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Tiny House For Rent
23 Best Tiny Houses For Rent In Long Island, New York - Updated 2025

Did you know that Long Island is one of the most accessible islands in the world? It's connected to major New York City boroughs via 13 tunnels and 9 bridges! So, do check out this wonderful island, just a few minutes outside New York City for a quick breather. The island is famous for the state’s ultimate holiday destination, The Hamptons, and the coveted Long Island Wine Country. You can visit the island's official website to learn how to best tour the wine country. You won't want to miss Montauk Point Lighthouse either, which is one of New York’s oldest lighthouses. There are various accommodation options, such as hotels with a pool, if you want to experience the place for at least a few days. If you're looking for a budget-friendly place to stay, however, check out these best tiny houses for rent in Long Island, New York.
Airbnb
15 Best Airbnb Vacation Rentals In Long Island, New York

When tourists think about the state of New York, many think about the 'greatest city in the world', the glamourous New York City. However, southeast of New York lies a huge and densely populated island, Long Island. Although Long Island consists of large boroughs of Queens and Brooklyn, many people don't consider them as part of Long Island. Instead, many think that Long Island begins where the city ends. There are plenty of different areas to visit and many restaurants in Long Island to try out. A wide range of amazing accommodations are available as well, such as bed and breakfasts and vacation rentals. So, check out our list of the top Airbnb vacation rentals in Long Island, New York.
Airbnbs With Pools
10 Best Airbnbs With Pool In Long Island, New York - Updated 2025

Long Island, the longest and largest island in the contiguous USA, is a summer retreat for the upper crust. Some of the mansions of bygone eras are now museums that you can visit. It is a place where your taste buds tingle with a feast of good wine and delectable oysters. Long Island's Atlantic front has sandbars and little islands with stunning beaches. Spend time swimming, surfing, fishing, and taking lessons in beachside trapeze. Make time for crossing Great South Bay embayment to Fire Island. There, behold the wondrous Sunken Forest, a rare assemblage of trees and plants. Long Island's top-echelon vacation rentals offer a warm welcome home wherever your travels take you. But are you looking for a place with a pool? If so, then find out the best Airbnbs with pool in Long Island, New York.
Vacation Rentals With Private Pool
Top 9 Vacation Rentals With Private Pool In Long Island, New York - Updated 2025

Blessed with coastal charm, Long Island in New York is the ideal vacation spot for those who love to escape the routine. Treat your kids to endless fun at Long Island Aquarium; enjoy the stupendous views of the Atlantic Ocean from Montauk Point Lighthouse; stroll through the Jones Beach State Park; tour the picture-perfect Brooklyn Botanic Garden; and admire the stunning facade of Oheka Castle. Gorgeous beaches, exquisite dining options, and brilliant wineries also await you in North Fork town. With an abundance of historical and natural attractions, this destination attracts all types of tourists. Before booking your accommodation, check out our list of the top vacation rentals with private pool in Long Island, New York.
Glamping
Top 5 Glamping Spots On Long Island, New York

Located along the southeast area of New York State, Long Island is situated within the New York metropolitan area with some good the best trails for hiking. The island contains two of New York City's boroughs—Brooklyn and Queens. It's a popular vacation spot, home to famous areas, such as The Hamptons and Old Westbury Gardens. Vacationing families will love Long Island Aquarium, while couples can stroll around Planting Fields Arboretum. It also has plenty of beaches to explore and wineries to visit. Whatever you have planned for your visit to Long Island, it's essential to stay at the finest eastern Long Island campgrounds. If you're looking for something unique, keep reading for the top glamping spots on Long Island, New York.
Houseboats
6 Best Houseboats On Long Island, New York

From tranquil beaches with balmy and salty breezes to electrifying urban attractions such as golf courses, shopping destinations and fusion restaurants, Long Island is a one-of-a-kind escape. Situated very close to central New York City, Long Island offers something for everyone, whether you are a history buff, beach lover or a foodie. Sign up for a vineyard tour and explore tens of wineries sprinkled throughout Long Island, apple farms and farm fairs with locally sourced ingredients. Art enthusiasts can check out Jackson Pollock’s house, while history buffs can visit Old Bethpage Village Restoration. Lastly, you can check out Jones Beach State Park or Long Beach, where you can try surfing or other water sports. And if you wish to look for truly unique accommodation, why not opt for a houseboat? Read on to explore the best houseboats on Long Island, New York.
Cabins
14 Best Cabins For Rent In Long Island, New York - Updated 2025

