Skip to content

The Hamptons vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated vacation rentals in The Hamptons

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.
Individual Host
Guest favorite
Guesthouse in Southampton
Tiny Home in Prime Spot in Southampton Village
Located in the heart of Southampton Village, this intimate, centrally-located cottage is the ideal getaway. Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!
Individual Host
Guest favorite
Home in East Hampton
East Hampton (walking distance to village)
Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.
Individual Host

Popular amenities for The Hamptons vacation rentals

The Hamptons beach vacation rentals

Guest favorite
Home in East Hampton
Silver House: 3BR Home with Private Beach Access
Individual Host
Guest favorite
Apartment in Southampton
Sunny Southampton Studio
Individual Host
Guest favorite
Home in Sag Harbor
Sag Harbor Cottage, Walk to the Beach!
Individual Host
Guest favorite
Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
Individual Host
Guest favorite
Condo in Montauk
Montauk Waterfront Condo w/ Sunset Views
Individual Host
Guest favorite
Home in Southampton
Dream Home with a wonderful heated pool in SH
Individual Host
Guest favorite
Home in East Hampton
Private beach Historical House with large property
Individual Host
Guest favorite
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Individual Host
Guest favorite
Apartment in Milford
Water front studio apartment with fireplace.
Individual Host
Guest favorite
Apartment in Hampton Bays
The House of the Mermaid aka La Casa della Sirena
Individual Host
Guest favorite
Guest suite in Stonington
Morgan Suite
Professional Host
Guest favorite
Guesthouse in Hampton Bays
WELCOME TO THE LOVE SHACK BY THE SEA
Individual Host

The Hamptons home rentals

Guest favorite
Home in Southampton
Stunning 3 bed 2 bath home W Pool
Individual Host
Guest favorite
Home in Montauk
DITCH PLAINS SURF HOUSE
Individual Host
Guest favorite
Home in Southampton
Peaceful Hamptons Cottage
Professional Host
Guest favorite
Home in East Hampton
1800 Historical East Hampton Home, 1 Mile to Town!
Individual Host
Guest favorite
Home in Sag Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
Individual Host
Guest favorite
Home in Sag Harbor
Sag Harbor home away from home
Individual Host
Guest favorite
Home in East Hampton
Fantastic East Hampton Village home with Pool
Individual Host
Guest favorite
Home in Water Mill
Dog Friendly Hampton Beach Barn with Heated Pool
Individual Host
Guest favorite
Home in Southampton
Contemporary house in the woods.
Individual Host
Guest favorite
Home in Sag Harbor
Exclusive Sag Harbor Compound
Individual Host
Guest favorite
Home in Southampton
Waterview DogsStayFree! Kayaks Fireplace Ping-Pong
Individual Host
Guest favorite
Home in Sag Harbor
Home on pond, Sag Harbor Village
Individual Host

The Hamptons condominium rentals

Guest favorite
Condo in Montauk
Deluxe Studio Apt@The Montauk Manor
Individual Host
Guest favorite
Condo in Montauk
Montauk Royal Atlantic Beach Resort North
Individual Host
Guest favorite
Condo in Greenport
Beachside Waterview 2Br Condo w/ Pool in Greenport
Individual Host
Guest favorite
Condo in Greenport
Beautiful Waterview Condo on the North Fork of LI
Individual Host
Guest favorite
Condo in Greenport
Sound front condominium
Individual Host
Guest favorite
Condo in Westerly
Misquamicut Beach Cozy Condominium
Individual Host
Guest favorite
Condo in Montauk
Coastline View Studio
Individual Host
Guest favorite
Condo in Montauk
Renovated Beachfront Condo With An Incredible View
Individual Host
Superhost
Condo in Montauk
The Exclusive Resort in Montauk
Individual Host
Guest favorite
Condo in Sag Harbor
Charming Sag Harbor Condo right in town/Main St!
Individual Host
Guest favorite
Condo in Patchogue
Island Retreat in Historic Patchogue
Individual Host
Superhost
Condo in Montauk
Montauk Sunsets
Individual Host

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.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. The Hamptons