Luxury rentals in The Hamptons

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Top-rated luxury vacation rentals in The Hamptons

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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)

May 16 – 23

$4,071 per night

Villa in East Hampton

4.94 out of 5 average rating, 16 reviews

Chic Modern Oasis

Lush, green, and private, this modern oasis connects you to nature. Impeccably decorated, the serene estate recently underwent a renovation that left the interior with a sleek, natural palette, textured accent rugs, artful fixtures, and soft wooden décor. Located in the heart of East Hampton, you’re just a short 5-minute drive away from town where you’ll find beaches, lakes, and verdant vineyards. A multitude of windows set the interior ablaze during the brightest times of day, exuding a light and airy atmosphere. Flowing common spaces connect to the rest of the home; there are plenty of seating areas to gather around with the whole crew or to intimately converse in a small group. Sumptuous, sugar-white sofas invite you to take a seat in front of the roaring living room fireplace—perhaps with a cup of hot cocoa in hand? From the mahogany deck, stroll down the landscaped backyard to reach the heated saltwater pool.  The 2-acre property features its own trails that wind their way through a dense forest. Endless beach shorelines, swaying ocean tides, and a lush nature reserve are less than 2 miles north; a tranquil walk or jog from the house. Rent a bike in nearby Amagansett and cycle around to various museums, parks, and squares. A trip to Sag Harbor will complete your stay with a selection of seaside restaurants serving the freshest fare and local wines.  Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM First floor • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television • Bedroom 2: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 3: 3 Twin size beds, Ensuite bathroom with stand-alone shower Ground floor • Bedroom 4: Queen size bed, Access to hallway bathroom with stand-alone shower, Television, Private balcony • Bedroom 5: Double size bed, Twin size bed, Access to hallway bathroom with stand-alone shower, Television Additional Bedding • Spare Room: Sofa bed OUTDOOR FEATURES • Terrace • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Oct 1 – 8

$2,500 per night

Villa in Southampton

Southampton Historic

An ideal location in the Arts Village neighborhood, this home is close to everything you want on your low-key retreat to the Hamptons. The quaint Tudor house, built circa 1892, has been extensively renovated. Leafy, towering trees frame the secluded property, ensuring a lavish sense of privacy. Visit a sprawling vineyard in Sag Harbor or head to the gently lapping ocean for an instant refresh. Throughout the 4,000 square feet of living area, a nostalgic dichotomy is created between original, antique detailing and contemporary upgrades. Art punctuates each room alongside décor sourced from Cuban flea markets. Exposed timber beam ceilings establish a lofty ambiance while dark hardwood floors circulate beneath intricately woven Turkish rugs. Natural light trickles in through an abundance of leaded glass windows, illuminating the open, flowing space. Seafood can be seared on the outdoor barbecue and served alfresco. The crackling wood-burning fireplace, framed by white-painted bricks, sits beneath a metallic Paul Morehouse sculpture—a focal point of the living room. Stargazing is serene from the bubbling comfort of the frothing hot tub. Main Street, the heart of Southampton, is within walking distance with posh boutiques, stimulating galleries, and a variety of restaurants serving fresh, palatable cuisine await. A short 3-minute drive and you’ll land yourself at Shinnecock Hills Golf Club. For a dose of sand and surf, Cooper's, Meschutt, and Little Plains beaches are nearby.  Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Walk-in closet, Television • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone rain shower • Bedroom 3: Double size bed, Ensuite bathroom with shower/bathtub combo • Bedroom 4: 2 Twin size beds, Access to hallway bathroom with stand-alone shower Additional Bedding • Spare Room: Queen size bed • More under “What this place offers” below FEATURES & AMENITIES • Nest thermometers Extra cost (advance notice may be required): • Activities & excursions • More under “Add-on services” below

Sep 28 – Oct 5

$4,600 per night

Popular amenities for The Hamptons luxury vacation rentals

All about The Hamptons

Planning a vacation in the Hamptons? We’re here to help!

Manhattan in the summer – 85 degrees and more than a million and a half other hot, sweaty bods cramping your style? It’s no wonder NYC’s well-heeled residents hightail it to the Hamptons every chance they get from May all the way through to October, retreating to homes that stand out as some of the most expensive real estate in the country. The postcard-pretty villages along the east end of Long Island’s South Fork, with their shingle houses and New England feel, are strung along roads dotted with farm stands and no-frills seafood joints – a reminder of the farming and fishing history of this now high-end hideaway. Wide-open Atlantic beaches, rolling vineyards, and a thriving artistic community are other draws in this perfectly civilized playground.

