
Holiday Homes in Long Island
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Top-rated Holiday Homes in Long Island
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Ocean Cove
Welcome to this beautiful modern town home in the prestige Atlantic Beach Neighborhood Now taking Summer2026 reservations PLEASE READ CAREFULLY!! ***I allow pets but they have to be included and added into the reservation (pet fees applicable)*** Inquire Below for Nightly Pricing Will entertain shorter stays 1 Night Stay- $1,000 2 Night Stay- $500/night (Extra fee for pets) ***PRICING CAN BE ADJUSTED AND WORKED OUT FOR LONGER STAYS*** Weekly and Monthly stays please inquire directly

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

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.)

Beautiful 2-Bedroom/2 bath apartment in Long Beach
Year round treasure - kick back/relax in this calm, stylish apartment located in an Historic Long Beach home just over the road to the fabulous Boardwalk and beach. Perfectly situated on a quiet residential block in a beautiful, safe neighborhood, walking distance to local shopping, restaurants & entertainment. Come for the sun/sand or escape to an ideal live/work environment. Enjoy free Beach Concerts, local Farmer's Market, surfing, kite boarding, golf, fishing, kayaking ice skating & more.

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

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

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.

Lovely 2-Bedroom Elmont Apartment (Lower Level)
Enjoy this centrally-located lovely full 2-bedroom private lower level apartment. With 2 Queen sized beds, this space can host up to 4 people comfortably. Ideal for travelers or families visiting NY. Located in a quiet neighborhood. In the center of many shops, restaurants, highways. This apartment is located 7 minutes away from the USB Arena, 10-15 minutes away from JFK airport, and in close proximity to Roosevelt Field Mall and Green Acres Mall. The next adventure is never too far away!

Secluded Farmhouse Retreat - Minutes from Mystic
NEWLY LISTED! Enjoy a true Stonington retreat! Breathtaking views from every window abounds in this bright and spacious 3,600 sq ft home nestled on 3.3 acres surrounded by woods and nature. This contemporary home has been tastefully updated with an open layout ideal for family get-togethers. Amenities include 2 outdoor decks, pool table, game room with poker and shuffleboard. This secluded retreat is ideally located and is a 7 min drive to downtown Stonington or a 12 min drive to Mystic.

Family Friendly Home 1 Mile from Charlestown Beach
Our family beach house is a comfortable place to relax after a day at Charlestown beach (beach pass included!) Our Master bedroom has a king size bed and full bath. Our second and third bedrooms have queen beds. The living room has a large sectional couch, flat screen TV and a collection of books and board games. Our large yard has an outdoor shower, fire pit and a new covered patio with a great seating area or relax in the shade of the deck with the roll out awning.

2BR Oceanview Shore House, walk to beach/nightlife
** Beautiful newly renovated 2 bedroom that is walking distance from the NYC ferry, numerous bars and restaurants with live music, and steps away from the beach. Come explore the Highlands, where small town charm meets the Jersey shore. Everything is walking distance in this 1 square mile town. Enjoy waterfront restaurants , night life, tiki bars, fishing, kayaking, biking on the Henry Hudson Trail, hiking in Hartshorne Woods Park, and of course Sandy Hook Beaches.

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.
Popular amenities for Long Island holiday homes
Family-Friendly holiday homes

Large House, Steps from the Beach

Charming 5 Bedroom Home In Downtown Wakefield

Three Bed 2 Bath Water View Harbour Island Retreat

Boho Airy NJ lakefront house - 1 hour from NYC
Holiday home rentals with a patio

Home on the lake and bay - 5 min from Greenport

Welcome to our River Resort on the Niantic River

The Peaceful Beach House

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

Renovated North Fork Retreat-Rental Permit #0781

Comfort of Home at Old Colony Beach

Luxury Designer 3 bedroom ( office) vacation home.

Montauk Memories
Holiday home rentals with a washing machine and dryer

Private Master Bedroom with balcony

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

White Beach House- summer 2026 open!

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

45-Seconds to Beach & Only 5 Minutes from Harbor-3
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Guesthouse rentals Long Island
- Cottage rentals Long Island
- Private suite rentals Long Island
- Rentals with a hot tub Long Island
- Rentals with a home theatre Long Island
- Rentals with outdoor seating Long Island
- Chalet rentals Long Island
- Beachfront rentals Long Island
- Farmstay rentals Long Island
- Boutique hotels Long Island
- Rentals with pools Long Island
- Pet-friendly rentals Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Rentals with a sauna Long Island
- Rentals with lake access Long Island
- Bed and breakfasts Long Island
- Bungalow rentals Long Island
- Rentals with a fire pit Long Island
- Beach house rentals Long Island
- Rentals with a washing machine and dryer Long Island
- House rentals Long Island
- Tent rentals Long Island
- Rentals with beach access Long Island
- Villa rentals Long Island
- Rentals with a patio Long Island
- Rentals with a fireplace Long Island
- Aparthotel rentals Long Island
- Serviced apartment rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Apartment rentals Long Island
- Luxury rentals Long Island
- Rentals with breakfast Long Island
- Ski-in/ski-out rentals Long Island
- Rentals with a kayak Long Island
- Rentals with an accessible height toilet Long Island
- Condo rentals Long Island
- Hotel rooms Long Island
- Hostel rentals Long Island
- Rentals with an accessible height bed Long Island
- Tiny house rentals Long Island
- Waterfront rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Resort rentals Long Island
- Mansion rentals Long Island
- RV rentals Long Island
- Holiday home rentals New York
- Holiday home rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Yale University
- Central Park Zoo
- MetLife Stadium
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Southampton Beach
- Statue of Liberty
- Radio City Music Hall
- Rye Beach
- Cooper's Beach, Southampton
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- Gilgo Beach
- Things to do Long Island
- Tours Long Island
- Nature and outdoors Long Island
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- Food and drink Long Island
- Art and culture Long Island
- Entertainment Long Island
- Sports activities Long Island
- Wellness Long Island
- Things to do New York
- Sightseeing New York
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- Food and drink New York
- Tours New York
- Wellness New York
- Art and culture New York
- Nature and outdoors New York
- Things to do United States
- Tours United States
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- Wellness United States
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