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Vacation rentals in The Hamptons

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Vacation rentals for every style

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Popular amenities for The Hamptons vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

The Hamptons house rentals

Top guest favorite
A spacious living area features large glass doors that open to a waterfront deck, allowing for ample natural light. A comfortable lounge area is complemented by soft decorative cushions. A dining table, seating six, is positioned nearby, enhancing the space's functionality.
Home in Water Mill
5 out of 5 average rating, 13 reviews

Waterfront home next to the beach in Southampton !

Guest favorite
The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.
Home in Southampton
4.89 out of 5 average rating, 275 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Guest favorite
An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.
Home in Shirley
4.98 out of 5 average rating, 206 reviews

Luxurious Waterfront Beach House On The Bay

Guest favorite
The exterior of the Cape Beach House features a wooden façade with a charming pathway lined with colorful flowers. A large tree provides shade, and the lush green lawn creates a serene atmosphere, inviting guests to explore the spacious yard.
Home in Hampton Bays
4.96 out of 5 average rating, 111 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Top guest favorite
A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.
Home in East Hampton
4.95 out of 5 average rating, 236 reviews

Private beach, fully updated house, on 2 acres.

Guest favorite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck
4.92 out of 5 average rating, 89 reviews

Modern farmhouse w/ pool, beach, horses and winery

Guest favorite
A swimming pool with clear blue water is surrounded by a spacious deck. Lounge chairs with striped cushions are arranged for relaxation. Colorful umbrellas provide shade over outdoor sofas, and lush greenery in the background enhances the serene environment.
Home in East Hampton
4.93 out of 5 average rating, 155 reviews

Large heated pool, games room, near private beach

Guest favorite
A serene waterfront view features a sailboat gliding across calm waters. Lush green grass borders the shoreline, reflecting the tranquility of the environment. The clear blue sky stretches overhead, enhancing the peaceful atmosphere of the setting.
Home in Hampton Bays
5 out of 5 average rating, 128 reviews

Hamptons Waterfront- Great Location- On the bay

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Other great vacation rentals in The Hamptons

Guest favorite
A grassy backyard area features a circular arrangement of four wooden Adirondack chairs surrounding a fire pit. In the background, a saltwater heated pool is visible, framed by lush trees and shrubs, creating a serene outdoor space.
Home in Hampton Bays
4.95 out of 5 average rating, 20 reviews

Designer Home w/ Heated, Salt-Water Pool

Guest favorite
A clear blue pool is framed by a stone patio, complemented by lounge chairs and a dining set nearby. The cozy home, with a shingled exterior, is set against a backdrop of lush greenery and a clear blue sky.
Home in Sag Harbor
5 out of 5 average rating, 11 reviews

Sag Harbor 3 bedrooms with Pool

Top guest favorite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Vacation home in Montauk
4.99 out of 5 average rating, 97 reviews

2 BR apartment near ocean in Hither Hills

Guest favorite
A serene beach scene captures a vibrant sunset, casting warm hues across the sky and reflecting softly on the water. Gentle waves lap against the sandy shore, while footprints in the sand lead towards the horizon.
Guest suite in Hampton Bays
5 out of 5 average rating, 31 reviews

Living the Dream

Guest favorite
A cozy living area features a comfortable sofa adorned with neutral-toned cushions. A large television is mounted on the wall. Natural light filters through multiple windows, brightening the space. A small side table and an armchair complement the seating arrangement, creating an inviting atmosphere.
Apartment in Southampton
5 out of 5 average rating, 9 reviews

Southampton apt walk to village

Top guest favorite
The exterior of the cottage is shown, featuring light-colored siding and a sloped roof. Lush green lawn and a stone pathway lead to the entrance. Tall trees stand in the background under a clear blue sky, enhancing the serene natural setting.
Home in East Hampton
5 out of 5 average rating, 11 reviews

New Designer Cottage: Steps To Beach On 1.5 Acres

Top guest favorite
An open-concept living space displays high ceilings with exposed beams. A modern kitchen features wooden cabinetry and stainless steel appliances. Two stylish cream-colored chairs are positioned on a light wood floor, with large windows allowing natural light to illuminate the room.
Villa in Hampton Bays
5 out of 5 average rating, 19 reviews

Hamptons Bungalow With Pool

Superhost
A modern black-clad home is visible with large windows reflecting soft light. Lounge chairs line the pool area, accompanied by umbrellas providing shade. A playful inflatable is positioned in the sparkling aqua pool, framed by lush greenery creating a serene outdoor environment.
Cottage in East Hampton
4.75 out of 5 average rating, 96 reviews

Spacious East Hampton Getaway with Pool

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Your guide to The Hamptons

All About The Hamptons

A cluster of towns and hamlets on Long Island’s South Fork, The Hamptons combines long stretches of coastline, pretty villages, and verdant farmland with sought-after restaurants and boutiques. Around a 2.5-hour’ drive from New York City, the popular towns of South Hampton, East Hampton, Sag Harbor, Water Mill, Amagansett, and Bridgehampton are popular trips out of the city for their laid-back vibe, arts scene, and historic charm. The western towns of Montauk, Hamptons Bay, and Westhampton are home to farmers’ markets and delis bursting with local produce.

