
Holiday houses in Long Island
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Top-rated holiday rentals in Long Island
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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
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Long Island holiday rentals
Other great holiday rentals in Long Island

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
4.91 out of 5 average rating, 95 reviews
Toes in the Sand Beach Cottage
4.96 out of 5 average rating, 91 reviews
Bungalow by the Bay
5.0 out of 5 average rating, 6 reviews
Mastic Beach Surf House
4.92 out of 5 average rating, 66 reviews
Waterfront Beach Cottage
4.95 out of 5 average rating, 78 reviews
Charming waterview house
5.0 out of 5 average rating, 35 reviews
Glen Laurel on the Sound (w/private beach)
4.89 out of 5 average rating, 96 reviews
One bedroom basement apartment
4.93 out of 5 average rating, 57 reviewsFrequently 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
- New York City Holiday rentals
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- Times Square
- Central Park Zoo
- Yale University
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- Jones Beach
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- Radio City Music Hall
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- Fairfield Beach
- Bronx Zoo
- The Metropolitan Museum of Art
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