Caretakers Cottage, a tiny but mighty CBD bar, has built a reputation that looms large. Being crowned the 21st best bar in the world on the 2024 World's 50 Best Bars list is just the tip of the highball iceberg when it comes to accolades under its belt. Caretaker's Cottage is quintessentially Melbourne: cool without being pretentious, creative but not overwrought, and intimate without being isolating. It's not a place for big groups or rowdy nights out; this is a bar best enjoyed in pairs or threes. It's a space where you feel cared for, where every detail – from the sheer curtains to the music to the flawless Martinis – has been considered.
Time Out tip: Don't stress if you can't get a seat inside! The courtyard is just as vibe-y in the evenings (think front yard of a grown-up house party).