Long Island is a popular tourist destination in New York State. With places such as the pristine beaches of the Hamptons and historic Gold Coast mansions, this island promises a luxurious stay. It also has famed lighthouses, such as Montauk Point Lighthouse, world-class vineyards and wineries, top-tier golf courses, and delightful shopping districts. Go for a stroll among beautiful plants in Old Westbury Gardens or walk along the sand at Long Beach Boardwalk. Long Island is also a go-to place for those who love fishing, hiking, biking, or mountaineering. For those planning to go on a trip with friends or loved ones, check out these best cabins for rent in Long Island, New York, below.
Airbnb Mansion
6 Best Airbnb Mansions In Long Island, New York

Long Island, New York, is a must-visit destination for those seeking a mix of natural beauty, rich history, and exciting urban life. You can stroll along the boardwalk in Long Beach and Jones Beach State Park, explore the stunning mansions on the Gold Coast, or indulge in some retail therapy at the mall at Roosevelt Field, the largest one on Long Island. History buffs will enjoy touring Sag Harbor and learning about its whaling past. If you're seeking outdoor adventures, head to Fire Island for miles of untouched beaches and beautiful hiking trails. Of course, no visit to Long Island would be complete without experiencing the award-winning wineries of the North Fork. What better way to experience Long Island than staying in a mansion with top-notch amenities? For a one-of-a-kind vacation, read on to find the best Airbnb mansions in Long Island, New York.
Airbnbs With Pools
Top 10 Airbnbs With Pool In The Hamptons, New York - Updated 2025

For your next vacation in New York, why don't you forget the big cities and escape into The Hamptons, a hub of seaside communities that is famous for its long stretches of the beach? East Hampton Main Beach and Cooper's Beach are among the best beaches you can enjoy. For some artsy time, stop by Parrish Art Museum. Seize the opportunity to admire a collection of contemporary American artworks. Relish exquisite wines, meat and cheese plates at Wölffer Estate Vineyard. Learn about whaling through artifacts displayed at Sag Harbor Whaling & Historical Museum. What about accommodation? Keep reading to learn about the top Airbnbs with pool in The Hamptons, New York.
Yacht Charter
6 Best Yacht Charters In The Hamptons, New York - Updated 2025

The Hamptons offers the opposite entertainment and culture compared to New York City's famous buildings, skyscrapers, and nightlife. Located at the eastern end of Long Island, it features breathtaking beaches and luxurious and affordable spa resorts. It is renowned as New Yorkers' summer destination and a favorite celebrity hangout. It is also a popular destination to live out your yacht life fantasies, as it provides the most magnificent yacht rentals where you can unwind, relax, and party. It is a perfect spot to escape the fast-paced environment of New York City. Keep reading for the best yacht charters in The Hamptons, New York, a chance to get away and unwind!
Luxury Airbnb
10 Best Luxury Airbnbs In The Hamptons, New York

Located in Suffolk County, the Hamptons is a seaside destination where celebrity sightings are common. It is known for its laid-back vibe and beautiful beaches that attract visitors year-round. Cooper's Beach is the perfect place to soak up the sun and salt, while adventurers can hike the Walking Dunes. For relaxation, visit the Montauk Salt Cave. For retail therapy, visit Sag Harbor. It is dotted with antique shops and high-end boutiques. The East Hampton is filled with historical and cultural attractions and was once home to Jackie Kennedy Onassis. While here, art lovers must visit LongHouse Reserve that is home to beautiful sculptures. For a lavish experience, book one of these best luxury Airbnbs in the Hamptons, New York.
Pop Up Camper Rentals
7 Best Pop-Up Camper Rentals In Long Island, New York

Long Island, New York is a popular holiday destination known for its beautiful beaches, historic sites, and vibrant nightlife. It is the land of summertime fun, where families flock to enjoy the Long Island Aquarium, Oheka Castle, Nassau County Museum of Art, and much more. You can also stop by Freeport's Nautical Mile to enjoy the sunset sails. For those who want to experience the great outdoors uniquely, pop-up camper rentals offer an affordable way to explore all that Long Island has to offer. With a pop-up camper, you can take a road trip to the famous Fire Island Lighthouse, or enjoy a day at the beach in Jones Beach State Park. Read on to find the best Pop-Up Camper Rentals in Long Island, New York.
Bed And Breakfast
Top 9 Bed and Breakfast In Long Island, New York

