Hyper-V Virtual Switch issue: Same IP on guest and host

Some DHCP servers always assign the same IP address to the same MAC.

Since your upstream is a regular (non-WDS) Wi-Fi connection, it can only have one MAC address – not multiple. The only reason Windows even allowed you to put it into a bridge is that it performs L2 NAT (arpnat) for you, rewriting your VMs' packets on the fly.

You can fix this, by going inside the VM settings:

Network Adapter/Advanced Feature and then

either apply a static MAC or dynamic MAC, but then you need to

Enable MAC address spoofing.

To make sure that VM will use a dedicated and spoofed MAC to act like a real network device.

Enable MAC address spoofing: