHERS=AES-256-GCM:AES-128-GCM:CHACHA20-POLY1305:AES-128-CBC
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_LZO_STUB=1
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_COMP_STUB=1
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_COMP_STUBv2=1
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_GUI_VER=net.openvpn.connect.android_3.3.4-9290
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 peer info: IV_SSO=webauth,openurl,crtext
                          Sep 5 16:03:01 openvpn user 'kurkunv' authenticated
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 WARNING: 'link-mtu' is used inconsistently, local='link-mtu 1558', remote='link-mtu 1559'
                          Sep 5 16:03:01 openvpn 27362 94.109.209.23:2845 [kurkunv] Peer Connection Initiated with [AF_INET]94.109.209.23:2845
                          Sep 5 16:03:01 openvpn 27362 kurkunv/94.109.209.23:2845 MULTI_sva: pool returned IPv4=172.16.1.2, IPv6=(Not enabled)

                          bingo600B 1 Reply Last reply Reply Quote 0
                          • bingo600B
                            bingo600 @IrixOS
                            last edited by bingo600

                            @IrixOS

                            You set it in the openvpn client + server config windows - Advanced configurations window

                            See here for an example:
                            https://forum.netgate.com/topic/182605/solved-firewall-wan-blocking-packets-destined-for-a-working-openvpn

                            Do it on the "remote first" , then the local .....

                            Aaaannnd it's always good to have https access to the box, if accessing/managing it via openvpn.

                            Edit: Looks like your listed client above is "Android" ....
                            If you used Client export , you can add the options there too , to be exported.

                            63ca692e-94e2-475b-ae8d-51bb671166c4-image.png

                            If you find my answer useful - Please give the post a šŸ‘ - "thumbs up"

                            pfSense+ 23.05.1 (ZFS)

                            QOTOM-Q355G4 Quad Lan.
                            CPUĀ  : Core i5 5250U, Ram : 8GB Kingston DDR3LV 1600
                            LANĀ  : 4 x Intel 211, DiskĀ  : 240G SAMSUNG MZ7L3240HCHQ SSD

                            1 Reply Last reply Reply Quote 0
                            • johnpozJ
                              johnpoz LAYER 8 Global Moderator @IrixOS
                              last edited by johnpoz

                              @IrixOS I snipped out some of that info - that is dangerous to post your full certs/keys on public forum..

                              An intelligent man is sometimes forced to be drunk to spend time with his fools
                              If you get confused: Listen to the Music Play
                              Please don't Chat/PM me for help, unless mod related
                              SG-4860 24.11 | Lab VMs 2.8, 24.11

                              1 Reply Last reply Reply Quote 2
                              • I
                                IrixOS @bingo600
                                last edited by

                                @bingo600

                                That didn't work.

                                Thank you,

                                bingo600B 1 Reply Last reply Reply Quote 0
                                • bingo600B
                                  bingo600 @IrixOS
                                  last edited by

                                  @IrixOS
                                  Just a question ...
                                  You do have RDP enabled , and allowed in the WIN firewall ... Correct

                                  If you find my answer useful - Please give the post a šŸ‘ - "thumbs up"

                                  pfSense+ 23.05.1 (ZFS)

                                  QOTOM-Q355G4 Quad Lan.
                                  CPUĀ  : Core i5 5250U, Ram : 8GB Kingston DDR3LV 1600
                                  LANĀ  : 4 x Intel 211, DiskĀ  : 240G SAMSUNG MZ7L3240HCHQ SSD

                                  GertjanG 1 Reply Last reply Reply Quote 0
                                  • GertjanG
                                    Gertjan @bingo600
                                    last edited by

                                    I'll complement this one :
                                    @bingo600 said in Cannot connect with RDP via openVPN:

                                    and allowed in the WIN firewall

                                    @IrixOS

                                    When you activate the RDP server process in your Microsoft OS, by default (as per Redmond's rules) only connections from the local LAN, like 192.168.1.1/24 (or whatever your LAN is) are accepted, as Microsoft doesn't want you to use RDP from 'everywhere' aka the Internet.
                                    The protocol just isn't safe enough, it was written with speed in mind, not security.

                                    When you use a VPN connection, this isn't really an issue, as you control the entire connection, and the dangerous part is "secured" as it is running over OpenVPN.

                                    So : go to the Windows firewall, and modify (easier, you will find it) it.
                                    This is mine :

                                    523373f4-fbe7-4d1e-b70e-843fb26ebe7f-image.png

                                    Two rules, as there is one for TCP and one for UDP.

                                    Btw : Double check that your PC recognizes the LAN network as private, not public. In Public mode it will accept no connections - from no one.

