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Long Island, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Long Island, NY

Best family friendly Long Island, NY vacation rentals

Among the 51375 accommodations in Long Island, NY, here are the 4 best family friendly rentals

Luxury Modern Apt Near Nyc - Long Island, NY
10 3 reviews

Luxury Modern Apt Near Nyc

apartment, Jersey City
This Jersey City apartment rental offers convenient access to NYC via public transportation and is located near the Statue of Liberty (2.8 miles), Ellis Island (2.9 miles), and One World Observatory (5 miles).
The 1,076 square-foot unit features one bedroom, one bathroom, accommodates one guest, and includes a fully equipped kitchen, private patio, and free Wi-Fi.
Cozy Bungalow Short Drive To Shinnecock Hills Golf - Long Island, NY
9.8 31 reviews

Cozy Bungalow Short Drive To Shinnecock Hills Golf

apartment, Rocky Point
This renovated Rocky Point bungalow, located on Long Island's North Shore, offers easy access to local shops, vineyards, Splish Splash water park, Tanger Outlets, and is within a 40-minute drive of the Hamptons and just over an hour from Montauk.
This three-bedroom, two-bathroom house sleeps six, features a modern kitchen with a fridge, microwave, and dishwasher, a private backyard with a BBQ, and provides beach essentials like towels and chairs for guests' convenience.
Cozy 1-bed Home, Steps To Nyc & Metlife. Minutes To Bus And Ferry. Free Parking. - Long Island, NY
9.8 7 reviews

Cozy 1-bed Home, Steps To Nyc & Metlife. Minutes To Bus And Ferry. Free Parking.

apartment, Guttenberg
This one-bedroom apartment rental in North Bergen, New Jersey offers easy access to Manhattan via public transportation, placing you near the Manhattan Cruise Terminal, Times Square, and Macy's Herald Square.
The 1-bathroom unit sleeps two guests and includes Wi-Fi, a microwave, air conditioning, and essential amenities; nearby attractions include the American Dream Mall and Bronx Zoo.
Whb Village,4200sqft,traffic Free,private Dr,40ft Heated Pool,beach,fam/pet Frly - Long Island, NY
10 216 reviews

Whb Village,4200sqft,traffic Free,private Dr,40ft Heated Pool,beach,fam/pet Frly

apartment, Westhampton Beach
This family-friendly vacation home is located in Westhampton Beach, just a short distance from the Westhampton Beach Performing Arts Center, Moriches Bay, and the beautiful Hamptons Beaches. It's rated excellent by previous guests and offers a comfortable and convenient stay.
This spacious 6-bedroom, 5-bathroom house can accommodate up to 12 guests. The property features a private pool, a water park, an arcade/game room, a garden, a tennis court, and more, making it an ideal choice for families and groups looking for a fun-filled vacation.

Best Long Island, NY vacation rentals with a pool

Among the 51375 accommodations in Long Island, NY, here are the 4 best rentals with a pool

Sprawling Southampton Home: Private Pool - Long Island, NY
10 1 review

Sprawling Southampton Home: Private Pool

house, Shinnecock Hills
This Southampton vacation home, near Shinnecock Hills, offers convenient access to attractions like Splish Splash (17 miles), Montauk Point Lighthouse (24 miles), and Hither Woods Preserve (30 miles).
The four-bedroom, two-bathroom house sleeps 25 guests and boasts a private pool, game room, well-equipped kitchen, outdoor seating, fireplace, and satellite TV.
Beaches Everywhere! Gorgeous Pool And New Hot Tub In Super Private Setting! - Long Island, NY
10 33 reviews

Beaches Everywhere! Gorgeous Pool And New Hot Tub In Super Private Setting!

apartment, Hampton Bays
This Hampton Bays vacation rental is located directly across the street from a private sandy beach, putting you steps away from the ocean and close to the town center. The house has consistently received excellent guest reviews, making it a popular choice for travelers.
This 3-bedroom, 3-bathroom home can comfortably accommodate up to 8 guests with its 2,200 square feet of living space. You'll enjoy a heated pool, a hot tub, a large patio with a fire table, and a fully equipped kitchen, along with amenities like a smart TV, beach chairs, umbrellas, and pool floats.
Blaidsdell House - Long Island, NY
No reviews

Blaidsdell House

house, Clinton
The Blaidsdell House, a 4600 sq ft home in Clinton, is located 1.7 miles from Clinton Town Beach and offers convenient access to the Goodspeed Opera House (18 miles) and Thimble Islands (19 miles).
This residence accommodates up to 19 guests with 3 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace with sea views, a garden, and private parking.
Year Round Family Home On Shelter Island With Indoor Heated Pool And Dock. - Long Island, NY
10 2 reviews

