Luxury rentals in Western Massachusetts

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

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 a 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.

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

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.