Photoswitchable polymeric materials are promising candidates for rewritable patterning and optical information storage. However, traditional solid photoswitchable polymers are generally hampered by a low fatigue resistance and slow photoresponse. To overcome these two key deficiencies, in this study, we examined a simple synthetic strategy for producing photoswitchable polyurethane films via the covalent attachment of an excellent photochromic diarylethene. The as‐prepared diarylethene‐based polyurethane (DTE–PU) film showed rapidly reversible isomerization and splendid photoreversibility (>20 times). Additionally, the as‐prepared DTE–PU film in the closed form possessed outstanding thermal irreversibility and long‐term optical stability. Photowritten patterns on the DTE–PU film remained steady for more than 2 weeks. These eminent properties made the DTE–PU film a promising candidate for multifarious applications, including rewritable patterning and stable optical information storage. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47466.