Perched above the town of Livingston Manor in the Catskills, this cozy two-bedroom home is available as a furnished winter rental from January 1 to May 1, 2026. A perfect winter home base for anyone craving time Upstate, the house is well-suited for remote work, creative ...
This three bedroom cabin sleeps six guests, just steps from the beautiful Stony Kill Creek. Tucked into the mountains in Chichester, NY, the cabin is central to some of the best outdoor activities in the Catskills, including hiking, skiing, fishing, tubing, swimming, and more.
This six bedroom luxury cabin, Pinewood Lodge by Stay at Lina, is located in Catskill, NY and sleeps up to 10 guests. The Pinewood's renovation was designed to include all the modern amenities you might find at a hotel — from its sparkling clean, freshly tiled bathrooms with rain showers, a primary suite with a soaking tub, and TV's in most bedrooms. Gather round the wood burning fireplace with your morning coffee or evening cocktail, then retire to the oversize hot tub overlooking a large yard surrounded by trees. A firepit at the back of the home is perfect for taking in starry nights.
This stunning midcentury modern home located in Newburgh, NY, was built in 1949 by the preeminent American architect Philip Johnson. Wolfhouse bears much in common with Johnson’s most famous home, The Glass House, erected the same year. Set atop a hillside just north of the Newburgh-Beacon bridge with panoramic views of the Hudson River, it was meticulously restored to its original condition in 2020. It’s most recently been reimagined as both a rental home, and also a cultural space with year-round arts programming.
This beautiful and cozy 1918 farmhouse sites on four acres of land in the Delaware River Valley. Three bedrooms make it a perfect weekend spot to gather with friends & family — or come for a midweek stay and take your zoom meetings in the spacious office.
This beautiful two-bedroom rental home with a sauna was once a single-room schoolhouse. Dating to 1870, the Parkston Schoolhouse served all grade levels in Livingston Manor. More recently, it was converted to a cozy cottage getaway, complete with a wood-burning sauna in the woods.
Perched above the up-and-coming town of Livingston Manor, the house sits quietly on the top of Shandelee Mountain with sweeping views from the backyard. There's multiple private decks: off the master bedroom, guest bedroom, and living-room – so everyone can enjoy the outdoors! Sit around the fire with your partner or friends and enjoy the peacefulness of the property, or use the trail from the yard that leads to nearby sister property, the Arnold House.
Located in the heart of the Catskills in Roxbury, NY, guests will enjoy the private setting on a quiet road with incredible mountain views at Poko Lodge. The property is situated on 6 acres of land, including apple trees, blackberry bushes, and wooded trails leading to a natural pond and spring.
The third of Camp Caitlin's badass cabin empire, this treehouse was recently gut renovated and designed by the owner (whom we love.) Situated on nine private acres, you'll feel totally secluded and connected with nature in this house that's wrapped in windows–especially from the clawfoot tub.
If you're traveling with a group, or even as a couple, it doesn't get much better than the Hubert House. It's super central to some of the regions cutest towns like Livingston Manor and Narrowsburg–but who would ever want to leave this place? With a sweet pool, hot tub, fire pit, lake access (canoe included!)–you're sure to get sucked into this amazing property all weekend.