
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.

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

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.

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.)

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

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.

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.

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.

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.

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.

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.

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.

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
Family-friendly holiday home rentals

Cozy beach house

Lovely Apartment~ Fully Furnished, Private Yard

Bay Front Beach House 49E

2 BR apartment near ocean in Hither Hills

Walk to town, Marina Views, Greenport Village

Sweet Silver Sands Beach Studio

Luxury Designer 3 bedroom ( office) vacation home.

Spacious Oceanfront Getaway with Spectacular Views
Holiday home rentals with a patio

The Perfect Shelter Island Getaway! With Pool

Lovely Apartment~ Fully Furnished, Private Yard

2 BR apartment near ocean in Hither Hills

The Peaceful Beach House

Walk to town, Marina Views, Greenport Village

Sweet Silver Sands Beach Studio

Luxury Designer 3 bedroom ( office) vacation home.

Steps to Hustle. Far from Bustle.
Holiday home rentals with a washing machine and dryer

Home on the lake and bay - 5 min from Greenport

PINES Cozy Beach Hideaway with modern touches

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

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

Renovated North Fork Retreat-Rental Permit #0781

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

Comfort of Home at Old Colony Beach

Montauk Memories
Destinations to explore
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- Holiday home rentals New York
- Holiday home rentals United States
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Ocean Beach Park
- Walnut Public Beach
- Bethpage State Park
- Shinnecock Hills Golf Club
- Rowayton Community Beach
- Napeague Beach
- Cedar Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Mystic Seaport Museum
- Things to do Suffolk County
- Things to do New York
- Sports activities New York
- Food and drink New York
- Tours New York
- Entertainment New York
- Wellness New York
- Nature and outdoors New York
- Sightseeing New York
- Art and culture New York
- Things to do United States
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