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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

New Apartment Liberty State Park Jersey City Nj Airport Train Manhattan Nyc - Long Island, NY
9.2 54 reviews

New Apartment Liberty State Park Jersey City Nj Airport Train Manhattan Nyc

apartment, Jersey City
This Jersey City condo, near Liberty State Park, offers stunning Manhattan skyline views and is 2.5 miles from the Statue of Liberty and 3.2 miles from Ellis Island.
This 660-square-foot apartment features two bedrooms, one bathroom, free parking, and accommodates up to four guests, with amenities including a fully equipped kitchen and free Wi-Fi.
Modern 5br Home With Backyard And Parking Near Nyc And Metlife Stadium - Long Island, NY
No reviews

Modern 5br Home With Backyard And Parking Near Nyc And Metlife Stadium

house, Jersey City
This recently renovated 5-bedroom vacation home in Jersey City is located 4.9 miles from the Jacob K. Javits Convention Center and 5 miles from Macy's, offering convenient access to New York City and MetLife Stadium.
This spacious 3000 square foot house accommodates 28 guests with 5 bedrooms, 3 bathrooms, a well-equipped kitchen, air conditioning, a garden, a pool table, and on-site private parking.
#2 Beautiful Milford Beach Right Across Street - Charles Island/silver Sands Pk - Long Island, NY
10 45 reviews

#2 Beautiful Milford Beach Right Across Street - Charles Island/silver Sands Pk

apartment, Milford
This Milford apartment is conveniently located just a short distance from the beach and Silver Sands State Park, offering easy access to both the natural beauty of the coastline and the charm of downtown Milford. The apartment has received excellent user ratings, making it a popular choice for travelers.
This two-bedroom, one-bathroom apartment can comfortably accommodate up to six guests, making it ideal for families or groups of friends. Enjoy a private backyard, a full kitchen and laundry facilities, and convenient keypad entry, along with air conditioning and a terrace or balcony.
Cozy Private Two Bedroom Basement Apartment - Long Island, NY
7.8 9 reviews

Cozy Private Two Bedroom Basement Apartment

apartment, Hempstead
This Hempstead basement apartment is situated 1.7 miles from Nassau Veterans Memorial Coliseum and 8.1 miles from Belmont Park Race Track.
This 60 square feet dwelling offers two bedrooms, one bathroom, and can accommodate up to seven guests with amenities including WiFi, a full kitchen with an oven, and air conditioning, plus on-site car rental and proximity to Jones Beach and JFK Airport, both 12 miles away.

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

Harbor House Stony Brook Village - Long Island, NY
10 12 reviews

Harbor House Stony Brook Village

apartment, Stony Brook
This 4-bedroom, 3-bathroom luxury home in Stony Brook Village offers convenient walking access to the village center and is minutes from Stony Brook University and Hospital.
This spacious apartment accommodates up to 10 guests with amenities including a private pool, hot tub, sauna, fitness center, and full kitchen with a fridge, microwave, and dishwasher.
West Hamptons 5br 5baths Heated Pool - Long Island, NY
No reviews

West Hamptons 5br 5baths Heated Pool

apartment, Westhampton
This Westhampton villa is situated in a quiet cul-de-sac, offering convenient access to Westhampton Beaches and the town center, approximately 0.5 miles away.
This 4,090 sq ft residence accommodates up to 12 guests with 5 bedrooms and 5 bathrooms, featuring a 60-foot saltwater pool, hot tub, basketball court, and a chef's kitchen with a wine cooler.
Privatepool/cozy Guesthouse Near Hamptons&wineries - Long Island, NY
9.7 7 reviews

Privatepool/cozy Guesthouse Near Hamptons&wineries

house, Center Moriches
This studio apartment is located in Center Moriches, providing easy access to local beaches, wineries, and restaurants, and serving as a convenient base for exploring the Hamptons.
This accommodation features a queen bed, a kitchenette with a fridge, air conditioning, Wi-Fi, a smart TV, an electric fireplace, and access to a seasonal swimming pool with a waterfall, accommodating up to two guests.
Beautiful Historic Estate -New Heated Pool - Long Island, NY
9.8 83 reviews

Beautiful Historic Estate -New Heated Pool

apartment, Mattituck
This spacious home in Mattituck is a short distance from both the North Fork vineyards and Breakwater Beach, offering easy access to the area's best attractions. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
This 6-bedroom, 4-bathroom home provides ample space for families or groups of friends. The fully equipped kitchen, private pool and jacuzzi, fitness center, and expansive outdoor areas ensure a comfortable and enjoyable stay.

