Luxury rentals in Hudson Valley

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

NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym

Immerse yourself in luxury at Timber Trail Lodge, an opulent 5-bedroom, 4 full bathroom estate nestled in Windham’s premier location. This expansive 4,000 ft² home offers the ultimate mountain escape, high-end amenities such as a modern spa, chef’s kitchen, Sonos, and an outdoor fire pit, perfect for entertaining. Adventure seekers can enjoy a private zip-line and proximity to Windham Mountain 8 minutes away. Timber Trail Lodge combines modern comfort, outdoor fun, and serene Mountain View’s

Luxurious A-Frame Retreat with Hot Tub

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 and cozy comfort. Perfect for all seasons: 15 min to skiing at Belleayre and Plattekill, with a hot tub and on-site hiking. With four spacious bedrooms and two and a half bathrooms it comfortably accommodates up to 6 guests.

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.

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.

Hudson Ridge | Hot Tub, Fire Pit & Fireplace

A stunning glass house with a breathtaking pool extending toward the Catskills. Set on 25 secluded acres in Hudson Valley, this architectural gem—featured in The New York Times—draws inspiration from Pierre Koenig’s Stahl House. Floor-to-ceiling glass surrounds two serene bedrooms, opening to a seasonal pool and year-round hot tub. Enjoy fast WiFi, two workstations, and total tranquility in this unique escape blending East Coast nature with West Coast charm.

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.

Riverside Hot Tub, Sauna & Resort Access

Riverside Hunter home with 6-person hot tub overlooking the water, Finnish cedar sauna, arcade game room, and wood-burning stove—1 minute from Hunter Mountain Resort entrance. Main Street restaurants and Fellows café are walkable, hiking trails under 5 minutes away. EV charger, fire pit, and waterfront setting with mountain views. Built for families and groups who want resort access with entertainment on-site.

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.