A thoughtfully renovated 1902 cottage — with a tiny house out back — at the edge of Catskill Park in Livingston Manor, New York. Sleeps 8. From $470 a night.
The place has so much personality — the black exterior is striking, and inside it's stylish but still super cozy.Alexandre · Airbnb Guest
Originally built in 1902 and gut-renovated in 2020, Black Bear Cottage blends its history with everything you actually want: a chef's kitchen, a wood-burning stove with a custom mosaic hearth, and the kind of quiet you came here for.
Stainless appliances, an eat-in breakfast bar, and enough counter space to make the dinner you've been dreaming about. Four bedrooms plus a bonus room sleep eight in the main house, with two updated bathrooms with walk-in showers.
When the meal's done, retreat to the library nook — stocked with books, games, and a guitar — or pull a chair up to the wood-burning stove.
Just off the deck, a separate tiny house sleeps two in a cozy loft. Perfect for friends who want their own space, the grown-up kids, or anyone who's always wanted to wake up in their own little cabin in the woods.
Seasonal: the tiny house runs on space heaters in colder months and isn't plumbed — guests use the main house facilities.
At the edge of the deck, overlooking the forest — and open in every season. Soak under the stars on a summer night with the fireflies out, or sink into the steam in the middle of winter while snow settles on the hemlocks.
It's the thing guests mention most. One review put it simply: the hot tub while watching the snow melt outside.
Three private acres of meadow and forest, bordered by the Rail Trail — walk straight from the back door into a hike or a bike ride. The wraparound deck catches the sun all day: dining table and grill in the middle, fire pit at the edge of the trees, and a sledding hill when the snow comes.
Roast something over the fire. Watch the deer wander the backyard from the deck. This is the part you'll remember.
We spent a weekend at Blackbear Cottage for our anniversary and really loved it. The place has so much personality — the black exterior is striking, and inside it's stylish but still super cozy. We especially enjoyed the fireplace at night and the Jacuzzi while watching the snow melt outside — such a peaceful vibe. … Would definitely come back.
We rent often and usually the cottages get a bit tired or used looking. This is not the case here. Everything was lovely and things were provided that are usually not. A good knife! A few common spices, good olive oil, nice soaps… all thoughtful. Thank you Nelson. We will return
Beautiful cottage perfect for families, large groups or even a romantic getaway. Kitchen was fully stocked, even a thoughtful welcoming bottle of prosecco was left in the fridge. … The woodstove, acoustic guitar and games were a great addition. We enjoyed the deer wandering in our yard in the evenings! … I highly recommend staying here if given the chance!
Nelson was very friendly, proactive and checked in on us throughout our stay. He gave great local recommendations! The house is clean, cozy and looked just like the photos. The house is in great proximity to the town near great restaurants and breweries!
We stayed for two days in the winter and loved the place. It was cozy and warm, spacious and clean. Nelson was very proactive in his communication and didn't over complicate things. We found the surroundings to be beautiful and Livingston Manor to be a cute and quaint little town. We would highly recommend.
It was such a great time staying here! We did not want to leave. Comfortable, cozy and very well stocked I must say. Nelson was such a great host, very responsive and super helpful. Do not pass this place up.
Also: wraparound deck · grill · washer & dryer · dishwasher · free parking · tiny house (in season)
Livingston Manor has quietly become one of the most talked-about small towns in the Catskills — and Black Bear Cottage is five minutes from all of it. Want the full rundown? Read our local guide to Livingston Manor.
Wood-fired pizza at The Kaatskeller, groceries and sandwiches at Main Street Farm, natural wine at Upstream — plus Catskill Brewery and Upward Brewing minutes from the door.
The Willowemoc runs just outside the village, and the Beaverkill is across the Manor. Some of the country's most storied trout water is at your fingertips.
The Rail Trail starts behind the property. Beyond it: miles of state forest, golf at Sullivan County Country Club, horseback riding at Bridle Hill Farm, and alpacas at Buck Brook Farm.
Synced from our booking calendar throughout the day. See a stretch you like? Lock it in on Airbnb before someone else does.
Check-in is anytime after 3:00 PM with easy self check-in via lockbox. Checkout is by 11:00 AM. Need flexibility? Just ask — Nelson responds fast.
The main house sleeps 8 across four bedrooms and a bonus room (3 queens + 2 twins), with 2 full bathrooms. In season, the tiny house sleeps 2 more in a cozy loft.
The tiny house is seasonal — it runs on space heaters in colder months and isn't plumbed, so tiny house guests use the main house facilities. It's a favorite for morning yoga and kids who want their own cabin.
Yes — Black Bear Cottage is pet friendly, and with three fenced-by-forest acres and the Rail Trail out back, dogs tend to have as good a weekend as their humans.
It's about two hours from the George Washington Bridge — an easy straight shot up Route 17 to Livingston Manor, then two miles to the cottage on a quiet dead-end road.
From $470 a night · Sleeps 8 · Pet friendly
Booked securely through Airbnb — 5.0 rating, Guest Favorite, Superhost.