Vacation home rentals in The Hamptons

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Top-rated vacation home rentals in The Hamptons

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

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Guest favorite
A serene beachfront landscape is captured during sunset, showcasing two adjacent houses with wooden exteriors. Soft sand and natural grasses lead to the water's edge, where the gentle waves reflect the warm colors of the sky, enhancing the tranquil atmosphere.
Vacation home in Fire Island
4.74 out of 5 average rating, 46 reviews

Bay Front Beach House 49E

Our beach front house located directly on the Great South Bay has its own private beach, swim area, outdoor shower, barbeque & boat mooring. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts 1 water front bedroom, 1/2 bath & washer/dryer on the main level upstairs; dining/living area(XL twin bed) full gourmet kitchen, 2nd WF oversized bedroom & full bath. Our guests can enjoy sweeping views of the bay, beach, and sunset

Guest favorite
The outdoor area features a spacious pool surrounded by loungers, offering a relaxing space for enjoyment. An overhang provides shade, while the modern home structure is visible in the background, complemented by greenery. Soft lighting enhances the serene atmosphere of the space.
Vacation 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)

Superhost
The kitchen features dark green cabinetry with natural wood countertops, complemented by a bright tiled backsplash. Stainless steel appliances, including a gas stove and a refrigerator, are present. The area is illuminated by natural light filtering through a window, with a brick wall adding texture.
Vacation home in Southampton
4.75 out of 5 average rating, 40 reviews

Southampton Duplex with private Hotub + backyard

inside this thoughtfully renovated 2 bedroom duplexed cottage you will find hardwood floors, high ceilings, brand new furniture and fixtures and a gorgeous kitchen. Outside you will find a beautiful patio, garden, and deck equally perfect for enjoying your morning coffee or a cocktail after a long day in the private hot tub. while there are two other guest cottages on the property this unit is completely private and sectioned off from the rest of the world. Built for friends and families alike

Guest favorite
Vacation home in Montauk
4.9 out of 5 average rating, 59 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 favorite
Vacation 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.

Superhost
A spacious outdoor pool is featured, surrounded by lush greenery and colorful landscaping. The pool's clear waters reflect the sunlight, and gentle waterfalls create a soothing ambiance. A textured stone deck frames the pool, providing ample space for relaxation.
Vacation 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.

Superhost
Private room in Sayville
5 out of 5 average rating, 5 reviews

45-Seconds to Beach & Only 5 Minutes from Harbor-4

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 queen size 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.

A private pool area is showcased, featuring a spacious swimming pool bordered by lounge chairs with orange cushions. Umbrellas provide shade over some of the seating, while garden beds add greenery and color to the outdoor space. A nearby outdoor kitchen area is also visible.
Vacation home in Southampton
4.8 out of 5 average rating, 35 reviews

Beautiful 2 bed w Pool near to beach/village

Spacious 2 -Bedroom duplex , modern and bright w/private Entrance and driveway. The pool is private and is all yours during your stay. The Bedrooms are spacious. One bedroom has 1 queen size bed , an en-suite bathroom and walk-in closet. The 2nd bedroom is massive, it has 2 queen sized beds. The place has a well-equipped kitchenette with an electric stovetop/coffee maker/ pots and pans, connected with the living room. By the pool is a grill and extra stovetop for outdoor cooking.

Top guest favorite
Vacation home in Cutchogue
5 out of 5 average rating, 19 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 favorite
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.
Vacation 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.
Vacation 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!

Guest favorite
A Nordic hot tub, suitable for six people, is surrounded by serene outdoor decor. Soft lights from lanterns and illuminated trees enhance the atmosphere. The tub sits on a stone patio, with a backdrop of trees and a gentle mist rising from the water.
Vacation home in Hampton Bays
4.98 out of 5 average rating, 58 reviews

Bay Breeze-Mins from Beach, Towns and Activities

10mins to Shinnecock Hills (US Open '26). Message about full season rentals at an amazing price. This 4 br/2 bath home boasts a new kitchen, garage, indoor fireplace, beach chairs (6), beach umbrellas (3), and fenced backyard. Wifi, soaps, linens, and coffee provided. Bedrooms have BeautyRest mattresses and blackout curtains. Short walk to East Landing Beach and drive to all towns. Red Creek Park, wineries, golf, outlets, and farms are all nearby. NO SMOKING/PARTIES/LOUD MUSIC

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