Laze by the pool, dine under the stars, soak in the tub, cozy by the fireplace, and take in the stunning mountain views. Newly renovated, this modern three-bedroom, two-bathroom home offers ultimate relax. Also, check out the Woodstock Film Festival, which takes place every fall. While There: Walk into the historic town of Woodstock (through the woods or on the road), enjoying the gorgeous foliage along the way. Pond House Image: AirbnbĪdded bonus: The Pond House (Reginald Marsh’s former studio) and Carriage House, both located on the estate, are also available as airbnb rentals. Wander the property’s birch trees and 100-year-old cone shaped cedar trees work out in the gym area, complete with spin bike, yoga mats and blocks and did we mention the ‘swim holes,’ complete with waterfall - just a few-minutes walk into the woods.

We love the clean lines, minimalist vibe, Asian antiques, antler chandeliers, and large glass doors opening to surrounding patios. Once owned by acclaimed realist painter, Reginald Marsh (best known for his paintings of New York City’s Coney Island, burlesque houses, and the Bowery), this stunning four-bedroom, two-bathroom masterpiece has since been transformed into a dramatic living space surrounded by nature and water. The 1969 summer concert instead took place 1.5 hours away, in Bethel (Sullivan County). The county is perhaps most famous for a town and event, the historic Woodstock Music Festival, which actually never happened here. From vibey Ulster County to laidback Delaware, Sullivan, and Greene Counties, here are 25 airbnbs to reserve for your autumn-in-the-Catskills adventure: Ulster Countyīordered by the Hudson River to the east, much of Ulster County lies within the Catskills. And New York’s famed Catskill Mountains are ablaze with some downright dreamy airbnbs.

Autumn - in all of its orange, red, yellow, leaf-peeping glory - is just around the corner. Pack your knitwear and bring on the marshmallows for toasting.

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