Since remote cerebellar hemorrhage, with intracerebral hemorrhage after supratentorial neurosurgery, is rare, its pathophysiology remains elusive. Here, we report a 64-year-old man who had severe bilateral symmetric remote cerebellar hemorrhage with frontal lobe hemorrhage following burr-hole evacuation for supratentorial chronic subdural hematoma. Computed tomography venography showed undeveloped left internal jugular vein and sigmoid sinus. He received 3 weeks of conservative treatment and fully recovered. Overdrainage of cerebrospinal fluid and head rotation with undeveloped internal jugular vein may have resulted in this complication. This case is the first case in the literature with this event sequence and has some significance for revealing the mechanism of remote cerebellar hemorrhage occurrence after other supratentorial surgeries.