Holiday home rentals in The Hamptons

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in The Hamptons

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

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Guest favourite
A spacious dining area features a long wooden table surrounded by rattan chairs, with light streaming in from large windows. A cozy hanging chair is positioned nearby. Soft earth tones and natural materials create a calming environment, complemented by modern kitchen appliances in the background.
Holiday home in Quogue
5 out of 5 average rating, 25 reviews

The Hideout, Westhampton Beach Coastal Getaway

Welcome to the Hideout! This beautiful Hamptons getaway is the perfect escape for a staycation or vacation. The Hideout is a calm coastal design that will bring peace and serenity to anyone. This property features a gym, pool, hot tub, laundry room, and tennis court. There is also a desk with a printer, in case you have some work to do. It is about a 10 minute drive to Westhampton Main St. with food and shopping spots. It is about 8 min driving to Quogue Village beach (2.6 miles from the house)

Guest favourite
A cozy bedroom features warm wood paneling and a spacious bed adorned with a colorful quilt. A vintage acoustic guitar hangs on the wall, complementing the inviting decor. Natural light filters through the window, illuminating the brick fireplace and enhancing the room's charm.
Holiday home in Montauk
4.91 out of 5 average rating, 57 reviews

Private Entrance to Duplex Apartment on Lush Acres

Private Exterior Entrance to QUEEN BED bedroom and private bath ONE FLIGHT OF STAIRS UP. 1 mile to Ditch, half mile to L.I. Sound. Quiet, Out-of-the-way 1900s house on Several Acres. 100% non-smoking both inside and out. Friendly DOGS WELCOME provided they do not chew, scratch, bark when left alone, are picked up after outside and are kept OFF furniture. NO UN-HOUSEBROKEN PUPPIES. WE ACCEPT DOGS ONLY. NO CATS OR OTHER PETS. NO EXCEPTIONS. Friendly Dogs & Chickens live on property. 2 NIGHT MIN

Guest favourite
A spacious bedroom features a large bed with neutral bedding and two nightstands. Natural light floods the room through sliding glass doors that open to a balcony with ocean views. A cozy seating area is positioned by the window, complemented by a stylish lamp.
Holiday home in Montauk
4.93 out of 5 average rating, 14 reviews

Oceanview Townhouse, steps away from the beach

Perfect for a romantic getaway or a family vacation, our home is located directly across the ocean and just steps away from the path to the beach. Relax in our beautiful condo where you can unwind and take in views of the ocean while you dine on the deck or sip your coffee on the balcony of the master bedroom. The village of Montauk is just steps away where you will find restaurants, shops and local attractions. The unit has a designated parking spot, a fully equipped kitchen, A/C and Wi-Fi.

Guest favourite
A bright living area features high ceilings and large windows that provide views of the outdoors. A comfortable white sofa faces an outdoor deck, while a round dining table with upholstered chairs is positioned nearby. Natural light floods the space, enhancing its airy feel.
Holiday home in Amagansett
4.78 out of 5 average rating, 41 reviews

White Beach House- summer 2026 open!

This clean, bright, and airy cottage offers a serene escape with stunning views of Napeague Harbor. Just a short walk away lies one of the most beautiful ocean beaches The home feature- 3 comfortable bedrooms & 3 full bathrooms and an outdoor shower Inside, The cottage is well-appointed and designed. While the train from Amagansett to Montauk does pass behind the house, it does not obstruct the tranquil bay views. Please note: Due to health concerns, we are unable to accommodate animals.

Superhost
A spacious kitchen is visible, featuring gray cabinetry and modern appliances. A large island provides additional counter space. A stylish dining table with ornate wooden chairs complements the area. A large crystal chandelier hangs overhead, enhancing the room's brightness.
Holiday home in Miller Place
4.81 out of 5 average rating, 32 reviews

THE MULBERRY OASIS

Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

Guest favourite
Private room in Sayville
5 out of 5 average rating, 9 reviews

45-Seconds to Beach & Only 5 Minutes from Harbor-2

Ocean views make this newly renovated home the perfect place to stay in the Pines with beach access only 45-seconds away. This is an LGBTQ+ property offering a private bedroom with a new, very comfortable full sized bed, stainless steel appliances in a spacious open-concept living room/dining room/kitchen, a 75-inch TV and a gorgeous balcony for you and your guest to feel right at home. Fully landscaped yard offers several lounging decks, a new hot tub and pool. Very friendly & fun hosts.

