seems I need some help connecting from a virtual machine to an outside VPN server.
Here’s what I have:
- Home Windows 10 machine (host)
- Ubuntu VirtualBox machine running as guest on the above host (192.168.11.2)
- A VPN server somewhere on the Internet (172.16.245.1).
After establishing the VPN connection, I am able to connect from my Windows machine to the VPN server just fine by its internal VPN address:
telnet 172.16.245.1 80
(the above command lets me write to the HTTP stream and nginx on the VPN server responds)
I am also able to connect from Ubuntu guest to Windows host:
vagrant@homestead:~$ telnet 192.168.11.1 8000 Trying 192.168.11.1... Connected to 192.168.11.1. Escape character is '^]'.
Now I want to establish connection from Ubuntu guest to the outside VPN server. I am adding a route on the guest:
sudo ip route add 172.16.245.0/24 via 192.168.11.1 dev eth1
I verify that the route has been added:
vagrant@homestead:~$ ip route default via 10.0.2.2 dev eth0 proto dhcp src 10.0.2.15 metric 100 10.0.2.0/24 dev eth0 proto kernel scope link src 10.0.2.15 10.0.2.2 dev eth0 proto dhcp scope link src 10.0.2.15 metric 100 172.16.245.0/24 via 192.168.11.1 dev eth1 192.168.11.0/24 dev eth1 proto kernel scope link src 192.168.11.2
But when I’m trying to connect to 172.16.245.1 (VPN server) from the Ubuntu guest, telnet times out while connecting:
vagrant@homestead:~$ telnet 172.16.245.1 80 Trying 172.16.245.1... telnet: Unable to connect to remote host: Connection timed out
What am I missing here?
Extra information if it may be helpful, this is how the networking set up for the guest virtual machine:
- Adapter 1 is NAT
- Adapter 2 is VirtualBox Host-Only Ethernet Adapter
This is what I see when I run
ip addr show on Ubuntu guest:
1: lo: <LOOPBACK,UP,LOWER_UP> mtu 65536 qdisc noqueue state UNKNOWN group default qlen 1000 link/loopback 00:00:00:00:00:00 brd 00:00:00:00:00:00 inet 127.0.0.1/8 scope host lo valid_lft forever preferred_lft forever inet6 ::1/128 scope host valid_lft forever preferred_lft forever 2: eth0: <BROADCAST,MULTICAST,UP,LOWER_UP> mtu 1500 qdisc fq_codel state UP group default qlen 1000 link/ether 08:00:27:3b:5a:da brd ff:ff:ff:ff:ff:ff inet 10.0.2.15/24 brd 10.0.2.255 scope global dynamic eth0 valid_lft 85795sec preferred_lft 85795sec inet6 fe80::a00:27ff:fe3b:5ada/64 scope link valid_lft forever preferred_lft forever 3: eth1: <BROADCAST,MULTICAST,UP,LOWER_UP> mtu 1500 qdisc fq_codel state UP group default qlen 1000 link/ether 08:00:27:5a:59:bc brd ff:ff:ff:ff:ff:ff inet 192.168.11.2/24 brd 192.168.11.255 scope global eth1 valid_lft forever preferred_lft forever inet6 fe80::a00:27ff:fe5a:59bc/64 scope link valid_lft forever preferred_lft forever