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
A heart-shaped sand structure is formed on the beach, surrounded by small shells arranged along its edges. The sandy area is lightly textured, with scattered footprints and natural beach elements visible in the background.
Vacation home in Milford
4.92 out of 5 average rating, 13 reviews

Sweet Silver Sands Beach Studio

Take a break at this peaceful oasis just steps to Silver Sands Beach. Escape to a cozy little studio connected to the back of our house with it's own private entrance. 5 houses to beach. Your own parking spot. The Long Island Sound is the perfect escape to relaxation. 5 minutes away is downtown Milford, a charming New England town, with Metro North train station that runs between New Haven and Grand Central/Manhattan. Be in NYC in about 90 minutes. Shopping 10 minutes away on Boston Post Road.

Guest favorite
An outdoor space is shown with a large, inviting hot tub surrounded by plush seating. A patio area features a dining table and an umbrella, all set against a grassy backyard and a two-story home in the background.
Vacation home in Hampton Bays
4.98 out of 5 average rating, 56 reviews

Bay Breeze-Mins from Beach, Towns and Activities

Hot tub open year round! This 4 bed/2 bath home boasts a new kitchen, 2 car garage, indoor fireplace, beach chairs (6), beach umbrellas (3), and fenced backyard. Wifi, Netflix, soaps, linens, coffee, and basic cooking supplies provided. Bedrooms have BeautyRest mattresses and blackout curtains for maximum comfort. Short walk to East Landing Beach and drive to all towns. Red Creek Park, North/South Fork wineries, golf, outlets, museums, and farms are all nearby. NO SMOKING/PARTIES/LOUD MUSIC

Guest favorite
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.
Vacation 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

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.
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.

Top guest favorite
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.
Vacation 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 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 modern kitchen showcases stainless steel appliances and white cabinetry. A spacious island is accented with a decorative vase of flowers. Wooden chairs provide seating at the island, and natural light floods the space through a nearby window.
Vacation home in Greenport
4.91 out of 5 average rating, 47 reviews

Walk to town, Marina Views, Greenport Village

Enjoy this beautifully renovated first floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town. This 2 bedroom, 2 full bathroom home is bright with sunshine, has soaring ceilings and hard wood floors, easy to maintain for beachside living. Gourmet kitchen - top of line appliances -wolf stove. Primary Bedroom - King Size bed, en-suite beautifully tiled full bathroom. 2nd bedroom has 2 Full size beds. Fenced in backyard.

Top guest favorite
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.
Vacation home in Montauk
4.99 out of 5 average rating, 109 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 Hampton's! 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.

A tranquil view of a serene lake is captured from a lush green lawn. White outdoor chairs sit facing the water, surrounded by tall grass and trees. The sky is partly cloudy, reflecting soft light over the water's surface.
Vacation home in East Marion
4.46 out of 5 average rating, 13 reviews

Home on the lake and bay - 5 min from Greenport

Located just 5 minutes from the town of Greenport. Relax in this spacious 3-bedroom home with views of the water from every room. Multiple outdoor decks make a perfect setting for intimate dinners with friends and family. A large lawn is ideal for children to run around, while observing swans and ducks in their natural habitat.

Guest favorite
A light-colored beach house is surrounded by lush greenery and colorful flowers. Large windows provide a view into the inviting interior. Outdoor seating areas with umbrellas are visible, offering shaded spots to relax. The tranquil setting is complemented by a clear blue sky.
Vacation home in Fair Harbor
4.92 out of 5 average rating, 13 reviews

The Peaceful Beach House

Take a break and unwind at this peaceful oasis. Enjoy your vacation on the beach with your family and friends in this fully furnished breezy beach house. 3 minutes walk to the ferry, and 3 minutes to the ocean. Wonderful and quiet community.

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