Holiday home rentals in Suffolk County

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Top-rated holiday home rentals in Suffolk County

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

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Superhost
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.
Holiday 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 favourite
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.
Holiday 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.

Top guest favourite
A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.
Holiday home in Guilford
4.99 out of 5 average rating, 117 reviews

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

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

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- Endless Sunsets Fall 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
4.84 out of 5 average rating, 31 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
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.

Guest favourite
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.
Holiday 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 favourite
A serene backyard features a saltwater pool surrounded by a stone patio. Four lounge chairs are positioned around the pool, one with a pitcher of lemonade nearby. Lush greenery and tall trees create a private atmosphere, with a small shed visible in the background.
Holiday home in Hampton Bays
5 out of 5 average rating, 14 reviews

Hamptons house -ultra-private backyard, near beach

Welcome to Kalm House! Where you will find beach house vibes, a gorgeous saltwater pool, a large private backyard with multiple sitting areas, and huge outdoor shower, and a perfect oasis to spend time in the Hamptons. 10-minute drive to the ocean, but a short walk to the bay. An easy 12-minute drive to Shinnecock Country Club for the US Open in June of 2026. Close to all restaurants and attractions. Bring the family or friends and enjoy Hamptons life.

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
4.99 out of 5 average rating, 108 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 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.
Holiday 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.

A stylish living area is highlighted by a modern décor theme. A tabletop features a shiny decorative sculpture and a potted orchid, while two sofas face each other beneath soft, ambient lighting from side lamps. Large windows are dressed with dark curtains.
Holiday home in Bridgeport
4.79 out of 5 average rating, 28 reviews

Luxury Designer 3 bedroom ( office) vacation home.

Designer Renovated FULLY Furnished 2 Bed apartment. A Completely Sanitized and private escape. Beautiful, private, renovated 2 bedrooms apartment, perfect for 2 to 5 guests to enjoy, Connecticut and New York City to the fullest.

Popular amenities for holiday home rentals in Suffolk County

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