Ski retreat w/ Pool, Hot Tub, Pond, BBQ & Fire Pit -Dog Friendly! Near Windham

Bear House — A Private Catskills Oasis with Hot Tub, Pond, Fire Pit and Pool
30 minutes to Woodstock • Near skiing • 2 hours from NYC

Welcome to Bear House, a secluded Catskills escape where nature, comfort, and thoughtful design come together. Whether you’re soaking in the hot tub under the stars, floating in the pool on a summer afternoon, sipping coffee by the pond, or warming up by the fire pit after a day of hiking or skiing, Bear House is designed to help you slow down and reconnect with nature, with each other, and with yourself.
Tucked away on a private, wooded property in Cairo, NY, Bear House feels worlds away, yet you’re only minutes from charming towns, farm-to-table dining, art galleries, ski mountains, and the creative energy of Woodstock.
This is not just a place to sleep. It is a place to breathe.

The Space
Bear House is a thoughtfully designed, light-filled home with indoor-outdoor flow and classic Catskills character. Large windows bring the forest inside, while warm textures, curated decor, and modern amenities make the home feel both elevated and inviting.
The home features comfortable bedrooms with hotel-quality linens, a welcoming living room perfect for movies, games, or curling up with a book, a fully equipped kitchen for everything from quick breakfasts to cozy dinners, indoor dining plus outdoor seating for meals under the trees, and fast Wi-Fi with smart TVs for work or streaming.
Whether you’re here for a romantic weekend, a family getaway, or a relaxing escape with friends, Bear House offers space to gather and space to unwind.

Outdoor Living
Bear House’s outdoor amenities are what truly set it apart. The private hot tub is perfect after a hike, a ski day, or simply a long week. The seasonal pool is ideal for warm Catskills afternoons, whether you’re floating, swimming, or relaxing poolside. The scenic pond provides peaceful views year-round for morning coffee, sunset reflections, or quiet moments by the water. The fire pit creates a natural gathering place for s’mores, wine, and stories under the stars. The property is private and wooded with no neighbors in sight, just trees, birds, and Catskills calm.

Location
Bear House is located in Cairo, NY, one of the most convenient and beautiful parts of the Catskills.
Driving times:
Woodstock 30 minutes
Hunter Mountain 25 minutes
Windham Mountain 30 minutes
Hudson 25 minutes
Saugerties 20 minutes
Albany 40 minutes
New York City about 2 hours

You are perfectly positioned for hiking, waterfalls, scenic drives, skiing and snowboarding, art galleries, live music, antique shops, farmers markets, breweries, and farm-to-table dining.

What’s Included
We believe a great stay starts with not having to run out for basics. Bear House is stocked so you can relax the moment you arrive.

We provide hotel-quality sheets, plush bath and pool towels including washcloths, hand, bath and pool towels, shampoo, conditioner and body wash, toilet paper, hand soap, paper towels, trash bags, dish soap, sponges and scrubbers, dishwasher pods, coffee and coffee filters, cooking oil, salt and pepper, washer and dryer with laundry detergent, hair dryer, iron and steamer, and extra blankets.
Just bring your clothes, groceries, and a sense of adventure.

Easy Checkout
We keep things simple for our guests. At checkout, just throw out your trash, lock up, and head out. There are no long chore lists. We have a few optional suggestions in our house guide, but nothing is required if you are short on time.

Perfect For
Bear House is ideal for couples seeking a romantic, private escape, families looking for a nature-filled getaway, friends celebrating birthdays or reunions, remote workers who want peace and fast Wi-Fi, and anyone craving a true Catskills experience without sacrificing comfort.

Share Your Stay
If you share your stay on Instagram, tag @bearhouse_catskills so we can say thanks.

Why Guests Love Bear House
Private hot tub, pool, pond and fire pit
Secluded wooded setting
Close to Woodstock, Hudson, skiing and hiking
Thoughtfully stocked with real essentials
Stylish, cozy, and peaceful
Easy check-in and stress-free checkout

Whether you’re here to explore the Catskills or simply disappear into the woods for a few days, Bear House is ready to welcome you. Come make memories by the pond, under the stars, and around the fire.