American art

The sense of space and magnificent, windswept landscapes of the Hamptons have long been a magnet for artists, who have flocked to the east end to escape cramped New York lofts and to take inspiration from the wild and beautiful scenery. In the late 19th century, American Impressionists set up studios here, and in the mid-20th, now-legendary names of the New York School headed this way, among them Roy Lichtenstein and Willem and Elaine de Kooning.

Perhaps the most famous of the bunch is Jackson Pollock, he of the giant, paint-splattered canvases, and if you head out to East Hampton you can visit the house where he created his abstract expressionist masterpieces. In 1945, Pollock married fellow artist Lee Krasner and moved to the Hamptons from New York City. Their home is now the Pollock-Krasner House and Study Center, and the barn where Pollock splashed about still bears witness to his creativity – the studio floor is covered with evidence of the messy forging of Autumn Rhythm, Convergence, Blue Poles and many of his other works painted between 1946 and 1952.

Further west in Water Mill, the Parrish Art Museum is a repository for more than 2,600 works, ranging from early 19th-century landscape paintings through American Impressionism and into the 20th and 21st centuries. Founded in 1898 by a New York lawyer, Samuel Longstreth Parrish, to house his collection of Italian Renaissance paintings and sculptures, the museum was originally housed in a late 19th-century building in Southampton, but in 2012 it reopened in its current Herzog & de Meuron-designed home just a few miles down the road. The massive, barn-like structure provides 12,200 square feet of exhibition space in which to display the museum’s collection of mostly American art, and there’s a cafe and open studio sessions where kids can create artworks inspired by the pieces on display.

Family fun

Speaking of kids, there’s plenty for families to do out east too. Hank's Farmstand in Southampton and Pumpkintown in Water Mill combine a good ol’ down-home farmstead and a corn-and-pumpkin-themed play park to cover the summer and fall seasons. At the farm stand, there’s sweetcorn, berry and apple picking, as well as local produce to buy. Come fall, Pumpkintown is a riot of orange with a huge range of activities. There’s a towering corn maze to get lost in, wagon and tractor-train rides, calf roping, cow milking, duck and pig races and more, plus hot, buttery roasted corn and addictively good cider donuts.

For something both fun and educational, take the rugrats along to The South Fork Natural History Museum & Nature Center. Here there’s a marine touch tank where kids can learn about the inhabitants of the local waters, holding sea stars, crabs, urchins, and whelks. Outside are the colorful Native Butterfly and Wildflower Gardens, and visitors can take nature walks through the 40-acre Vineyard Field Preserve bordering the museum, and explore the six-mile trail system of the Long Pond Greenbelt, skirting interconnected ponds and wandering through woods and wetlands stuffed with rare plants and animals.

Fruit of the vine

In the Hamptons, rosé rules, and a Long Island wine industry is growing to slake the thirst of all those summer sippers. Croteaux Vineyard, up in the historic North Fork town of Southold, dedicates its entire output to the pink stuff and is the only vineyard in the United States to do so. Stop by its tasting barn, which opens onto a pretty courtyard and serves the vineyard’s Provence-inspired wines – but hurry, one the year’s stock is sold, the winery closes until the start of the new season the following year.

The Wolffer Estate & Vineyard in Sagaponack is another top viticulture destination. The estate – once a potato farm – serves award-winning wines, and sunset on a Friday evening at the alfresco wine stand, overlooking the vines while enjoying live music and sipping Summer in a Bottle Rosé, Noblesse Oblige sparkling or Wolffer Cuvee Cider is a great way to kick off the weekend.

Experience the luxury of our Hamptons rentals

Whether you’re heading to the Hamptons in the height of summer to hit the beach and feast on fish surfside (Coopers Beach and East Hampton Main Beach are both doozies), or coming in the fall to gorge on all that glorious harvest produce, there’s a Hamptons town, village or hamlet that’s just right.

Southampton homes

For a taste of old money Hamptons, our houses to rent in Southampton are just the ticket. Sample the delights of the season then head home to your sprawling manor house by the ocean with its swimming pool, hot tub, and balcony perfect for a sit-n-sizzle barbecue as the sun sinks below the horizon.

Homes in Sag Harbor

The old whaling port of Sag Harbor has come a long way from its salty seafaring days, and our Sag Harbor rentals offer modern luxury for a leisurely vacation. Chill out among the shingled windmills and dramatic sand dunes, seek treasure in the lovely old antique shops or just make the most of a gorgeous rental with a gather-round fire pit in its languid grounds and light-filled, beautifully furnished rooms.

Homes in Water Mill

One of the smaller villages, Water Mill is a sleepy hamlet on the route between Southampton and East Hampton. Our Water Mill rentals allow you to make the most of the serene seclusion, playing tennis on your private court perhaps, lounging by the pool sipping a chilled glass of rosé or sitting with your daydreams in the steam room.

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