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Summer Rentals in the Hamptons

Hours of outdoor relaxation beckon from the back deck of this five-bedroom East Hampton estate, listed by Shaunagh M. Byrne and Laurie Lewis and available for rent this summer.

Unpack and stay for a while at these East End listings.

Long Island’s East End is a New York State escape that’s as much a brand as it is a region. It’s where summer dreams become reality — where pristine beaches pair with vineyards, culture, and world-class shopping, dining, and entertainment.

Whether you seek quiet luxury or the vibrant social scene, having a place to stay is the only way to truly experience life “out east.” Here are some of our favorite East End rentals available this upcoming summer.

The House: Bring the English countryside to this side of the pond — a mere half-mile from the sands along Indian Wells Beach. This Amagansett cottage looks plucked straight out of Dover or Somerset with its thatched roof and grassy acreage. Swoon over an interior sporting coffered and vaulted ceilings, exposed beams, ample crown and wall moldings, and four fireplaces. A perfectly placed breakfast nook basks in natural warmth and overlooks the backyard and pool area, as does a screened-in porch with a shiplap ceiling and recessed lighting. The heated pool is joined by a pool house and an immense patio ideal for hours of sunbathing or having it made in the shade.

The Place: Amagansett’s rural roots can’t help but grow out, fostering a prevailing sense of calm and majesty that attracted Marilyn Monroe and Arthur Miller during their famed summer of ‘57 stay and continues to lure notable names. After all, who doesn’t like exploring tree-lined streets or luxuriating on the Atlantic’s white sand beachfront? Downtown buzzes with an eclectic mix of shops, cafés, and restaurants, not to mention Stephen Talkhouse — a Hamptons nightlife institution.

Represented By: Sheila Smith of Corcoran’s East Hampton Office.

The House: Bridgehampton is no desert, but this nine-bedroom beauty can be your summertime oasis away from it all. Its light-flushed great room lives up to the billing, skying to double-height alongside a floor-to-ceiling fireplace and windows. A finished lower level is bound to attract hours of attention, brandishing a cushy home theater, a flex-worthy gym, a sleek wine room, and more. However, spending all your waking hours outside is not beyond the realm of possibilities. Given the property has covered and open-air patios, an outdoor kitchen (with Argentine grill), a massive pool, a sunken Har-Tru tennis court, a bocce court, and scenic reserve vistas, who could say no?

The Place: Does anyplace on the East End wield the small-town hamlet, big-time personality dichotomy better than Bridgehampton? Timeless beauty and ostentatious happenings mingle in that specific way that makes the Hamptons “the Hamptons.” Pass the day relaxing on pristine sands and still have time to spend the night filling up on cuisine at an esteemed bistro or steakhouse.

Represented By: Susan Breitenbach of Corcoran’s Southampton Office and Cutter Koster of Corcoran’s Sag Harbor Office.

The House: You can’t get much further south of the highway in East Hampton than this five-bed nestled into the village’s estate section. The home’s modernist, c. 1967 architecture lends an imposing aura, but one step onto the secluded property unveils an effortless ease to life. Style and comfort intertwine across a sun-dappled interior, from the double-height living room to the charming breakfast nook and all around. Poolside lounging is a must during the days. Meanwhile, nights are great excuses to utilize one of the many decks and balconies or the fire pit area. If all else fails, white sand Atlantic Ocean beaches are a shell’s throw away.

The Place: It’s always fun to explore downtown while vacationing out east, especially when that downtown is East Hampton Village. Everything is on the menu here, whether part of the world-class restaurant scene or not. Indulge in fantastic luxury and boutique shopping options, let the hours slip by at the beach, or even people-watch. Within minutes of this home’s front gate, you can experience what many consider peak Hamptons.

Represented By: Shaunagh M. Byrne of Corcoran’s Sag Harbor Office and Laurie Lewis of Corcoran’s Chelsea/Flatiron Office.

The House: Add a little aquatic ambience to summer from this bold Montauk beach house. Be it a pond, lake, bay, or ocean, you’ll catch a glimpse and then some. This home’s living room, kitchen, and main bedrooms flaunt glass walls, picture perfectly framing the placid surroundings. Each of those rooms also has direct access to an extensive deck, the pool area, and (one of summer at the beach’s most treasured amenities) an outdoor shower. The property has two acres of land to explore and is near multiple parks and nature trails. Cap the night off under the stars from around the fire pit, listening to the waves crash gently in the near distance.

The Place: If this is “The End,” suddenly things don’t seem so bad. Montauk is undoubtedly far out but undeniably worth the trip. The village is synonymous with fishing, meaning vast opportunities to cast off aboard sailing charters and an inherent trust that any restaurant’s “catch of the day” is bound to be fresh. And when it comes to scenic appeal — ocean views, breathtaking sunsets, several state parks — Montauk simply can’t be beat.

Represented By: Deirdre Jowers of Corcoran’s East Hampton Office.

