Luxury rentals in Hudson Valley

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Top-rated luxury holiday rentals in Hudson Valley

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Luxe

Home in Andes

5 out of 5 average rating, 11 reviews

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

Luxe

Home in Craryville

5 out of 5 average rating, 9 reviews

The Rye House: All-Season 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.

Luxe

Home in Narrowsburg

5 out of 5 average rating, 5 reviews

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),

Luxe

Home in Hunter

5 out of 5 average rating, 7 reviews

Luxury 9 Acre Modern Catskills 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.

Luxe

Home in South Cairo

5 out of 5 average rating, 29 reviews

Luna Cove: Premier Hudson Valley Getaway

Luna Cove is conveniently located between two iconic towns; Hudson, NY and Woodstock, NY. The estate offers many amenities for your leisure. You can enjoy private creek access, the pool, the hot tub, pickleball court, and barrel sauna! This property also offers a game room and a theater room along with a wellness spa. In addition to the main section of the home, there is a private wing with a separate external entrance featuring two bedrooms, a full bathroom, and its own kitchen area.

Luxe

Home in Catskill

4.9 out of 5 average rating, 39 reviews

Modern Forest Escape Near Hudson & Catskill

Modern three-bedroom retreat on 10 wooded acres with private access to Kaaterskill Creek. Just 10 minutes to Catskill and 15 to Hudson—near top restaurants, shops, and galleries. Soaring ceilings and floor-to-ceiling windows bring nature inside. A chef’s kitchen with 12-foot island is perfect for meals and entertaining. Enjoy a 75” projector, Sonos sound, fiber internet, and a private office nook. Peaceful, design-forward, and perfectly located for a stylish upstate escape.

Luxe

Home in Hudson

Heated Pool! Sauna! Gym! Stunning Retreat + Views!

Skyline Ridge is a modern 4 bed, 4.5 bath getaway with breathtaking views, just under 3 hours from NYC. Chic and comfortable, it showcases sweeping vistas of the Hudson River and Catskill Mountains. Enjoy a prime location minutes from Hudson, plus a heated pool, hot tub, sauna, gym, fireplace, firepit, grill and laptop friendly workspaces. Nearby towns: Hudson (5mins), Catskill (10mins), Athens (10mins), Germantown (10mins), Saugerties (25mins), Woodstock (35mins)

Luxe

Home in New Marlborough

5 out of 5 average rating, 3 reviews

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.

Luxe

Home in Austerlitz

5 out of 5 average rating, 3 reviews

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

Luxe

Home in Millbrook

5 out of 5 average rating, 11 reviews

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.

Luxe

Place to stay in Hyde Park

5 out of 5 average rating, 3 reviews

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.

Luxe

Place to stay in Lenox

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.