A thermoresponsive macromolecule consisting of 10 outer Methylene oxide groups and a pillar[5]arene core was prepared. The macromolecule showed lower critical solution temperature behavior. Moreover, its clouding point can be reversibly tuned based on the addition of guest and host compounds; the douding point increased upon addition of a guest didecylviologen salt and decreased when the competitive host cucurbit[7]uril was added.