The House: This Quogue home has aged like a fine wine from a North Fork vineyard. The rustic c. 1796 compound has been exactingly renovated, adding modern flourishes without sacrificing an ounce of historical enchantment. Its shingled main house is as classic as they come, flaunting exposed original wooden ceiling and wall beams, restored hardwood floors, and brick hearth fireplaces. Those who live for summers by the pool will love spending the season here, whether bobbing in the 20×40 heated pool or swimming along in the lap pool. Even better, the pool house adds outdoor lounge space, a sauna, and a cold plunge.

The Place: Quogue is quiet and esteemed. For all the natural beauty of the Hamptons with none of the bustle, this hamlet must be the place. Many call it “the un-Hamptons,” but Quogue is no less sought-after. With access to creeks, bays, and the ocean — plus the Quogue Wildlife Preserve — those with any sort of outdoor-centered mindset will find something to love.

Represented By: Tara Fitzpatrick of Corcoran’s Westhampton Beach Office.

The House: Cast yourself as a sea captain of yore from this c. 1850 Sag Harbor house on the Otter Pond waterfront. Past and present converge marvelously, blending irresistible historic detailing and elegant modernity. Alongside, graceful furnishings and curated artworks lend the interior a welcoming presence atop hardwood floors. Sunlight spills across the living and dining rooms and into a well-appointed chef’s kitchen boasting a breakfast bar and an original open hearth fireplace. Outside, the lawn rolls into a heated pool and spa, all surrounded by an expansive patio, a pool house, and a studio with office space (just in case the real world calls).

The Place: From home, downtown Sag Harbor is a short drive or bike ride (or slightly longer walk) away and harbors a bustling seaside community with no equal — regardless if you’re popping in for waterside dinner reservations, a weekend farmer’s market, or a tour of the Whaling Museum. Noyack and North Sea are also nearby, two hamlets showcasing the Hamptons at its bayfront, bucolic best.

Represented By: Mala Sander of Corcoran’s Sag Harbor Office.

The House: If “prime Hamptons real estate” were somehow an entry in the dictionary, this residence tucked between downtown Southampton Village and the Atlantic Ocean could be the photo alongside. Of course, the home itself being a shingle-style stunner spanning over 6,780 square feet on an acre of gloriously verdant land certainly helps — so does the heated pool. All three levels deliver in the dazzling department with lavish living spaces, timeless design touches, and serene landscape views. Find sweet retreat in the primary suite — one of six bedrooms — which encompasses an entire floor and boasts a newly redone bath with a soaking tub and marbled stall shower.

The Place: Southampton has existed since 1640. Appropriately, historical significance abounds throughout the long-beloved village. However, Southampton also flashes unimpeachable style and is steeped in culture thanks to its art galleries. For(e) the golf fanatic, this home’s location is a short drive, literally and figuratively, from numerous courses, including the storied links of Shinnecock Hills.

Represented By: Tim Davis and Thomas P. Davis of Corcoran’s Southampton Office.

The House: Make life a work of art at this geometric Wainscott manse with a gallery-like scale. Step inside, and behold its majesty — particularly in the mammoth double-height living room, where light pours in through a window wall and a Pantheon-inspired circular skylight. Elsewhere, discover other staggering spaces — a chic study, a tremendous skylit dining room, a haven-like primary suite. The home’s exterior expands into a harmonious outdoor living pavilion, including open-air and covered patios, an outdoor kitchen, and a stainless steel spa, all surrounding a heated gunite pool.

The Place: From out of the trees near Georgia Pond and the Atlantic Ocean, Wainscott pristinely captures the bucolic-bombastic duality of the Hamptons. Agricultural past and trendy present unite, resulting in humble farmhouse retreats standing alongside endlessly eye-catching estates. Wainscott is a true escape — one that thankfully keeps its plush oceanfront beaches never too far out of reach.

Represented By: Arlene Reckson of Corcoran’s East Hampton Office.

The House: Fine craft defines the design of this traditional Water Mill home set on an impeccable three acres. Every aspect has been thoughtfully considered: the Marmorina plaster wall moldings, the custom kitchen cabinets and marble countertops, even the faucets and fixtures by Barber Wilsons — a brand long favored by the British royal family. Dining space options abound for whether a meal’s vibe feels more casual, formal, or al fresco. There’s a positively pristine pool area outside, but the property’s biggest ace is its cushioned hard surface tennis court. Play a few sets, take a dip, and then retire to one of seven ensuite bedrooms.

The Place: Splendor washes over Water Mill, and not just because of the covetable homes populating its leafy lanes and green acres. Art flourishes here — you could spend hours in the Parrish Art Museum or Water Mill Center — as does an intercontinental slate of cuisine. And, when it comes to the question of water access, Water Mill sits directly on tranquil Mecox Bay with the ocean beaches a little further down Flying Point Road.

Represented By: Susan Breitenbach of Corcoran’s Southampton Office and Gary DePersia of Corcoran’s East Hampton Office.

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