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The Dollhouse - Andes w/ Sauna, Gym, Poker Room

Charming 1900 Queen Anne Victorian in the heart of the Catksills in Andes, NY. This 6BR, 5BA home features: - A chef’s kitchen with new commercial stove - 2 large dining areas - Indoor sauna - Poker room - Pool table - Spacious gathering areas - A 6 minute walk to town and the famous Andes Hotel - Central to Catskills hiking trails and Belleayre Ski Mountain - Perfect for family getaways, group retreats, or a relaxing escape with friends. I'm sorry but we have a no pets policy at our property

The Rye House: Paradise w/Pool+Hot Tub

Step into The Rye House, a captivating hillside oasis with 4 bedrooms and 2.5 baths, where every detail is designed to delight and highlight the natural beauty around you. Located just off Copake Lake, this property offers sweeping vistas of the rolling hillside—just 2.5 hrs from NYC! Outdoors, enjoy a pool, built-in hot tub, outdoor dining & lounging by the firepit, and an elevated deck. Inside, well designed interiors invite you to unwind while picture windows frame scenic views. Nearby Town

Casa Catskills: Luxury, Modern 9 Acre Escape

Escape to Casa Catskills, a modern, luxury mountain retreat on 9 private acres just 10 mins from Hunter & Windham Ski Resorts. The home’s amenities include a theater room, hot tub, sauna, pool table, multiple fireplaces, fully equipped kitchen with PFAS-free cookware and dedicated office space with beautiful mountain views. Enjoy 6 serene bedrooms (3 kings, 2 queens, 2 twins) and 5 spa-like bathrooms with radiant floors. Perfect for a wellness reset or city getaway. VIP services available.

Upstate Retreat 1+Hr NYC ~ Pool, Padel and Views

Escape to a serene hillside retreat on 23+ acres with breathtaking views of the Hudson Valley. Just over an hour from NYC, this luxurious estate is perfectly located for outdoor adventures and local delights, including orchards, wineries, skiing, and hiking. Unwind on the patio, play games in the barn, or relax by the fire. Whether you're hosting friends, family, or celebrating a special occasion, this spacious home blends rustic charm with modern comforts for an unforgettable getaway.

Luxurious A-Frame Retreat with Hiking Trail

Follow us on IG @MoonlightMountainHouse for more photos. Featured in Architectural Digest. Discover luxury at Moonlight Mountain House, a breathtaking A-Frame nestled in the heart of the Catskills. Set on 17 private acres, this architectural marvel boasts modern design paired with cozy comfort. Perfect for all seasons: 15 min to skiing at Belleayre and Plattekill, and on-site hiking. With four spacious bedrooms and two and a half bathrooms it comfortably accommodates up to 6 guests.

Architectural Catskills Retreat w/ Steam Room

Whitetail Chalet Retreat w/ Steam Room —Perched on 6 private acres in the Catskills, this hilltop chalet offers sweeping valley views and total privacy—where modern design meets nature. Just minutes from ski mountains, hiking trails, and top local dining, it’s a perfect year-round escape. Wake to natural light, explore the outdoors, then unwind in the steam room, by the fireplace, or under the stars at the fire pit. Clean, open, and thoughtfully designed for a calm, elevated stay.

Potter Mountain House: New Catskills Luxury Estate

Click: "Show more" to read full description. Stay in a newly restored 19th-century Greek Revival church in the high peaks of the Northern Catskills. Just 20 min to skiing at Windham Mountain! Potter Mountain House offers panoramic views from nearly every room with soaring ceilings, original wood beams, gas fireplace, chefs kitchen, office, a walk-in wine room and library within the steeple and four serene bedrooms and spa-like bathrooms.

Whimsy Woods - 14 Acre Millbrook Estate with Pool

Whimsy Woods, where contemporary design meets country escape, is a private getaway just minutes from the village of Millbrook. Approaching the property, you’ll feel the rich equestrian history of this historic hamlet, with paddocks and stables, sprawling meadows, and lush lawns. Through the wooden gate, find this uber-private 14-acre estate. The landscape features a mixture of manicured lawns and mature woodlands with walking trails.

Hilltop Wellness Oasis with Pool, Hot Tub, Sauna

Perched high above Callicoon, House on the Hill is a modern retreat with sweeping Catskills views. This spacious 4-bedroom home features a private pool, hot tub, sauna, fire pit, and separate poolhouse, offering the perfect escape for families or groups. Enjoy peaceful mornings, sunset gatherings, and easy access to Callicoon’s charming shops, dining, and outdoor adventures—all from your own hilltop getaway.

The Kemble Berkshires

Located in Lenox, one of Berkshire's most vibrant towns, this Gilded Age mansion is a beautiful event space with sweeping mountain views from the heart of the town. Your large group will appreciate the estate’s generous outdoor entertaining area, games rooms, and chef’s kitchen. In town, you’ll find delightful restaurants, bakeries, and antique shops. Copyright © Luxury Retreats. All rights reserved.

Pond, Gym & Movie Theater • Optional Guest House

★ Sunny Pond by AvantStay ★ - Stunning, secluded estate located on a private swimming pond - Fully equipped gym with a Peloton - Movie room and playroom stocked with toys and games - Gourmet chef’s kitchen with top-of-the-line appliances - 7 bedrooms, three living areas, two dining areas, and a home office - Expansive yard boasting serene forest views - 2 BR guest house available for an additional fee

Mountain Views, Hot Tub, Sauna & Game Room Fun

This 4-bedroom Hunter home features mountain and river views, a riverside hot tub, Finnish cedar sauna, game room with arcade games, and direct Hunter Mountain resort access. The chef's kitchen includes modern appliances, and the property offers a fire pit, waterfront setting, and EV charger. Perfect for families or groups seeking year-round mountain recreation with entertainment on-site.