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.

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Guest favourite
Holiday home in Long Beach
5 out of 5 average rating, 37 reviews

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

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

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, 119 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.)

Top guest favourite
The historic home features a charming exterior with a warm, terracotta color. Soft lighting highlights the architectural details, including arched windows and decorative elements. A well-maintained landscape surrounds the entrance, which is adorned with vibrant greenery and elegant stone pathways leading to the front door.
Holiday home in Long Beach
5 out of 5 average rating, 56 reviews

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.

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

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.

Superhost
A cozy bedroom is furnished with a spacious bed, featuring white linens with subtle floral patterns. A small table and a chair are positioned nearby, while natural light enters through a window above the bed. An air conditioning unit is mounted above the closet.
Holiday home in Elmont
4.81 out of 5 average rating, 115 reviews

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!

Guest favourite
The living room features a large sectional couch arranged around a central coffee table, complemented by a soft area rug. Natural light illuminates the space through two windows, and a ceiling fan enhances airflow. A decorative painting and an accent chair add character.
Holiday home in Charlestown
4.95 out of 5 average rating, 20 reviews

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.

Top guest favourite
An open living space features a comfortable sofa and armchair, set on a patterned area rug. A modern kitchen island with bar stools provides seating, while stainless-steel appliances complement the light cabinetry. Natural light fills the room through two windows.
Holiday home in Highlands
4.96 out of 5 average rating, 118 reviews

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.

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.

Superhost
A spacious deck offers views of the lake, framed by lush green trees. Two wooden lounge chairs are positioned beside a small table, while a hot tub is set in the corner. Soft lighting from string lights enhances the serene atmosphere.
Holiday home in Jefferson
4.89 out of 5 average rating, 75 reviews

Boho Airy NJ lakefront house - 1 hour from NYC

Stunning Boho stylish lake house on the quiet lake in Jefferson NJ. Open lake views with Mountain, trees, and precious sunset from living room and balcony. Fishing off the private dock. Swimming in the private beach. Newly renovated with brand new furniture. Open layout kitchen and family room with a daybed. Row boat, kayak, a charcoal grill, everything is there for a family or a group to have a fun peaceful getaway and make a dream vacation come ture. 1 hr to NYC.

Top guest favourite
A scenic view captures a shoreline with sandy beaches and a calm sea. Lighthouse structures are visible in the distance against a backdrop of fluffy clouds. A person walks along the water's edge, while boats can be seen dotting the water.
Holiday home in New London
4.99 out of 5 average rating, 209 reviews

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

Popular amenities for holiday home rentals in Long Island

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