For generations, designers have adopted towns, villages, and other enclaves as second homes and visited them again and again, imprinting a touch of their own sensibility on their chosen place—and importing something of its essence into their own work. It’s the kind of symbiosis that Coco Chanel and Le Corbusier, who summered in neighboring homes, enjoyed with the Cote d’Azur’s Rouquebrune Cap-Martine, or Yves Saint Laurent with Marrakech and Tangier. More recently, Christian Louboutin popularized the Portuguese village of Melides, eventually opening Vermelho Hotel there earlier this year. Here, five designers on the places they go, and why they continue to be pulled back.