Year Round Family Home On Shelter Island With Indoor Heated Pool And Dock.

apartment, Shelter Island Heights
This apartment is located in the Silver Beach district of Shelter Island Heights, a 10-minute walk from Shell Beach and an 8-minute drive from Sunset Beach.
This vacation home offers 5 bedrooms, 3 bathrooms, and can accommodate up to 11 guests, featuring a private swimming pool, barbecue facilities, Wi-Fi, air conditioning, and a fully equipped kitchen with a microwave and dishwasher.

Frequently Asked Questions about vacation rentals in Long Island, NY

  • What essentials should you bring along for a trip to Long Island, New York?

    Pack for varied weather. Long Island's weather can change quickly, so layers are key. Comfortable walking shoes are a must, especially if you plan on exploring the many parks and beaches. Sunscreen, sunglasses, and a hat are crucial, even on cloudy days. Don't forget insect repellent, especially during warmer months.
  • What are the best Airbnb and vacation rentals in Long Island, NY?

    Brooklyn Sun Kissed Studio Apartment, Whole Apartment - Private - Walk To Yale And Downtown and Full Loft Apartment Near Omni Hotel are the most popular Airbnb and vacation rentals in Long Island, NY among travelers.

  • What famous events or festivals are happening on Long Island, New York?

    Long Island hosts many events throughout the year. The Long Island Fair is a popular annual event with agricultural exhibits and entertainment. Many towns and villages host their own smaller festivals and events, often tied to local harvests or historical celebrations. Check local event listings for specific dates and details.
  • What are the most popular Airbnbs in Long Island, NY?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Long Island, New York?

    A daily budget will vary widely depending on your travel style. For a budget-conscious trip, you might plan for $150-$250 per day. Mid-range travelers might budget $300-$500 per day, while luxury travelers could easily spend $500 or more per day. This includes accommodation, meals, transportation (rental car or ride-sharing), and activities.
  • What are the best vacation rentals with a pool in Long Island, NY?

  • Where can you find the best restaurants serving local dishes on Long Island, New York, and what are the must-try specialties?

    Long Island's culinary scene is vibrant. The Clam Bar in Amagansett is known for its fresh seafood. For farm-to-table dining, explore restaurants in the North Fork, known for its agricultural bounty. Must-try dishes include fresh seafood (especially clams and oysters), local produce, and Long Island duck. Many restaurants feature locally sourced ingredients.
  • What are the best rentals for families and kids in Long Island, NY?

  • What are some less-famous attractions on Long Island, New York that are worth the visit?

    Beyond the well-known spots, consider exploring the charming towns of Cold Spring Harbor or Oyster Bay. The Planting Fields Arboretum State Historic Park offers beautiful gardens and stunning views. For a unique experience, visit the Cradle of Aviation Museum in Garden City.
  • What are the best rentals or Airbnbs with a jacuzzi in Long Island, NY?

  • What are the best activities for engaging with locals and understanding their culture on Long Island, New York?

    Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending community events or festivals in smaller towns offers a chance to experience the local culture. Exploring the many charming villages and towns provides opportunities to engage with the local community and discover their unique character.
  • What unique natural landscapes and terrain features can travelers explore on Long Island, New York?

    Long Island's diverse landscape includes sandy beaches, rolling hills, and expansive wetlands. The diverse ecosystems of Fire Island National Seashore provide opportunities for exploring dunes, maritime forests, and coastal marshes. The North Shore's rocky coastline offers dramatic cliffs and breathtaking views. The Pine Barrens, a vast expanse of forest, offer a unique inland experience.
  • How many days are ideal for visiting Long Island, New York, and what are some itinerary suggestions?

    The ideal length of stay depends on your interests. A long weekend (3-4 days) allows for exploring a specific region, such as the Hamptons or the North Fork. A week-long trip would allow for a more comprehensive exploration of the island. Possible itineraries could focus on beaches, historical sites, or a mix of both, tailoring the trip to your preferences.

