As a lifelong New Yorker, the Catskills have long been my quiet spot—an escape I return to nearly every year, drawn to their snow-covered stillness in winter, slow mornings in summer, and leaf-peeping in fall. Just over two hours from New York City—easily reached by car or the Metro-North—the Catskills region offers all kinds of sweet escapes straight out of a Hallmark movie. And the best Catskills Airbnbs reflect this range—some, with spaces as charming as the terrain itself. You’ll find chicly-designed A-frames with floor-to-ceiling windows, moody, modern cabins tucked into the trees, and cozy, wood-clad cottages complete with clawfoot tubs, record players, firepits, and wraparound porches.
Spanning four counties across southeastern New York, the Catskills are a patchwork of charming towns, ski havens, and untamed wilderness. To the north, towns like Hudson, Catskill, and Tivoli skew artsy and architectural, where design galleries sit beside unfussy yet thoughtful restaurants. To the west, Woodstock and Phoenicia thrum with trailheads, river bends, vintage shops, and old-school diners. Further into the mountains, Shandaken and Big Indian are known for their sense of seclusion and access to nature—favorites of hikers, writers, and anyone looking to go quiet for a while. Skiers head to Windham and Hunter for well-groomed slopes and slow evenings by the fire. While the region is dense with Airbnbs, below, you’ll find a curated list of the best vacation rentals in the Catskills to make your booking process that much easier.
Whether you’re planning a family-friendly winter escape, a romantic autumn stay, or simply an easy weekend getaway from New York City—read on for 15 of the most beloved, top-rated, and still-bookable rentals in this iconic upstate New York region.
We’ve vetted these listings based on Superhost status, ratings, amenities, location, previous guest reviews, and decor.
