Vacation home rentals in Long Island

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Long Island

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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.

Vacation 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

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Top guest favorite

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.

Vacation home in Guilford

4.99 out of 5 average rating, 142 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.)

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Superhost

The kitchen features dark green cabinetry with natural wood countertops, complemented by a bright tiled backsplash. Stainless steel appliances, including a gas stove and a refrigerator, are present. The area is illuminated by natural light filtering through a window, with a brick wall adding texture.

Vacation home in Southampton

4.75 out of 5 average rating, 40 reviews

Southampton Duplex with private Hotub + backyard

inside this thoughtfully renovated 2 bedroom duplexed cottage you will find hardwood floors, high ceilings, brand new furniture and fixtures and a gorgeous kitchen. Outside you will find a beautiful patio, garden, and deck equally perfect for enjoying your morning coffee or a cocktail after a long day in the private hot tub. while there are two other guest cottages on the property this unit is completely private and sectioned off from the rest of the world. Built for friends and families alike

LocationFamilyAir conditioning

Guest favorite

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.

Vacation home in Montauk

4.9 out of 5 average rating, 71 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

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Guest favorite

A spacious outdoor pool is featured, surrounded by lush greenery and colorful landscaping. The pool's clear waters reflect the sunlight, and gentle waterfalls create a soothing ambiance. A textured stone deck frames the pool, providing ample space for relaxation.

Vacation home in Miller Place

4.83 out of 5 average rating, 42 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.

ValueFamilyBathroom

Guest favorite

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.

Vacation home in Elmont

4.84 out of 5 average rating, 148 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!

LocationFamilyHospitality

Guest favorite

A spacious living area features a large sectional sofa, complemented by a decorative rug and a modern coffee table. Natural light streams through multiple windows, illuminating the open layout that connects to the kitchen. Nearby seating areas offer additional space for relaxation.

Vacation home in Stonington

4.91 out of 5 average rating, 57 reviews

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.

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Guest favorite

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.

Vacation home in Ridge

4.95 out of 5 average rating, 22 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.

LocationFamilyBackyard

Top guest favorite

A serene backyard features a saltwater pool surrounded by a stone patio. Four lounge chairs are positioned around the pool, one with a pitcher of lemonade nearby. Lush greenery and tall trees create a private atmosphere, with a small shed visible in the background.

Vacation home in Hampton Bays

5 out of 5 average rating, 17 reviews

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.

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Top guest favorite

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.

Vacation home in New London

4.99 out of 5 average rating, 247 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

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Top guest favorite

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.

Vacation home in Montauk

4.97 out of 5 average rating, 136 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 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.

LocationFamilyKitchen

Guest favorite

A well-lit bedroom features a spacious bed adorned with a decorative duvet and throw pillows. Large windows are dressed with blue curtains allowing natural light to flood the room. A desk with a chair and an abstract painting add functional and artistic touches to the space.

Vacation home in West New York

4.86 out of 5 average rating, 142 reviews

Modern 2BHK - 15 mins bus ride to Time Square, NYC

Escape to our contemporary West New York apartment, a perfect retreat for families & couples. Just a 15-min bus ride to Midtown NYC! This clean, modern home features 2 bedrooms, 2 baths, and a fully equipped kitchen. Enjoy spectacular NYC skyline views from a nearby park. A warm, welcoming space designed for comfort and convenience, comfortably fitting your group.

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