This paper considers the idea of the “uncanny,” in psychoanalysis from two different vantage points. First, I consider Freud’s monograph on the “uncanny,” in which he explored the experience of the uncanny as representing an intrapsychic, one-person phenomenon, linking a familiar feeling to the presence or resonance of the unconscious as it is becoming manifest in an individual. Then I consider forms of “uncanniness” that constitute two unconsciouses at play in an interpersonal or intersubjective, two person field, reflecting the special evocative power manifest in and generated by unconscious to unconscious communication, representing forms of what Ferenczi considered to be a dialogue of unconsciouses. Examples of both kinds of “uncanniness” are considered, in and outside of the therapy experience.