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Bed And Breakfast
10 Best Bed and Breakfasts In Upstate New York, USA

Do you like informal lodgings? Does a little cuddling with a pet on an old couch appeal to you? Maybe a breakfast served on strangers in a lounge appeals to you more. If so, then a bed and breakfast place in Upstate New York would be perfect for you. In such a place, the owner doesn't treat you as a stranger — instead, they will treat you like an honored guest. If you want a relaxing vacation, a serving of delicious food and personalized attention from the owners, there are many B&Bs to choose from this list. Here's a rundown of the best bed and breakfasts in Upstate New York, USA.
Airbnb
15 Handpicked Airbnb Vacation Rentals In Upstate New York, NY

New York may be known for its bustling atmosphere and tall skyscrapers, but it’s a different story for the northern part. Upstate is home to several attractions that will show you the beauty of the rural side. You can visit the awe-inspiring Niagra Falls, go hiking through one of Adirondacks’ peaks, explore the wineries of Finger Lakes, and many more. The area will also amaze you with its wide selection of accommodations. So if you want your vacation to be extra special, then let this list serve as your guide. Here are the top 10 vacation rentals in Upstate New York from Airbnb.
Airbnb
Top 28 Airbnb Vacation Rentals In SoHo, New York, USA

SoHo is one of New York's most famous neighbourhoods with various things to do and is renowned for its mix of art galleries and trendy shops - making a visit during any trip to Manhattan an absolute must. This place also has various eateries where you can indulge in delicious foods based on your diet or preference, such as in Kosher restaurants. But where should you base yourself while exploring this fascinating corner of one of the world's most cosmopolitan metropolises? Scroll down below for the top Airbnb vacation rentals in SoHo, New York, USA.
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.
Vacation Rentals With Private Pool
10 Best Vacation Rentals With Private Pool In Finger Lakes, New York

From world-famous wineries and breweries that line the city streets to the breathtaking natural beauty of the lakefront, it is no wonder that Finger Lakes region attracts thousands of travellers from all over the country every year. If you are interested in outdoor activities, you can enjoy hiking in the various state parks or try kayaking and paddleboarding in the lakes. Looking for a more relaxing experience? Try one of the lake cruises here or enjoy the popular Canandaigua Lake Wine Trail or other tours at Billsboro Winery or Arbor Hill Grapery & Winery. You can end your day with a waterfront dinner at New York Kitchen. Lastly, treat yourself to an accommodation with a pool where you can relax in style. Read on to explore the best vacation rentals with private pool in Finger Lakes, New York.
Farm Stays
Top 9 Farm Stays In New York, USA

When it comes to New York City, there's no running out of things to do. Visiting iconic spots, such as Empire State Building or Statue of Liberty, and seeing them with your own two eyes may make them look even more impressive than in pictures or movies. Famous tourist attractions also include Central Park and Times Square, which is filled with all sorts of stores, restaurants, and other exciting establishments. However, bustling city life isn't all the state has going for it. In fact, other tourists may prefer a more relaxing experience on their trip. Luxurious hotels are all well and good, but you may find something even more special in the vast fields outside of the city. If that's what you're looking for, keep scrolling to find the top farm stays in New York, USA, for a rejuvenating trip.
Airbnb
Top 10 Airbnb Vacation Rentals In Huntington, New York - Updated 2025

One of the 10 towns in Suffolk County, New York, Huntington sits in the northern part of Long Island which makes it a spot for people wanting to relax by the beach. Aside from the beaches and water activities, the place is also home to wonderful architecture such as St. John Episcopal Church and Oheka Castle. People who love all things art should consider checking out The Heckscher Museum of Art. For visitors who are looking for a laid-back walk can visit Heckscher Park. Local product sampling is always a must when going to a tourist destination, and the best place to do that in this town is at Kerber's Farm. In case you are planning to go on a new adventure soon, check out the following top 10 Airbnb vacation rentals in Huntington, New York.
Airbnb
12 Best Airbnb Vacation Rentals In Greenport, New York - Updated 2025

The mention of a beach vacation in Long Island transports us to the glamorous Hamptons. However, there are tons of other beach towns on Long Island that offer a relaxing environment that won't blow your budget. One such destination is Greenport, located on the North Fork of the island. This charming town has a bustling village with thrilling things to do, charming boutiques, and even a nightlife scene that rivals the Hamptons. There are also a lot of sandy beaches where you can lounge in the sun, go for a swim, or cast your crab nets off a dock. Start planning your beach vacation by checking out our picks for the best Airbnb vacation rentals in Greenport, New York!
Airbnb
Top 25 Airbnb Vacation Rentals In The Hamptons, New York, USA

The Hamptons are a collection of seaside communities, with long stretches of beach and cute towns. They are a popular summer destination but are beautiful all year long. Here, guests will find plenty of fancy restaurants, bars, shops, and designer boutiques. Guests can also check out the other popular shopping malls in Long Island for more shopping and dining options. Whether you want to come here for a beach vacation or just to see this famous, beautiful area, we have the perfect Airbnb vacation rentals already picked out for you. So take a look at the Airbnb vacation rentals in The Hamptons, New York, USA.
Airbnb
10 Best Airbnb Vacation Rentals In Kerhonkson, New York - Updated 2025