Nearby regions

Best Long Island, NY vacation rentals with a balcony

Cozy 2br Apartment W/ Dedicated Home Office Space - Long Island, NY
9.9 45 reviews

Cozy 2br Apartment W/ Dedicated Home Office Space

apartment, Fair Lawn
This Fair Lawn apartment is conveniently located just 10 miles from MetLife Stadium, 13 miles from Yankee Stadium, and 14 miles from Columbia University, making it a great base for exploring the area. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The rental offers a spacious 1000 square foot layout with three bedrooms, perfect for families or groups. Enjoy a fully equipped kitchen, a private terrace with garden and park views, a rooftop deck with a fireplace, and free parking on-site.
Highland Ave - Long Island, NY
9.5 2 reviews

Highland Ave

apartment, Norwalk
This Norwalk rental is located on Highland Avenue, offering convenient access to the State University of New York at Purchase and Manhattanville College, both 18 miles away, with Westchester County Airport also 17 miles distant.
This one-bedroom apartment spans 400 square feet and accommodates up to three guests with amenities including air conditioning, a private entrance, a shower, hair dryer, towels, bed linen, complimentary on-site parking, free Wi-Fi, a private garden, and a terrace or balcony.
Affordable 3br Near Nyc 1st Floor - Long Island, NY
9.0 5 reviews

Affordable 3br Near Nyc 1st Floor

apartment, Jersey City
This Jersey City apartment is located just a 14-minute drive from New York City, offering easy access to major landmarks like Macy's and Times Square. The apartment is situated in a quiet and affordable neighborhood, providing a peaceful alternative to the bustling city while still being conveniently close to all the attractions.
This 3-bedroom apartment comfortably accommodates up to 12 guests, offering ample space for families or groups. The apartment features a fully equipped kitchen, a garden for relaxation, and amenities like free parking, Wi-Fi, and air conditioning.
Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Long Island, NY
9.6 26 reviews

Luxury Designer 2 Bedroom+office/3bed Vacation Home.

apartment, Bridgeport
This fully furnished apartment is located in the Brooklawn - St. Vincent neighborhood of Bridgeport, just a short distance from downtown Bridgeport, Bridgeport Hospital, and major highways for easy access to other Connecticut destinations. The property has received excellent user ratings, making it a popular choice for travelers.
The 1,500 square foot apartment can comfortably accommodate up to 5 guests with its 3 bedrooms and 1 bathroom. It offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it a perfect choice for families or groups looking for a comfortable and convenient stay.

Best Long Island, NY vacation rentals with parking

Mediterranean Style In Quiet Neighborhood - Long Island, NY
9.2 72 reviews

Mediterranean Style In Quiet Neighborhood

apartment, Yonkers
This 4-bedroom, 3-bathroom house in Ludlow Park, Yonkers, offers convenient access to the Metro North train, BxM1 and 2 bus lines (a 5-minute drive), and the Broadway IRT (a 10-minute drive), placing you within a 10-minute drive of Van Cortlandt Park.
This spacious, furnished residence accommodates up to 8 guests with a large kitchen, adjacent TV and dining rooms, a private backyard, and a side patio, featuring essential amenities like air conditioning, internet, and parking.
Apartment 1br 3 Miles Nyc / Metlife World Cup - Long Island, NY
9.8 85 reviews

Apartment 1br 3 Miles Nyc / Metlife World Cup

apartment, Guttenberg
This Guttenberg apartment rental offers a private, one-bedroom unit with a dedicated entrance, conveniently located near a NYC bus stop and a five-minute drive from the ferry to New York City.
The recently renovated apartment features a full kitchen, living room, modern bathroom, free parking (reservation required), fast Wi-Fi, and laundry facilities, accommodating up to two guests.
Beautiful 2 Bedroom 2 Bathroom Near Nyc - Long Island, NY
9.7 185 reviews

Beautiful 2 Bedroom 2 Bathroom Near Nyc

apartment, Leonia
This Leonia apartment is located on the first floor of a private house in a quiet and safe neighborhood, just a short distance from New York City. Guests rave about the apartment's excellent location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to eight guests. The apartment is fully renovated and equipped with modern amenities, including a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, a fitness center, and parking.
Ideally Located Glen Cove Apartment! - Long Island, NY
9.8 66 reviews

Ideally Located Glen Cove Apartment!

apartment, Glen Cove
This 3-bedroom, 2-bathroom apartment in Glen Cove is just 30 miles from New York City, making it a great option for travelers who want to explore both the city and the suburbs. The apartment has excellent user, location, and cleanliness ratings.
The apartment can accommodate up to 8 guests and features a private pool, a spacious outdoor living area, and a kid-friendly bedroom with a twin bunk bed and twin trundle. It also has a full kitchen, in-unit laundry, and free WiFi. Guests can also enjoy access to the community swimming pool and playground.
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