Skip to content

The Hamptons vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in The Hamptons

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

Superhost
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.
$99 per night
Superhost
Home in Sag Harbor
Sag Harbor Cottage, Walk to the Beach!
Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.
$283 per night
Superhost
Cottage in East Hampton
Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).
$199 per night

The Hamptons beach vacation rentals

Superhost
Home in Southampton
PICTURE PERFECT SOUTHAMPTON HOME-
$157 per night
Superhost
Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
$199 per night
Superhost
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
$650 per night
Superhost
Home in East Hampton
Silver House: 3BR Home with Private Beach Access
$168 per night
Superhost
Cabin in Montauk
Montauk | Tiny Cottage in Private Hither Woods
$234 per night
Superhost
Apartment in Southampton
Sunny Southampton Studio
$109 per night
Superhost
Home in Southampton
Dream Home with a wonderful heated pool in SH
$134 per night
Superhost
Home in East Hampton
House on bay with large property and private beach
$356 per night
Superhost
Cottage in Guilford
Luxury cottage by the sea with hot tub and pool
$282 per night
Superhost
Apartment in Sag Harbor
Whaling Captain Pierson's Cottage
$315 per night
Superhost
Guest suite in Sag Harbor
Old World Charm Private Suite with Own Entrance
$199 per night
Superhost
Condo in Montauk
Montauk Waterfront Condo w/ Sunset Views
$171 per night

The Hamptons home rentals

Superhost
Home in East Hampton
East Hampton (walking distance to village)
$395 per night
Superhost
Home in East Hampton
Sunny & Serene Private Cottage near Downtown EH
$199 per night
Superhost
Home in East Hampton
1800 Historical East Hampton Home, 1 Mile to Town!
$350 per night
Superhost
Home in Montauk
DITCH PLAINS SURF HOUSE
$177 per night
Superhost
Home in Sag Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
$314 per night
Superhost
Home in East Hampton
Fantastic East Hampton Village home with Pool
$132 per night
Superhost
Home in Southampton
Peaceful Hamptons Cottage
$239 per night
Superhost
Home in Sag Harbor
Sag Harbor home away from home
$300 per night
Superhost
Home in Water Mill
Dog Friendly Hampton Beach Barn with Heated Pool
$688 per night
Superhost
Home in Shelter Island
Huge Island Getaway Pool HotTub By Beach
$417 per night
Superhost
Home in Southampton
Contemporary house in the woods.
$421 per night
Superhost
Home in Port Jefferson
The Hidden Retreat ~ Family friendly Walk to Beach
$389 per night

The Hamptons cottage rentals

Superhost
Cottage in Southampton
Secluded Southampton Cottage w/Pool & Spa
$300 per night
Superhost
Cottage in Montauk
Laid-Back Surf Shack steps to beach & downtown!
$309 per night
Superhost
Cottage in Montauk
Waterfront Cottage, Fort Pond MTK
$350 per night
Superhost
Cottage in East Hampton
East Hampton Fisherman’s Cottage with Secret Room
$278 per night
Superhost
Cottage in Montauk
REDUCED for last min bookings Modern MTK Cottage!
$164 per night
Superhost
Cottage in East Lyme
Your Nest Near The Beach
$150 per night
Superhost
Cottage in Old Lyme
Private Beach Cottage
$70 per night
Superhost
Cottage in Milford
Winter Sale! Cozy Modern Rustic Cottage-Yard-W/D
$109 per night
Superhost
Cottage in Westhampton Beach
Cool Tiny Cottage Artist Loft!
$206 per night
Superhost
Cottage in Waterford
Coastal Cottage Private Studio
$162 per night
Superhost
Cottage in Riverhead
Affordable Wine Country Cozy Cottage
$135 per night
Superhost
Cottage in Guilford
The Cottage By The Brook
$196 per night

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