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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 3 bedrooms, a nursery, 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.

Aigle Noir: Stunning Cabin w/ Delaware River Views

Aigle Noir is a stunning 3-bed, 3-bath black cabin-style contemporary home approx. two hours from NYC. Its striking A-frame design with expansive floor-to-ceiling glass windows offers breathtaking year round views of the Delaware River. Enjoy a private gym, cozy woodstove, inviting firepit with Adirondack chairs and a spacious outdoor deck with patio furniture and grill perfect for taking in the views. Nearby towns: Narrowsburg (9 mins), Callicoon (20mins), Bethel (20mins), Jefferson (25mins),

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, pool table, indoor & outdoor 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 & Sauna

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.

Sunset Falls: A Berkshire Mountain Luxury Retreat

Welcome to Sunset Falls, where luxury meets nature in this modern architecturally significant home on 167 private acres. Open-concept living areas, floor-to-ceiling windows, and spacious great room. Breathtaking mountain views and full-service luxury amenities. Perfect for family gatherings and romantic getaways, this private oasis provides a serene escape, promising a unique, pampered experience with concierge service, ensuring a stay beyond the typical Airbnb.

Sunny Pond Estate | Private Pond, Gym, Sleeps 20

★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays. - Stunning, secluded estate located on a private swimming pond - Gourmet chef’s kitchen with top-of-the-line appliances - 9 bedrooms, three living areas, two dining areas, and a home office - Fully equipped gym with a Peloton - Movie room and playroom stocked with toys and games - Expansive yard boasting serene forest views

Modern retreat, Catskill views from Pool & Hot Tub

Enjoy stunning views of the Catskills! Set on 32 acres, located close to the Taconic Pkwy & only 5 mins from Chatham. 7 person salt water hot tub open year round + infinity edge pool with large hot tub open May to Nov. The house has a 14 person dining room table and can accommodate up to 14 people with: 4 bedrooms; 1 study with a convertible couch; & 2 Murphy beds. Additional fee above 8 guests. ADULTS ONLY. Inquire if dates aren't available!

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.

The Summit House | Best Views, Hot Tub, Game Rooms

One of a kind masterpiece perched above the clouds outside Windham. Experience complete privacy at this stunning all-season retreat, with unmatched mountain views and 6,500 sprawling sqft of space. With multiple lounges & bar areas, a bespoke game room, custom furnishings, and an outdoor area that is simply to die for, the Summit House is equally inviting for summer soirées and winter après. Why wait? Book your stay now.

Historic Vanderbilt Estate Carriage House

This elegant, renovated carriage house is part of the former Vanderbilt Farm, a large model farm created by Frederick Vanderbilt as part of his vast Gilded Age estate. It was the first farm to bring fresh produce into New York City daily, on the railway owned by the Vanderbilt family. This carriage house is listed on the National Register of Historic Places jointly with a A McKim Mead & White designed farmhouse.

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.