This paper introduces Gossamer Timescapes: practice-based and design-led experimentations exploring how the design of self-actuated textiles can inform new poetical and cultural possibilities for smart technologies. More specifically, this empiric research focuses on the role shape-changing textiles can play in informing a culture of interconnectivity within the context of the Western home. In other words, how smart textiles can encourage a holistic culture in which nature, humans and their technologies belong to the same contexture. Developed at the intersection of textile design, architecture and materials science, this interdisciplinary research relies on the use of three polymer technologies: thin film photovoltaics, light-responsive liquid crystals and dielectric elastomers at different stages of maturity. The primary outcomes of this research are three projects: Photovoltaic Mashrabiya—a textile membrane changing shape and producing electricity in response to solar patterns, Photokinetic Textiles—the probing of light-induced shape-changing textile swatches and Reef—a self-actuated ceiling that responds to the wind. The paper reports on the challenges and opportunities of transferring such technologies from the research laboratory to the design workshop. Together these outcomes not only suggest new opportunities for smart technologies in terms of use, aesthetics or crafting processes but also demonstrate the value of interdisciplinary collaborations involving science and design.