Group Retreat • Heated Pool • Hot Tub • Game Rooms | The Hilltop Hideaway

Set on five acres in the heart of the Catskill Mountains, The Hilltop Hideaway is a grand countryside estate designed for unforgettable gatherings. With 14 bedrooms, 2 kitchens, and endless spaces to unwind and connect, this sprawling retreat redefines what it means to “get away together.” Whether you’re hosting a family reunion, milestone celebration, or corporate retreat, this home delivers comfort, entertainment, and Catskills charm in every detail.

From sunrise over rolling hills to evenings by the firepit, every moment here feels like your own private escape. Spend your days lounging by the heated pool, soaking in the hot tub, or competing on the volleyball court and basketball hoop. Grill out and dine under the open sky at the picnic tables, or gather by the stone fireplace as night settles over the valley.

Inside, warm wood finishes and rustic textures create an inviting, lodge-style atmosphere. The expansive living areas offer plenty of room for your whole group to relax, with cozy seating, a grand stone fireplace, and multiple TVs for movie nights or game days. Two full kitchens—equipped with stainless steel appliances, generous prep space, and dual dishwashers—make mealtime effortless, even when cooking for a full house.

When it’s time for fun, the entertainment flows through every level. Outdoors, a ping pong table adds another playful option, while inside, the game room is outfitted with air hockey, foosball, card tables, and a full bar, creating a lively hub for group fun. Downstairs, the lower-level lounge adds another bar area alongside billiards and a Bluetooth sound system, while the attic offers even more entertainment with foosball, a poker table, and bubble hockey. On the main floor, a Sonos sound system enhances the shared living spaces, letting you set the mood throughout the day and into the evening.

At night, retreat to 14 well-appointed bedrooms spread across four spacious floors, offering privacy and comfort for up to 37 guests. Each room carries its own unique charm, from wood-paneled walls to serene mountain views.

Just minutes from Hunter Mountain—overlooking its back slopes from the property—you’re perfectly positioned for world-class skiing in winter, scenic hikes and waterfalls in summer, and charming local dining year-round, with Windham Mountain just a short drive away. Whether you’re exploring the trails or simply savoring the stillness of the mountains, The Hilltop Hideaway is where lasting memories are made.

AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more.

It's no wonder city dwellers flock to upstate New York's Catskill Mountains for a break from the daily grind. Its rural beauty and colorful foliage is a beautiful change of scenery. After all, it was here that inspired an entire artistic movement of Romantic painters to capture the area's rolling hills and pastoral setting. View the landscapes in person by hiking the Catskill Mountains, and then head to the farm to pick seasonal produce. Think apple picking in the fall and strawberries in the summer!

Local Attractions: Windham Ski Mountain and Resort, Hunter Mountain Ski Resort, CD Lane Park, Windham Path, Windham High Peak, North Lake/South Lake hiking and kayaking area, Kaaterskill Falls, Hensonville’s farm-to-table market, Maplecrest trailheads, and the nearby towns of Tannersville, Catskill, and Hudson.

Home Truths:
Pool Heating — Please Read Before Booking

The pool is heated with an electric heat pump, which works best in consistently warm weather. It runs 8–10 hours daily and heats the water gradually.

During cooler periods (typically May–mid-June and after Labor Day in the Catskills), the pool may lose heat overnight faster than it can recover. As a result, it may not reach or maintain comfortable swimming temperatures. This is normal and not a malfunction.

What to expect
In early spring and late fall, the pool may be cooler than expected. Please plan accordingly.

Pool season
The pool typically opens in early May and needs about one week to be ready for swimming. It closes the weekend after Columbus Day. Guests booking near opening or closing dates should expect cooler conditions.
- This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.
- Pool heat is available at $150 per night.
- The pool is open seasonally from Memorial Day through Labor Day.
- All bookings over 30 days require a security deposit to be charged after booking. Include event and certain parties must pay a security deposit.
- Interested in hosting an event, prom, or undergraduate gathering? Reach out in advance to explore availability, options, and tailored pricing.
- Guests must be 25 years or older to book this home.

Parking Details:
- Parking available for up to 15 cars.

This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.

As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.

IDs will be requested for verification after booking. All bookings over 28 days require a security deposit.

We report and prosecute all Credit Card Fraud.