
Vacation rentals in Long Island
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Top-rated vacation rentals in Long Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

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.

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.

Modern Hamptons Home
Escape to a beautifully renovated Hamptons retreat designed for comfort, privacy, and effortless outdoor living. Enjoy a spacious deck and private fenced backyard featuring a unique outdoor lounge, BBQ grill, fire pit, and refreshing outdoor shower. Inside, bright and stylish spaces offer all the comforts of home. Perfect for relaxing, dining outdoors, and creating memorable moments with family and friends, all while being conveniently located near beaches, restaurants, shopping, and local.

Waterfront Round House View
A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

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.

2 Bed 1 Bath Suite Washer/Dryer - Mid-Term Rental
Enjoy a few days away with your family & friends here in Long Island, New York. Just 40 minutes out from New York City. Freeport, Long Island is located just 40 mins east of NYC. Enjoy the excitement of city life, with the peaceful pace of this working class suburb. Property is close to the LIRR train into Manhattan. Travel by car, bus, or train. Your stay is just- 20 mins away from Queens, NY 35 mins away from Brooklyn, NY 40 mins away from Manhattan, NY

Harbor House Stony Brook Village
Welcome to The Harbor House — a stunning luxury home nestled in the heart of Stony Brook Village. This beautifully custom-built retreat features a private pool, hot tub, sauna, and gym for the ultimate relaxation and comfort. Walk to the charming village center filled with shops, restaurants, and beaches, or reach Stony Brook University and Hospital in just minutes. Perfect for families or groups seeking a modern coastal escape with style and space.

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.

Coastal Villa Suite pool•sauna•gym•theater•beach
Not many places can offer this many amenities: 15 seat movie theater🍿🎥🎞️, great for watching the World Cup!🌍🏆 , full gym 🏋️, sauna room🧖♀️, and pool table 🎱! Outdoors, you can enjoy the fire pit🔥, nearby beaches⛱, hot tub♨️, heated pool🏊🏾♂️, children’s playground🏞, a huge soccer/football field ⚽️🥅🏈, 2 off road go karts 🏁🏎️! NO PARTIES! NO MORE THAN 10 PEOPLE!

Bay Shore Boat House
Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.
Popular amenities for Long Island vacation rentals
Other great vacation rentals in Long Island

Hang by the (Chel)SEA

Beachfront House w/ Private Dock | Walk to Town

Porch overlooking the park.

Summer Retreat: Heated Pool, Game Room, Playground

Toes in the Sand Beach Cottage

Spacious Retreat with Game Room, 60 min to NYC

Your Family-Friendly Getaway! Vibrant & Relaxing!

Cozy Home with Pool - Near Beach and Restaurants
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.
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