With a population of just 2,057 this little town of Kerhonkson, New York, is the place to go if you feel the need to get away from the hustle and bustle of city life. Located in Ulster County, Kerhonkson was the site of a colonial fort that protected America’s early settlers from Native American attacks. There are many stunning sights to see in the area, such as the forested hiking trails of Lake Minnewaska, Minnewaska State Park Preserve, or the Awosting Falls, just to name a few. If you want serenity and beauty, this is the place to visit. Keep reading below to discover the best Airbnb vacation rentals in Kerhonkson, New York.
Pet Friendly Cabins
Top 14 Pet-Friendly Cabins Near Finger Lakes, New York - Updated 2025

Finger Lakes is the crown jewel of New York State. A captivating piece of real estate, Finger Lakes is comprised of no less than 11 long freshwater lakes that offer the ultimate eye-catching splendor and fun recreation. This prized area is acclaimed for its vineyards and tasty wineries but it's the jaw-dropping scenery that truly captures travelers' hearts. Tourists can explore dramatic gorges, sparkling waterfalls, top-rated state parks, and more. With so much of Mother Nature's beauty on display, it seems only fitting to bring along the family pet. If you're ready to lodge with your dog in blissful surroundings, then you must scroll down to see the top pet-friendly cabins near Finger Lakes, New York.
Airbnb
10 Best Airbnb Vacation Rentals In Ocean Beach, Fire Island - Updated 2025

Nestled right in the heart of Fire Island, Ocean Beach is a popular summer destination in New York State. It's the largest resort village on the isle, with white sandy beaches and invitingly warm waters. This quaint coastal hamlet exudes a laid-back charm that befits visitors wanting a break from the fast-paced city life. Getting around this car-less village means walking or cycling from one place to the other. And thankfully, an active lifestyle like this brings out happy hormones and gives you more time to appreciate the attractions in detail and socialize with others. Plus, you also get to dine in casual restaurants and taste fresh seafood. Does this sound like the kind of relaxed and fun adventure you want? Check out our list of the best Airbnb vacation rentals in Ocean Beach, Fire Island.
Airbnb
Top 10 Airbnb Vacation Rentals In Riverhead, New York - Updated 2025

Located near the Long Island's famous Hamptons community, Riverhead is known for its pristine beaches, wineries, and charming shops. Visitors searching for adventure can dive in the Atlantic's reefs and sport fish for swordfish. Those looking for a beach escape will discover miles of white sand shoreline to lay their bamboo beach mat. For those wishing for that Hampton's laid-back beach vacation, Riverhead has numerous beachfront Airbnb properties to choose from. Check out our list of the top 10 Airbnb vacation rentals in Riverhead, New York, to experience the highlights of Long Island's Atlantic coastal communities.
Airbnbs With Pools
10 Best Airbnbs With Pool In Brooklyn, New York

Connected to Manhattan is the most populous borough of New York City, Brooklyn. Coney Island and some of the city's top beaches are in Brooklyn. If you go to this borough in spring, make sure to drop by the Sakura Matsuri Festival and Japanese Hill-and-Pond Garden. For more adventures, claim your patch of grass in Prospect Park and go roller-skating. If you need anything else, try your luck at Brooklyn Flea, an excellent place to buy souvenirs and find a rare item or two. Brooklyn is also home to Williamsburg, where you can find cafes and restaurants, and Industry City, the creative hub on the waterfront. You can't leave the borough without walking across Brooklyn Bridge and seeing its Gothic towers up close. To complete your trip, check out the best Airbnbs with pool in Brooklyn, New York.
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.
Pet Friendly Cabins
12 Best Pet-Friendly Cabins In New York, USA

Beyond the Big Apple lies the less flashy parts of the state of New York. Hundreds of villages and hamlets in its 62 counties were consolidated to form part of its Census Designated Places. When you head out to explore the state, hop on one of its several scenic train rides through the countryside, which definitely doesn't pale in comparison to New York City. Quite the contrary, it offers respite to those looking to move from the cacophony of the city. So if you’re ready to explore the heartlands of New York, you’ll want to check out the Catskills Mountain, Bear Spring Mountain, Finger Lakes and so much more. In these stunning backdrops, you can also find some cozy yurts that let you make the most of nature. You may also want your four-legged friends to tag along. If so, you’re in luck since we’ll round up some under-the-radar attractions in New York with pet-friendly accommodations. Scroll down for the best pet-friendly cabins in New York, USA.
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.
Airbnb
Top 10 Airbnb Vacation Rentals In Westhampton, New York

Westhampton is a beautiful hamlet in New York, located about 47 minutes west of Southampton. While here, you can visit private clubs and restaurants and engage in exhilarating outdoor activities such as surfing. You may also opt for a paddler boat charter to explore the waters. The destination offers access to lovely beaches and parks nearby, such as Pike's Beach and Glover's Fountain Park. Moreover, Westhampton is a great base to explore Westhampton Beach, which offers pristine shores overlooking Moriches Bay, sure to impress beach lovers. The hamlet is known for featuring upscale accommodations as well. Almost all the rentals in the area showcase lovely decor and come with leisure amenities such as a pool to help you relax. For suitable stays, check out the top Airbnb vacation rentals in Westhampton, New York.

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