The Windham Earle in Windham, NY
Named after a Twin Peaks character, the Windham Earle is full of the same kitschy lodge vibes as its namesake. It was recently renovated by a guy in the film industry, so it's no surprise that there are delightful vignettes throughout the home–including the very planty bathroom, or the massive fireplace with a full-size skeleton lounging above it. A literally perfect getaway for big groups, especially in summer, with a bonfire pit, outdoor charcoal BBQ, and a private pond.