Luxury rentals in New England

Skimhampton Road

The sounds of the city are miles away at this tranquil beach cottage. Exposed brick, creamy white walls, and glossy hardwood flooring detail a cozy atmosphere. Skylights punctuate the soaring ceilings and rows of elongated windows bathe the living space in a blanket of natural light. Drive 2 minutes to Amagansett where luxury boutiques, fine dining, and fitness classes satisfy every excursion.  Plump couches invite you to sit down for a morning coffee while embracing the silence of the country. Fragrant rose bushes and dense shrubbery line the perimeter, giving you a sense of total privacy. Feel the fresh grass tickle your feet as you walk across the manicured lawn. A gunite saltwater pool is a refreshing option on summer scorchers, followed by the hot tub which will soak away your stress. When the sun sets, why not gather around the roaring patio fireplace? East Hampton Main Beach is a short, scenic route away where you’ll find a snack bar, gently rolling waves, and endlessly stretching shoreline. Visit a museum or winery in Sag Harbor, settle in at a small town café in Bridgehampton, or tee off at Sag Harbor Golf Course. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Master: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Walk-in closet, Fireplace, Television, Direct access to patio • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Lounge area • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 4: King size bed, Shared access to hallway bathroom with bedroom 5, Shower/bathtub combo, Dual vanity, Television • Bedroom 5: 2 Twin size beds, Shared access to hallway bathroom with bedroom 4, Shower/bathtub combo, Dual vanity, Television • Bedroom 6: 2 Twin size beds, Access to hallway bathroom with stand-alone shower, Dual vanity, Walk-in closet Additional bedding:  • Bunk room: 2 Twin over double size bunk beds, Access to hallway bathroom with stand-alone shower, Dual vanity OUTDOOR FEATURES • Swimming pool - seasonal availability, heating included • Hot tub - seasonal availability, heating included • Chess set • Security cameras - outward facing • More under “What this place offers” below STAFF & SERVICES Extra cost (advance notice may be required): • Laundry service • More under “Add-on services” below LOCATION Points of Interest • 2 minute drive to Amagansett • 3 minute minute drive to East Hampton • 7.4 miles to Sag Harbor Golf Course • 8.2 miles to Bridgehampton • 8.5 miles to Sag Harbor Beach Access • 7 minute drive to East Hampton Main Beach • 8.3 miles to Havens Beach • 11 miles to Foster Memorial Town Beach Airport • 5.7 miles to East Hampton Airport (HTO) • 30 miles to Francis S. Gabreski Airport (FOK) • 94 miles to John F. Kennedy International Airport (JFK)

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.

Amagansett Beach Home

Totally renovated 6 bedroom, 7.5 bathroom house with newly built outdoor amenities including a 46 ft long pool, an in-pool hot tub / spa, a Finnish sauna, a huge outdoor kitchen and bar area that includes an ice maker, dishwasher, sink with hot water, Green Egg grill, refrigerator and a 48" propane grill. Inside the main home, you will find indoor / outdoor spaces under a covered 500 sq porch, a chef's kitchen, a wet bar with an ice maker, 3 dedicated workspaces, a gym, and a movie theater.

Charming, Beautiful Hamptons/North Fork Gem

The East Quogue Hideaway is the ultimate charming getaway, beautifully secluded, but only 90 mins from NYC and minutes from the East End’s best beaches and towns. Recently renovated, the house is surrounded by award-winning gardens, and features four outdoor areas including a large deck with lounge & dining, three large en-suite bedrooms, luxury mattresses, flatscreen TVs, and a well-stocked chef’s kitchen. 10 mins to Westhampton, 5 min to Quogue village, 15 mins to Southampton & North Fork.

The Dunes

Indulge in luxury and comfort at The Dunes in Nantucket. With exquisite design, opulent interiors, and stunning outdoor spaces, The Dunes offers endless possibilities for unforgettable experiences. Enjoy gourmet meals, relax by the tranquil pool, or explore the outdoors. With unbeatable proximity to Nantucket's downtown and pristine beaches, The Dunes is perfect for an indulgent retreat. Immerse yourself in a sensory journey where every moment is a celebration of the finest things in life.

Three Cliff Lane

Discover the ultimate Nantucket retreat! Our 5-BR home with a separate 1-BR guest house is the perfect vacation rental in the coveted Cliff area. Relax by the pool in the spacious yard, or take a stroll to Steps Beach just moments away. With a prime location just 1 mile from downtown, you'll have easy access to shopping, dining, and entertainment. This beautifully appointed, Sophie Metz designed property offers the ideal blend of luxury and prime location for your island getaway.

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 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.

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

Luxury 4BR Chalet/Hot Tub, Sauna + Shuttle Access

Salty Margarita | Luxe Chalet w/ Hot Tub, Sauna, Game Room & More Gather, unwind, and play at Salty Margarita—Stowe’s ultimate group getaway. This 4BR/4BA chalet features fireplaces in every bedroom, a ski-lift bench in the mudroom, a hot tub, cedar sauna, game room with pool & ping pong, plus luxe linens & special touches throughout. Steps from the shuttle, bike path & breweries, it’s perfect for families and friends. Concierge services 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.

Hamptons • Waterfront Estate •

Set on the waterfront of Tiana Bay, this estate-like Hamptons home offers guests incredible ocean views, and close proximity to the Ponquogue Beach and some of the area’s most beloved wineries. At home, you’ll enjoy a heated pool, hot tub, and a Peleton, as well as kayaks and paddleboards to help explore the coast. In an environment like this, you’ll definitely want to dine alfresco. Copyright © Luxury Retreats. All rights reserved.

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.