The beauty of the Catskills is endless. The crisp, colorful foliage of fall. The serenity of a quiet, snow-covered mountain scene in winter. Backcountry trails bloom with new life in spring, and hidden swimming holes are perfect for exploring on a hot summer night. The right accommodation knows its place among the natural surroundings and can elevate your entire experience. After years of trials across the whole region, we’ve hand-picked our absolute favorite rental accommodations in the Catskills for each season.
This secluded mountain home offers sweeping views from its drool-worthy front deck. With room for 8+ guests, a game room (ping pong, say whaat? yep, it has it), and endless views of the great outdoors, it’s a no-brainer to book for a group stay in the Fall. An indoor fireplace and outdoor fire pit are sure to keep you all cozy on a crisp evening, while soaring ceilings and giant windows always let the beauty of the great outdoors shine through. Plenty of hiking – and even North America’s highest zipline adventure – await at nearby Hunter Mountain. Book It →
The Hunter Green House is an all-season awards contender, but its peak coziness is undoubtedly during winter. Soaking in the stillness of a snowy scene outside those enormous windows from the comfort of an impeccably-designed interior is utterly sublime. The Catskills in winter is a playground of opportunities, but long days of lounging inside seem quite alright when you’re in digs as decked-out as this. Hunter Mountain (barely 10 minutes away) has some of the region’s best conditions for a day on the slopes. Stay closer to home for a snowshoeing adventure instead at the fabulous Kaaterskill Falls – a whopping two-minute drive down the road. Book It →
We’ve had a bit of a crush on the Black A-Frame ever since we first set eyes on it (see here, and also in here). Wonderfully secluded, entirely self-sustainable, and Instagrammably stylish, this minimalist retreat will recharge your spirit when spring rolls around. Pack food supplies to make use of the chef’s kitchen and steel drum grill outside. Toast to the new lifecycle of the surrounding nature with a drink from the screened-in gazebo. If you’re less DIY, head over to Rough-Cut Brewing for quality bites and great beers instead. Whatever you do, don’t miss a visit over to Ver Nooy Falls, just a short drive from home. Book It →
Prepare to be completely relaxed when you step foot into North Mountain Cabin. This sprawling, modified a-frame at the base of the Shawangunk Ridgeline is the best base camp for some serious summer explorations. Known worldwide for its rock climbing, “the Gunks” are the place to be for some quality time on the rocks, with both challenging climbs and beginner-friendly hikes available. The tandem duo of Minnewaska State Park Preserve and Mohonk Preserve offer 30,000+ acres of forest, cliffs, and trails to tackle, with swimming holes and freshwater beaches to boot. With a glorious day in the wild behind you, dust off back home and jump into the pool for a refreshing dip. Afterward, sooth your sore muscles in the hot tub. The chef-approved kitchen will have you cooking up a storm for your whole group while someone else sets up the projection screen for an outdoor movie night. Book It →