The Hamptons vacation rentals
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Top-rated vacation rentals in The Hamptons
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Popular amenities for The Hamptons vacation rentals
The Hamptons beach vacation rentals
Cottage in Riverhead
4.97 out of 5 average rating, 148 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Guesthouse in Milford
4.92 out of 5 average rating, 203 reviewsChic Coastal Retreat: Modern Apt Steps from Beach
Rental unit in Southold
4.83 out of 5 average rating, 6 reviewsBeach House - Apt 2
Cabin in Shirley
4.85 out of 5 average rating, 133 reviewsA-Frame cabin with private beach & epic sunsets
Home in Shirley
4.9 out of 5 average rating, 134 reviewsCope near the beach
Home in East Patchogue
4.79 out of 5 average rating, 147 reviewsBay's Edge Vacation Get a Way
Cottage in Milford
5 out of 5 average rating, 8 reviewsCharming beach cottage with private beach.
Home in Milford
4.92 out of 5 average rating, 25 reviewsModern Beach Mood 2!
House rentals in The Hamptons
Home in Hampton Bays
4.75 out of 5 average rating, 75 reviewsCozy 4-bedroom home close to the beach & town
Home in Sag Harbor
4.85 out of 5 average rating, 159 reviewsSag Harbor House for rent.
Home in Southampton
4.96 out of 5 average rating, 119 reviews4 Bed, 2 Bath, Southampton, L.I.
Home in East Hampton
4.95 out of 5 average rating, 224 reviewsPrivate beach Historical House with large property
Home in East Hampton
5 out of 5 average rating, 5 reviewsThe Hideaway
Home in Milford
5 out of 5 average rating, 10 reviewsBeach Neighborhood House
Home in Montauk
4.99 out of 5 average rating, 99 reviews6 minute walk to Ditch Plains Beach
Home in Manorville
4.98 out of 5 average rating, 241 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Condominium rentals in The Hamptons
Condo in Montauk
5 out of 5 average rating, 19 reviewsSun N Sound Resort, Montauk, NY
Condo in Greenport
4.83 out of 5 average rating, 122 reviewsSeaside Escape w Pool, Private Beach + Patio
Condo in Montauk
5 out of 5 average rating, 208 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless Summer Studio Condo w Balcony Bayview
Condo in Greenport
4.89 out of 5 average rating, 145 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Greenport
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviewsA Unique Piece of Paradise, Water Front pool
Condo in Greenport
4.92 out of 5 average rating, 137 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
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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