Animal skin is a huge source of inspiration when it comes to multifunctional sensing materials. Bioinspired sensors integrated with the intriguing performance of skin‐like steady wide‐range strain detection, real‐time dynamic visual cues, and self‐healing ability hold great promise for next‐generation electronic skin materials. Here, inspired by the skins of a chameleon, cellulose nanocrystals (CNCs) liquid crystal skeleton is embedded into polymerizable deep eutectic solvent (PDES) via in situ polymerization to develop a skin‐like elastomer. Benefiting from the elastic ionic conductive PDES matrix and dynamic interfacial hydrogen bonding, this strategy has broken through the limitations that CNCs‐based cholesteric structure is fragile and its helical pitch is non‐adjustable, endowing the resulting elastomer with strain‐induced wide‐range (0–500%) dynamic structural colors and excellent self‐healing ability (78.9–90.7%). Furthermore, the resulting materials exhibit high stretch‐ability (1163.7%), strain‐sensing and self‐adhesive abilities, which make them well‐suitable for developing widely applicable and highly reliable flexible sensors. The proposed approach of constructing biomimetic skin‐like materials with wide‐range dynamic schemochrome is expected to extend new possibilities in diverse applications including anti‐counterfeit labels, soft foldable displays, and wearable optical devices.