
Holiday home rentals in Long Island
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Top-rated holiday home rentals in Long Island
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

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- 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.

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.

Bay Breeze-Mins from Beach, Towns and Activities
10mins to Shinnecock Hills (US Open '26). Message about full season rentals at an amazing price. This 4 br/2 bath home boasts a new kitchen, garage, indoor fireplace, beach chairs (6), beach umbrellas (3), and fenced backyard. Wifi, soaps, linens, and coffee provided. Bedrooms have BeautyRest mattresses and blackout curtains. Short walk to East Landing Beach and drive to all towns. Red Creek Park, wineries, golf, outlets, and farms are all nearby. NO SMOKING/PARTIES/LOUD MUSIC

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.

Modern & Cozy Beach House - Walk to Ocean Beach
Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

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 Hamptons! 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.

Lovely 1BR Studio Perfect for couples
This studio is a perfect place to sleep, kids are welcome! Enjoy a short commute to NYC (35 minutes to Penn Station), with access to New Jersey's major business centers, and less than an hour to the Jersey Shore. The property is centrally located from shopping, dining, and the Rahway Arts District with entertainment venues including the Union County Arts Center and Hamilton Stage!
Popular amenities for holiday home rentals in Long Island
Family-friendly holiday home rentals

Modern & Cozy Beach House - Walk to Ocean Beach

Lovely 2-Bedroom Elmont Apartment (Lower Level)

Bay Breeze-Mins from Beach, Towns and Activities

Lovely Apartment~ Fully Furnished, Private Yard

2 BR apartment near ocean in Hither Hills

Spacious Oceanfront Getaway with Spectacular Views

Charming 3BHK - 15 mins bus ride to Time Sq., NYC

Modern 2BHK - 15 mins bus ride to Time Square, NYC
Holiday home rentals with a patio

Home on the lake and bay - 5 min from Greenport

Family Friendly East Hampton 6 Bed 4 bath w Pool

Welcome to our River Resort on the Niantic River

The Peaceful Beach House

Renovated North Fork Retreat-Rental Permit #0781

Luxury Designer 3 bedroom ( office) vacation home.

Montauk Memories

Oceanview Townhouse, steps away from the beach
Holiday home rentals with a washing machine and dryer

Updated 3-bedroom Mystic cottage with water view

Master Bedroom with balcony | 35 Min to Manhattan

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

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

45-Seconds to Beach & Only 5 Minutes from Harbor-5
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe 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
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a cinema Long Island
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- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Yale University
- Yankee Stadium
- United Nations Headquarters
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- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Astoria Park
- The Metropolitan Museum of Art
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- Bronx Zoo
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