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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Guest favourite
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

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, 121 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
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.
Holiday 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 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 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.

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!

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
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, 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.

Guest favourite
An aerial view showcases the family-friendly neighborhood, with the beach in proximity. The house is surrounded by well-maintained yards and nearby streets, with a clear view of surrounding homes and the beachfront, enhancing the community atmosphere.
Holiday home in Old Lyme
5 out of 5 average rating, 5 reviews

Comfort of Home at Old Colony Beach

4 bedrooms/2 full Bath home (Sleeps 8) in family friendly neighborhood yet close to town, shopping, restaurants and other tourist locations. The 4 Bedrooms are all provided with bed linens (Mattress protectors, sheets (fitted/ flat, pillows, pillowcases/protectors, blankets and quilts.) The Main Floor Bedrooms offer Queen size beds. The 3rd Bedroom upstairs offers a double bed and Bedroom 4 upstairs offers 1 double bed + 1 twin.

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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