Luxury rentals in New England

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Top-rated luxury vacation rentals in New England

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Luxe

The exterior of the beach cottage reveals a spacious layout with a two-story design. A manicured lawn surrounds the area, complemented by a sleek swimming pool in the foreground. A chess set is positioned on the grass, while mature trees and flowering shrubs add natural beauty.

Villa in East Hampton

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)

Luxe

A spacious elevated deck offers two modern white lounge chairs centered around a small round table. The area is framed by glass doors, providing unobstructed views of the rolling green hillside under a partly cloudy sky.

Home in Craryville

5 out of 5 average rating, 9 reviews

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.

Luxe

A modern living area is displayed with light-colored furniture, including two patterned armchairs, a round leather ottoman, and a cozy seating arrangement. A fireplace is framed by built-in shelves showcasing decorative items and a large framed photograph hangs above, complementing the bright ambiance.

Home in East Quogue

5 out of 5 average rating, 16 reviews

Charming, Beautiful Hamptons 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.

Luxe

A spacious two-story building is framed by a tranquil pool and a cozy fire pit. The warm glow of outdoor lanterns illuminates the exterior, while relaxing seating areas are arranged around the pool and along the side, inviting leisure and comfort.

Home in Nantucket

5 out of 5 average rating, 12 reviews

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.

Luxe

The exterior of the home is showcased at dusk, with warm lighting emerging from the windows. Lounge chairs are positioned near a swimming pool, and a patio table with an umbrella is visible. Lush grass and stone pathways enhance the outdoor setting.

Villa in Nantucket

5 out of 5 average rating, 13 reviews

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.

Luxe

A large, modern estate is displayed from a frontal viewpoint, featuring a mix of black and white siding. Solar panels are visible on the roof. Neatly trimmed shrubs line the property, and a wide porch extends across the front, providing ample outdoor space.

Home in South Cairo

5 out of 5 average rating, 32 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 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

A serene estate is set against a lush forest backdrop, overlooking a private pond. The multi-level home features large windows and expansive green lawns. Outdoor seating areas and a wooden dock enhance the tranquil atmosphere, inviting guests to enjoy the natural beauty.

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, 13 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

An outdoor area is showcased, featuring a spacious heated pool surrounded by a paved patio. Lounge chairs are arranged along the poolside, while a shaded umbrella provides a relaxing spot. Lush greenery and waterfront views enhance the serene atmosphere.

Home in Hampton Bays

5 out of 5 average rating, 10 reviews

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.

Luxe

Chalet in Durham

5 out of 5 average rating, 5 reviews

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.

Luxe

The stately mansion features multiple outdoor seating areas, including comfortable lounge chairs arranged on a stone patio. The venue's iconic architecture is visible in the background, framed by well-maintained greenery and a bright blue sky.

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.