Call a local home improvement contractor who specializes in roofing and siding. We can’t see how your vinyl window was installed from the pictures you provided. As others said lack of aluminum drip cap might be a cause. Also there is no vinyl J channel around the window frame in the pics. Does the window have an integrated J channel built into the frame? If it’s damaged at the head of the window, This could also be the cause. Vinyl siding is incredibly easy to work with. It Doesn’t look like you need to replace any siding at all. You need theinstallation details inspected for defects or missing components. It shouldn’t be very expensive to remedy the issue.