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
Guest suite in Hampton Bays
4.98 out of 5 average rating, 311 reviewsCHARMING OCEAN BUNGALOW
Oct 13 – 20
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Oct 14 – 21
Guest suite in Sag Harbor
4.88 out of 5 average rating, 308 reviewsArtists Sag Harbor Village Retreat
Nov 15 – 22
Guest suite in Cutchogue
4.88 out of 5 average rating, 582 reviewsWalk to Vineyards, Beaches, Farms & Town
Aug 27 – Sep 3
Home in Shelter Island
4.97 out of 5 average rating, 189 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Dec 1 – 8
Guest suite in East Hampton
4.96 out of 5 average rating, 142 reviewsPrivate poolside entry to king ensuite w 2 bathrms
May 18 – 25
Guest suite in Sag Harbor
4.95 out of 5 average rating, 188 reviewsCedar Haven In Sag Harbor
Oct 27 – Nov 3
Apartment in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
Nov 27 – Dec 4
The Hamptons home rentals
Home in Water Mill
4.91 out of 5 average rating, 109 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Nov 19 – 26
Home in Sag Harbor
4.95 out of 5 average rating, 129 reviewsLuxury Private King Suite + 2 Floor Living Space
Apr 25 – May 2
Home in Southampton
4.96 out of 5 average rating, 129 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Mar 15 – 22
Home in Sagaponack
4.93 out of 5 average rating, 256 reviewsAmazing Home close to Everything -
Jun 1 – 8
Home in Southampton
4.9 out of 5 average rating, 178 reviewsPeaceful Hamptons Cottage
Apr 25 – May 2
Home in Stony Brook
4.94 out of 5 average rating, 478 reviewsSpacious Studio Apartment- near SBU
Sep 30 – Oct 7
Home in Sag Harbor
4.84 out of 5 average rating, 45 reviewsModern Home in Sag Harbor, NY
May 16 – 23
Home in Southampton
5.0 out of 5 average rating, 32 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
Nov 9 – 16
The Hamptons condominium rentals
Condo in Montauk
4.99 out of 5 average rating, 177 reviewsMontauk Waterfront Condo w/ Sunset Views
Sep 4 – 11
Condo in Montauk
4.95 out of 5 average rating, 106 reviewsDeluxe Studio Apt@The Montauk Manor
Aug 24 – 31
Condo in Montauk
4.8 out of 5 average rating, 228 reviewsMontauk Royal Atlantic Beach Resort North
Aug 7 – 14
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 10 – 17
Condo in Greenport
4.83 out of 5 average rating, 141 reviewsSound front condominium
Jun 3 – 10
Condo in Greenport
4.93 out of 5 average rating, 122 reviewsBeautiful Waterview Condo on the North Fork of LI
Jul 20 – 27
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Sep 26 – Oct 3
Condo in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Oct 10 – 17
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 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.
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