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Despite what your current outerwear implies, summer is, in fact, around the corner, which means it’s high time to book a Hamptons rental. (TBH, some of the most coveted spots were re-booked last August.) Fortunately, it’s not too late to jump on one of these prime rentals, ranging from giant properties for groups looking to go in on a summer share to small (read: relatively affordable) cottages ideal for a low-key retreat with a friend or two.

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AMAGANSETT hamptons
Compass

AMAGANSETT (Sleeps 14)

If Frank Lloyd Wright were still alive, we think he’d approve of this newly constructed modern masterpiece. The seven-bedroom, six-and-a-half-bath home features high-end and eco-friendly furnishings and an open floor plan. If you feel the need to venture off the property, you’ll love the low-key vibe of Amagansett’s artsy boutiques, intimate concert venues and long stretches of sandy beaches.

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sag harbour hamptons
Airbnb

SAG HARBOR (Sleeps 12)

Gather the whole squad—and their dogs (this home is pet-friendly). Located a short stroll from town, this five-bedroom rental boasts generously sized rooms and plenty of areas to lounge and dine, inside and out. Plus, no detail is overlooked: The kitchen is stocked with every gadget you could ever need, and you can expect fresh flowers upon your arrival, along with Malin+Goetz products in the bathrooms and Brooklinen sheets and pillows in every bedroom.

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water mill hamptons
Airbnb

WATER MILL (Sleeps 11)

How could you not love a place described as a “beach barn”? This quirky property is filled with unique spaces, including a cozy sun lounge and an indoor/outdoor den with a retractable glass door. We’re also suckers for the exposed-beam ceilings, wood-burning stove and outdoor deck complete with loungers and a grill. 

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southampton eight
Compass

SOUTHAMPTON (Sleeps 8)

This waterfront rental manages to be both a quiet retreat and convenient to one of the Hamptons’ most vibrant towns. Just past the back deck, you’ll find direct private access to Bullhead Bay and Great Peconic Bay, so grab one of the provided kayaks and paddle to your heart’s content. The house is also just a few minutes from Southampton Village, where you can shop, celebrity-spot and sip cocktails in style.

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birdgehampton
Airbnb

BRIDGEHAMPTON (Sleeps 6)

Though modest in size, this early-1900s three-bedroom, three-bath cottage is overflowing with charm. Think nautical decor elements throughout and a lush landscape surrounding the (heated) pool and patio. Best of all, this property is just off the Jitney and the LIRR, making it a cinch for city commuters.

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southampton six
Airbnb

SOUTHAMPTON (Sleeps 6)

Sure, it has a giant saltwater pool and is a short distance to the beach, but this Southampton home is not your run-of-the-mill rental. Inside the asymmetrical abode, you’re greeted with colorful furniture and funky art—a departure from the typical white and airy interiors we’re used to in the area. 

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montauk
VRBO

MONTAUK (Sleeps 4)

If there’s one thing New Yorkers know, it’s that location is everything and square footage is overrated. This one-bedroom unit is modest, but let’s be honest: If you’re coming to Montauk, you’re probably looking for a scene—not serenity—and this beachfront condo is right smack in the middle of the liveliest nightlife on Long Island.

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east hampton
Airbnb

EAST HAMPTON (Sleeps 2)

The mega-rich love East Hampton because the homes are often situated on private beaches away from the crowded public stretches. But for those on a tight budget, it can be tough to find an affordable rental in this hamlet, which is why we love this cozy studio. Although self-contained, it’s situated on a family’s property, and guests are invited to share the amenities (pool, hot tub, sauna). Note: This home is not near any public transportation, so dust off that Zipcar membership if you have to.

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