                                    I know : you said it was working before, so my words are actually useless.
                                    Just double check ^^ (maybe if some one has reset the windows firewall recently )

                                    No "help me" PM's please. Use the forum, the community will thank you.
                                    Edit : and where are the logs ??

                                    johnpozJ 1 Reply Last reply Reply Quote 0
                                    • johnpozJ
                                      johnpoz LAYER 8 Global Moderator @Gertjan
                                      last edited by johnpoz

                                      @Gertjan said in Cannot connect with RDP via openVPN:

                                      you said it was working before, so my words are actually useless.

                                      Or maybe it changed from private to public.. But if that was the case you would think ping wouldn't work either, because if blocked ping would be blocked too, etc.

                                      But yes checking the firewall rules on the PC for sure prudent..

                                      If I was troubleshooting this problem, I would validate that the traffic is even being sent to the client.. So you know where to look - this would be as simple as sniffing for port 3389 on the lan side interface the pc is connected too.. So for example I just connected to vpn on my iphone.

                                      setup a sniff on lan for 3389.. Then connected via my phone rdp client. Screen pops right up on my phone, and you can see from the sniff traffic flowing both ways. If download and open in wireshark - can see the syn, and then syn,ack response..

                                      sniff.jpg

                                      The 10.0.200.250 address is the address my iphone when it connects to the vpn.. I am using rd client on my phone

                                      connection.jpg

                                      https://apps.apple.com/us/app/remote-desktop-mobile/id714464092

                                      If your never seeing the traffic get sent to the PC IP, then you need to look upstream.. If you see traffic sent to the client IP, but no answers - then you have the wrong IP your trying to connect too? Its not running remote desktop? Its on a different port than the standard 3389, its running a firewall? Its not using pfsense as its gateway, etc. But the simple sniff would tell you where to look next, either in pfsense firewall rules, etc.. Or towards the client.

                                      edit: other obvious indication of a connection from client started at least, was I saw my PC that using (which is one I rdp to from phone) screen go to the login screen..

                                      An intelligent man is sometimes forced to be drunk to spend time with his fools
                                      If you get confused: Listen to the Music Play
                                      Please don't Chat/PM me for help, unless mod related
                                      SG-4860 24.11 | Lab VMs 2.8, 24.11

                                      I 1 Reply Last reply Reply Quote 0
                                      • I
                                        IrixOS @johnpoz
                                        last edited by

                                        @johnpoz

                                        How can I close the ticket on this forum?

                                        I have to mothball everything. My distribution switch has failed. I can't believe this is happening right now! From the port LEDs I can see that the switch has a serious problem.

                                        The console says SYSTEM INIT: NOT ENOUGH MEMORY TO BOOT

                                        Pure nonsense!

                                        The switch may be outdated but it's brand new, I've only turned that retarded thing on and off three times!

                                        It's certainly not the first time!
                                        The other one I bought also had a problem. All the LEDs are flashing but it won't boot.
                                        I already tried heating the solder joints, and then the port LEDs all came on, but no console.
                                        A dead fish in the water! How is that possible, that damn thing was brand new, never used, ever programmed!

                                        DAMN YOU CISCO!!!!!!!

                                        PFSENSE sucks and CISCO sucks, I haven't touched that moronic thing for years. VPN has always worked! RDP has always worked! PERIOD!

                                        I thank you all for trying to solve my problem, I shall return to this forum as soon I have bought another piece of their cisco junk!

                                        M johnpozJ 2 Replies Last reply Reply Quote 0
                                        • M
                                          michmoor LAYER 8 Rebel Alliance @IrixOS
                                          last edited by michmoor

                                          @IrixOS why pfsense suck tho?
                                          šŸ¤·šŸ½

                                          Firewall: NetGate,Palo Alto-VM,Juniper SRX
                                          Routing: Juniper, Arista, Cisco
                                          Switching: Juniper, Arista, Cisco
                                          Wireless: Unifi, Aruba IAP
                                          JNCIP,CCNP Enterprise

                                          I 1 Reply Last reply Reply Quote 0
                                          • johnpozJ
                                            johnpoz LAYER 8 Global Moderator @IrixOS
                                            last edited by

                                            @IrixOS there is no "ticket" unless you opened one with tac... This is just a forum, where people like to help other people..

                                            @michmoor my guess is just frustration..

                                            An intelligent man is sometimes forced to be drunk to spend time with his fools
                                            If you get confused: Listen to the Music Play
                                            Please don't Chat/PM me for help, unless mod related
                                            SG-4860 24.11 | Lab VMs 2.8, 24.11

                                            1 Reply Last reply Reply Quote 1
                                            • First post
                                              Last post
                                            Copyright 2025 Rubicon Communications LLC (Netgate). All rights reserved.