Holiday houses in Long Island

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Top-rated holiday rentals in Long Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Melville

Your Family-Friendly Getaway! Vibrant & Relaxing!

Welcome to your home-away-from-home in Melville — a bright, comfortable home ideally located for business travelers, families, and weekend explorers. Enjoy quick access to Long Island’s best dining, shopping, and attractions. Prime location: Just off the Long Island Expressway and near the Northern State Parkway, you’re minutes from corporate hubs in Melville and services in nearby Plainview and Huntington — ideal for business trips and meetings. Easy airport access: Convenient drive to MacArthur Airport (Islip) and about an hour to JFK/LaGuardia for regional and international travelers. Event space available in close proximity to the home - please inquire for more information! Shopping & dining: Close to Walt Whitman Shops and Tanger Outlets for major retail, plus a wide range of restaurants and cafés in Melville, Huntington, and nearby Dix Hills. Parks & recreation: Enjoy nearby Heckscher Park, Caumsett State Historic Park, and local nature preserves for walking, biking, and picnics. Great beaches on the North Shore and the South Shore’s bays are an easy drive. Family-friendly: Attractions like the Long Island Children’s Museum, Adventureland, and Huntington’s waterfront are within reach for family outings. Commuter-friendly: Close to major transit routes and LIRR stations for easy access to Manhattan and other Long Island destinations. Our home also features a Peloton,packNplay, twin air mattress at your request. Things to Know: - Please note this is an animal free zone due to the property owner's severe pet allergies.

4.96 out of 5 average rating, 25 reviews
Top Guest favourite
An open floor plan is showcased, featuring a cozy living area with a gray sofa and a wooden coffee table. A dining area with a round mirror and a six-seat table is visible, along with a kitchen equipped with modern appliances. Natural light fills the space.
Home in West Hempstead

Modern 3 Bd Spacious Apartment in PRIME Location

Incredible home in the heart of Long Island NY! Guests will enjoy staying at this cozy, elegant, open floor plan 2nd floor marvel w/easy access to everything from this prime located home in heart of West Hempstead. Picturesque park/pond across st - 15 mins to Shopping/Malls - 10 mins to Long Island beaches - 15 mins to JFK, 5-10 mins to LIRR stations. Enjoy the comforts of quiet suburban living yet be a short drive/train ride away to the glamorous razzle/dazzle and adventures of New York City.

4.99 out of 5 average rating, 225 reviews
Guest favourite
A spacious deck is furnished with a wooden table surrounded by six white chairs, offering ample space for relaxation. Two large umbrellas provide shade, while a view of the calm water and distant horizon can be seen in the background.
Home in Shirley

Stunning sunset charming waterfront home 4 seasons

Want to relax and enjoy the water and sunsets? This home has a very relaxed vibe, whether you are grilling outside, kayaking, going to the beach, reading a book as the sound of the waves gently wash up on shore or even enjoying a glass of your preferred beverage on the deck as you gaze into the horizon, there is a sense of comfort and tranquility. Very nice open kitchen looking out into the bay. It really is a nice getaway and an environment to take a break and recharge the senses. Enjoy!

4.97 out of 5 average rating, 101 reviews
Guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

4.94 out of 5 average rating, 141 reviews
Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

4.82 out of 5 average rating, 221 reviews
Top Guest favourite
A panoramic view captures the lush greenery of a residential area, bordered by a vibrant blue body of water. The azure expanse of the sound contrasts against the treetops, while scattered homes can be seen nestled among the trees, creating a serene landscape.
Home in Rocky Point

RP modern cozy cabin

Have fun with the whole family at this NEW all electric smart home. It's just a few minutes to the Long Island Sound, 15 minutes to Baiting Hollow Farm Vineyard and a 5000+ acre preserve just to the south. In addition we have so many local amenities including the prestigious "Fish Church of Rocky Point", food spots, Starbucks & more. The sound is known for beautiful sunsets, sun tanning, paddle boarding, bike riding and fishing. The pebble beach is great to walk on with shoes or bare feet.

4.95 out of 5 average rating, 65 reviews
Guest favourite
The entrance features a covered porch with decorative railings, leading up to a set of stairs. Lush evergreen shrubs frame the steps, and large windows are visible on either side of the door, creating an inviting transition into the home.
Home in Northport

Porch overlooking the park.

Relax with the whole family at this peaceful place to stay. With a beautiful covered porch overlooking the village park and just steps from down town you have the quiet you want with access to all the amenities Northport has to offer at your fingertips. This 4 bedroom home is the perfect summer get away in one of the best village in Long Island. Shopping, dining, the theater, and art galleries all within a 5 minute walk. The park, playground, and harbor all viewable from the front porch.

4.91 out of 5 average rating, 81 reviews
Top Guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

4.98 out of 5 average rating, 186 reviews
Guest favourite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

4.93 out of 5 average rating, 161 reviews
Superhost
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.

4.86 out of 5 average rating, 146 reviews
Superhost
Home in Northport

Shore to Shore Coastal Retreat at Asharoken

Shore-to-Shore Coastal Retreat in Northport! Discover your ultimate waterfront getaway in this rare, private oasis offering exclusive access to both the Long Island Sound and Duck Island Bay. From morning sunrises on your private sandy beach to afternoon fishing or kayaking from your backyard dock, this home delivers an unforgettable coastal vacation. Please note, any use of water equipment will require a separate agreement be signed.

5.0 out of 5 average rating, 3 reviews
Guest favourite
The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.
Home in Port Jefferson

Harborfront Star Walk to Harbor & Village

** Airbnb Fees are now included in the nightly Rate* **Coastal Retreat** Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

4.9 out of 5 average rating, 227 reviews

Popular amenities for Long Island holiday rentals

Frequently Asked Questions

  • Where is Long Island located?

    Long Island is situated in southeastern New York State, stretching east from New York City into the Atlantic Ocean. The area includes lively communities, coastal towns, and scenic beaches.

  • When is the best time to visit Long Island?

    Late spring through early fall is often recommended for outdoor activities, as temperatures range from around 51–83°F (10–28°C) and rainfall is moderate. Visitors find the area inviting for beach outings, festivals, and exploring parks during these months.

  • What are some things to do near Long Island?

    Long Island has sandy beaches, art galleries, vineyards, and historic estates to explore. Guests often enjoy walking along boardwalks, touring lighthouse sites, and sampling fresh seafood at locally rooted restaurants.

  • How is the weather near Long Island?

    Long Island experiences cold winters, with January averaging 25–39°F (-4–4°C), and warm summers, reaching 67–83°F (20–28°C) in July. Rain falls throughout the year, so packing layers and a rain jacket is suggested.

Destinations to explore