Long Island has the distinction of being America's longest island. Although it is in close proximity to New York City, the place has its own unique charm for visitors because of its attractions for adults and children alike. Long Island is popular for its premier golf courses, fine beaches, the elegant Hamptons, and more. It is also known for its culinary delights, historic lighthouses, and award-winning vineyards, among other attractions. It is one of the favorite escapes for New Yorkers and people come here to relax and rest. Vacationers will love the sun and the surf at this beachfront getaway. The region is dotted with elegant boutiques, outlet stores, and beautiful downtowns to explore. In case you are planning to visit the region soon, make sure to take a look at our list of the top bed and breakfast in Long Island, New York,
Mansion Rentals
Top 10 Mansion Rentals In Long Island, New York

As its home to many famous destinations in New York, it is no wonder that tourists from around the globe stop by Long Island when visiting the state. It is home to The Hamptons, known for housing many affluent celebrities, breathtaking homes, fine restaurants, and scenic beach views. Aside from that, you will also find Macari Vineyards on Long Island. This attraction is ideal for wine connoisseurs as it offers tours, wine tastings, and even lunch. Meanwhile, for travelers who love thrills, The Adventure Park at Long Island is the place to be. You must also remember to explore Jones Beach State Park for a relaxing experience. For a memorable trip in luxurious accommodation, read on for a list of the top mansion rentals in Long Island, New York.
Yoga Retreats
3 Best Yoga Retreats In Long Island, New York

Being located an easy drive from Manhattan, Long Island's relaxed atmosphere attracts locals and visitors to rejuvenate their senses on its beaches and wind-swept coastline. For a regenerative vacation, join a yoga retreat and start your Long Island discovery tour. Jones Beach State Park hosts regular concerts in summer with a lively seaside vibe. Pindar Vineyards, the largest wine producer here, offers wine-tasting tours. The Seafood Shop sells the freshest local catch, and L&W Market has exotic spices and gourmet products to feed your stomach and soul. While Parrish Art Museum and Heckscher Museum of Art showcase work by notable artists for a visual feast. Then, visit the independent shops in Patchogue and The Weathered Barn for unique homewares. Refresh your soul and mind on Long Island. Scroll down to read more about the best yoga retreats in Long Island, New York.
Rv Rentals
10 Best RV Rentals On Long Island, New York

Home to almost eight million residents, Long Island is the most populated island in the US. As the name suggests, Long Island is known for its beaches that stretch for miles, as well as its luxurious villages and large sports venues like Citi Field and Barclays Center. The always-busy John F. Kennedy Airport is also located on the island. Though getting around is relatively easy, with plenty of options for public transportation available here, exploring the entire island can take a few days. Instead of looking for a hotel to stay in each night, why not bring the hotel wherever you go? We've selected the best RV rentals on Long Island, New York, just for you! Read on to learn more about these excellent options for accommodation.
Vacation Rentals On The Beach
18 Best Beachfront Vacation Rentals In The Hamptons, New York

The Hamptons, on eastern Long Island's South Fork, is famously known as the home to high-end restaurants, bars, and designer boutiques. Thanks to the mentioned advantages, the Hamptons has grown to be a popular tourist destination. As you are exploring the Hamptons, you will discover that there are so many things to do, along with its several hidden gems including Bay Street Theatre and Sag Harbor Centre for the Arts, Cupsogue Beach County Park, Oysterponds Historical Society, Sag Harbor Whaling and Historical Museum, and Shadmoor State Park. Accommodation in the Hamptons is quite varied, offering different amenities. Experience East-End extravagance with Vrbo homes and other amazing accommodation offers. Check out the best beachfront vacation rentals in the Hamptons, New York, USA.
Barn For Rent
Top 6 Barns For Rent In Long Island, New York

Located just an hour from the center of New York City, Long Island is a great destination for those seeking some peace and quiet. It boasts gorgeous beaches and beautiful wineries that are worth visiting. While you are here, you can check out some of the most popular attractions, such as Jones Beach State Park and Montauk Lighthouse Museum. Splish Splash Water Park is a great place to check out if you are traveling with kids since it boasts 30 exciting rides. If you are visiting simply to relax, there are plenty of places on the island that can offer serenity and stunning views. For a comfortable holiday, check out the top barns for rent in Long Island, New York.

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