Montauk boasts the area’s best surfing beaches, hip bars and restaurants, and family-friendly activities like the Montauk Lighthouse. Explore the local area’s art heritage at the Pollock-Krasner House and get a glimpse into the artists’ studios. For something a little more active, rent kayaks, hop on a bike, grab a paddleboard, or set sail for an idyllic afternoon on the waves. Keen windsurfers will want to head to Napeague Bay for the best conditions.

The best time to stay in a vacation rental in The Hamptons

The Hamptons experience warm, humid summers and cold, wet winters. Beachgoers will want to visit houses and cottages in The Hamptons for rent during the summer months — June to September — to make the most of the coastal lifestyle. Those braving the winter, especially January and February, will be rewarded with more space and a free run at the region’s top restaurants and bars, although some businesses close once the summer visitors return home. The Hamptons Restaurant Week takes place each March, and moderate spring temperatures make this an ideal time to explore the outdoors, hike Hither Hills, and visit the many wineries around the sound. Fall brings autumn colors and annual festivals, including the Hamptons International Film Festival and the Oyster Bay Oyster Fest in October.

Top things to do in The Hamptons

Long Island Wine Trail

With over 50 wineries to choose from between the South Fork and the North Fork, you’ll need a few days to get a full taste of what the region has to offer, with a range of grapes, winemaking styles, and tasting rooms. Sample wine while sitting on a cozy patio or meandering through a lush sculpture garden. Most tasting rooms stay open during the off-season, making the Long Island Wine Trail a year-round destination.

Parrish Art Museum in Water Mill

Get inspired by more than 3,000 paintings, works on paper, and mixed media by local artists at the Parrish Art Museum. The In Artists Stories series offers a dynamic history of artists from the 1820s to the present through photographs, biographical information, timeline, and interactive map. Discover and connect with the artists of the East End through over 100 public programs and year-round classes and workshops.

Coopers Beach

Coopers Beach stretches along the shores of the upmarket town of Southampton. Sunbathe on fine, white sand or stroll past the grand mansions that line the dunes. Lifeguards are on duty during the summer months. In winter, the wide shoreline showcases stunning ocean views and rolling grass-flanked dunes.

Frequently Asked Questions

  • How is the weather in The Hamptons?

    The Hamptons has a temperate climate. Summers are warm, with highs around 80°F (27°C), while winters are cooler, with temperatures averaging 38°F (3°C). Spring and fall are generally mild. Remember to pack your swimsuit for the summer, and a cozy jacket for cooler evenings.

  • What are some of the best things to do in The Hamptons?

    Popular activities in The Hamptons include sunbathing at the pristine beaches, exploring the Parrish Art Museum, and visiting the local wineries. You can also enjoy a leisurely walk around the East Hampton Windmill or take a scenic bike ride along the Montauk Point State Parkway.

  • What is the best time of year to visit The Hamptons?

    The Hamptons is most popular in the summer, from Memorial Day to Labor Day. This is when you can enjoy events like the Hampton Classic Horse Show, the East Hampton Artists & Writers Charity Softball Game, and the Southampton August Fair.

  • What are the best places to stay in The Hamptons?

    Popular areas to stay in The Hamptons include the vibrant towns of Southampton and East Hampton. For those seeking a more laid-back vibe, Montauk and Amagansett are often recommended. If you're looking for a mix of both, consider staying in the charming village of Sag Harbor.

  • What are the best places to visit in The Hamptons?

    In The Hamptons, you might enjoy visiting the historic Montauk Point Lighthouse, the serene LongHouse Reserve, or the iconic Maidstone Club. You could also explore the Parrish Art Museum or take a leisurely stroll around the beautiful Elizabeth A. Morton National Wildlife Refuge.

  • What are some hiking trails in The Hamptons?

    The Hamptons is home to several hiking trails. The Hither Hills State Park trail, the Mashomack Preserve trails on Shelter Island, and the Walking Dunes trail in Napeague are all frequently suggested. These provide opportunities to explore the beautiful natural scenery of The Hamptons.

  • What are some family activities to do in The Hamptons?

    Families often enjoy visiting the Children's Museum of the East End, exploring the Montauk Point Lighthouse, or spending a day at Cooper's Beach. You might also consider taking a stroll around the Southampton Arts Center or exploring the fascinating exhibits at the South Fork Natural History Museum.

  • What are some of the best day trip ideas in The Hamptons?

    Day trips from The Hamptons often include a visit to the beautiful Shelter Island, exploring the bustling town of Riverhead, or a ferry ride to Block Island. You might also consider heading to the North Fork for a change of scenery, known for its beautiful vineyards and charming farm stands.

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