Luxury rentals in Western Massachusetts

The Rye House - Paradise with Pool and 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

Hospitality · Location · Decor · Pool · View · Kitchen · Amenities · Comfort · Indoor spaces · Family · Hot tub · Nearby · Cleanliness · Long stay · Getting around · Condition · Accuracy · Outdoor spaces · Value

Mountain estate, indoor sauna & cold plunge

Sunset Falls Estate, the Berkshires 167 private acres — home at 1,400 ft Fifty miles of west-facing ridgeline, vivid gold and red in October Indoor cedar spa: hotrock & infrared sauna, cold plunge, steam room Deck with hot tub, lounging & dining Five ensuite bedrooms + the Bunk Room — sleeps 12 Two wood-burning fireplaces, heated floors throughout Chef's kitchen and Tavern Room Two fire pits, private marked trails Near Great Barrington, Stockbridge, and skiing Dedicated concierge every stay

Hospitality · Location · Amenities · View

Taghkanic House - Modern Oasis, Designer, Privacy

Taghkanic House is a modern Scandinavian inspired 4 bed, 3.5 bath retreat just 2 hours from NYC & minutes away from Taghkanic Lake for swimming & hiking. Set on 16 acres with sweeping views of the Catskills & designed with sustainability in mind, this eco-friendly home boasts rooftop solar panels, an EV charger, outdoor shower & large windows throughout that fill the space with natural light. Nearby towns: Hudson (20mins), Copake (20mins), Hillsdale (20mins), Catamount (30mins), Windham (45mins

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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.

Hospitality · View · Location · Cleanliness · Pool · Decor · Kitchen · Comfort · Indoor spaces · Hot tub · Amenities · Family · Sleep quality · Accuracy · Check-in · Outdoor spaces · Bathroom · Pets · Quiet · Getting around · Condition · Access · TV · Grill · Layout · Nearby · Noise · Checkout · Value · Air conditioning

Modern retreat, Catskill views from Pool & Hot Tub

The House on Slate Hill Road - a private 32-acre retreat with sweeping Catskills views, built for luxury group getaways, wellness weekends & milestone birthdays. Architect-designed with floor-to-ceiling windows, infinity pool (May–Nov) & year-round 7-person saltwater hot tub. Sleeps up to 14. 20 min from Hudson, 5 min to Chatham, ~2.5 hrs from NYC. Adults only. New this September: a multipurpose court for tennis, basketball & pickleball.

Hospitality · View · Amenities · Pool · Indoor spaces · Hot tub · Comfort · Family · Decor · Accuracy · Kitchen · Outdoor spaces · Hiking · Cleanliness · Nearby · Location · Sleep quality · TV · Grill · Check-in

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.