Henry Edward Trollip was the son of Joseph Anthony Trollip and his wife Phoebe Whitehead. In 1874 he married Helen Marsh, with whom he had six children. Henry and his eldest son, Archibald Ernest Trollip, lived on the farm Fernrocks, near Tafelberg Station (south-east of Middelburg, Cape), probably until 1895. In that year they presented a number of valuable natural casts of various fossil reptiles to the Albany Museum, Grahamstown. The specimens were thought to belong to the genera Procolophon and Mesosaurus.
Henry also presented the museum with "two original bushman paintings" and one rock engraving from Fernrocks. The next year his son, then living on the farm Beaconsfield (near Graaff-Reinet), donated geological specimens.