Top guest favourite
A bright living area features a dark blue sofa adorned with colorful throw pillows, complemented by a patterned area rug. Two chairs and a coffee table are arranged around the space, with large windows allowing natural light to fill the room, enhancing the welcoming atmosphere.
Holiday home in Cutchogue
5 out of 5 average rating, 18 reviews

Renovated North Fork Retreat-Rental Permit #0781

This fully renovated 4 bed, 2 bath home sits on a park-like acre in the heart of the North Fork. It's walkable to all Cutchogue hamlet amenities, restaurants, Wickham's farm stand, wineries, and is a bike ride or short car drive to beautiful New Suffolk beach. Enjoy the wood-burning fireplace in the Winter and the spa-like outdoor shower, fire pit and al fresco dining from Spring to Fall. End your day shooting some hoops on the half court or swinging in the hammock with a glass of Rose.

Top guest favourite
A ranch-style house is set against a backdrop of lush trees, featuring a light-colored exterior and a well-maintained front yard with colorful landscaping. The entrance is highlighted by an arched doorway, and two garage doors are visible on the right.
Holiday home in Ridge
4.95 out of 5 average rating, 21 reviews

Vacation home with pool by the North Fork

Beautiful ranch-style house with modern comforts is waiting for you. Our vacation home (built in 2017) with very high ceilings includes new appliances and luxury furnishings. This home offers 2,300 square feet of space with an open living room, 3 bedrooms and 2.5 bathrooms. The backyard has a swimming pool during the summers and a BBQ grill. (Pool is closed during the winters.) We have a ping pong table and EV charger in the garage. Our home is only 20 minutes away from the North Fork.

The image captures a serene beach scene at sunset, featuring calm water reflecting the sky's hues of orange and purple. In the background, a row of houses lines the shore, creating a peaceful coastal atmosphere.
Holiday home in Milford
4.91 out of 5 average rating, 22 reviews

Beautiful new private beach house paradise

Experience a private beach in Milford and enjoy a beautiful and spacious new construction fully furnished luxury home! Scandinavian design. Only 4 houses from the best beach in Connecticut. Large outdoor deck with barbecue and tables and chairs for meals and cocktails. Color changing electric fireplace. 4 car automatic garage. Walking distance to ice cream parlors and nature preserve. Rent kayaks and paddle boards down the road. Enjoy your private beach with tide pools at low tide!

Top guest favourite
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.
Holiday home in Montauk
4.97 out of 5 average rating, 117 reviews

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

The outdoor swimming pool is surrounded by a spacious patio, featuring several lounge chairs positioned beneath the trees. Lush greenery provides a natural backdrop, offering a serene environment for relaxation beside the inviting blue water.
Holiday home in East Hampton
4.78 out of 5 average rating, 23 reviews

Family Friendly East Hampton 6 Bed 4 bath w Pool

Perfectly located moments to Easthampton's Main Street and Ocean beaches, this charming 6 bedroom and 4.5 bath home is situated on a very private street. The newly restored and planted garden is surrounded by mature privet hedges and punctuated by a heated pool. The home is sundrenched with many of the rooms having captivating views out to the immense garden.

Top guest favourite
A charming white exterior of the house is framed by lush greenery and blooming flowers. Steps lead to the front entrance, with large windows reflecting the natural light. A mix of trees provides shade, enhancing the inviting appearance of the residence.
Holiday home in East Hampton
5 out of 5 average rating, 17 reviews

East Hampton Village Fringe 3-Bedroom Home

Located in the village fringe near East Hampton's North Main Street - this 3 bedroom, 3 bath home has just received a top-to-bottom renovation and is ready for 4th of July Week.

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