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

The Cliffside Resort Condominiums - Long Island, NY
9.2 309 reviews

The Cliffside Resort Condominiums

apartment, Greenport
This Greenport apartment is located just a short drive from downtown Greenport and the Hortons Point Lighthouse, offering easy access to the area's attractions. The apartment is highly rated for its cleanliness, location, and overall experience.
The two-bedroom apartment spans 550 square feet and provides a comfortable space for your stay. Guests can enjoy amenities like a swimming pool, a private beach, and a terrace, as well as convenient features like a kitchen, air conditioning, and free Wi-Fi.
Loft Pool  Gym  Free Parking  Near Yale - Long Island, NY
9.0 2 reviews

Loft Pool Gym Free Parking Near Yale

apartment, Orange
This modern loft apartment is located in a quiet, safe community in Orange, Connecticut, offering convenient access to New Haven, Yale area hospitals, and major highways.
This one-bedroom, one-bathroom loft apartment accommodates up to six guests and features a fully equipped kitchen, dedicated workspace with high-speed Wi-Fi, an in-unit washer/dryer, and access to community amenities including a pool and gym.
'Croton Nook' - Spacious Studio With Full Eat-in Kitchen, Cozy Getaway - Long Island, NY
10 2 reviews

'Croton Nook' - Spacious Studio With Full Eat-in Kitchen, Cozy Getaway

studio, Croton-on-Hudson
This Croton-on-Hudson studio apartment is conveniently located on the first floor of a multi-family building, a short walk from local cafes, restaurants, and the Croton-Harmon train station offering a 45-minute commute to NYC.
This 600-square-foot first-floor unit features a queen bed, a sofa bed, a full kitchen with fridge, microwave, and dishwasher, a private entrance, designated parking, and accommodates up to three guests.
Croton Quarters - Comfortable Apartments, Nyc Close - Long Island, NY
10 20 reviews

Croton Quarters - Comfortable Apartments, Nyc Close

apartment, Croton-on-Hudson
Croton Quarters apartments in Croton-on-Hudson, New York offer convenient access to Palisades Center mall (18 miles), Manhattanville College (19 miles), and Westchester County Airport (17 miles).
This two-bedroom, one-bathroom rental sleeps seven guests and features a fully equipped kitchen, private terrace with garden views, free Wi-Fi, free parking, and air conditioning; outdoor play equipment is available for families.

Best Long Island, NY vacation rentals with parking

Hilton Garden Inn New York/manhattan-midtown East - Long Island, NY
No reviews

Hilton Garden Inn New York/manhattan-midtown East

hotel, New York
The Hilton Garden Inn New York/Manhattan-Midtown East is situated in Manhattan's Midtown East district, offering convenient access to city attractions and is located 0.6 miles from Times Square.
This 3-star hotel provides amenities such as complimentary internet, on-site parking, a fitness center, a restaurant, a bar, and room service, with some rooms featuring balconies or terraces.
Beachfront Connecticut Retreat W/ Views! - Long Island, NY
9.6 40 reviews

Beachfront Connecticut Retreat W/ Views!

house, Milford
This beachfront home in Milford, Connecticut is just a short walk from Fort Trumbull Beach and a mile from Silver Sands State Park Beach, offering easy access to the area's beautiful coastline. The house consistently receives excellent ratings for user experience, location, and cleanliness.
The home features three bedrooms, a living room, a fully equipped kitchen, and two bathrooms, providing comfortable accommodations for up to seven guests. Amenities include air conditioning, free Wi-Fi, a grill, and a spa, ensuring a relaxing and enjoyable stay.
Nyc 2br | Near Nyp Columb Univ + Subway + Times Sq - Long Island, NY
9.7 67 reviews

Nyc 2br | Near Nyp Columb Univ + Subway + Times Sq

apartment, New York
This Washington Heights rental is conveniently located near the 1 and A/C subway lines, offering easy access to Central Park, Times Square, and SoHo within a 20-minute commute and a short walk from Columbia University and nearby hospitals.
The two-bedroom, one-bathroom apartment sleeps six, features a fully equipped kitchen with appliances including an espresso maker and air fryer, two smart TVs, and offers optional weekly cleaning and laundry services.
Metropolitan Gem W/ 2 Bedrooms, 1 Bath, 1 Parking - Long Island, NY
10 13 reviews

Metropolitan Gem W/ 2 Bedrooms, 1 Bath, 1 Parking

apartment, West New York
This newly renovated 2-bedroom plus nursery residence in West New York offers a peaceful neighborhood setting with 15-20 minute transit to Manhattan's Times Square and Port Authority, and is situated within walking distance of local dining, bakeries, and grocery stores.
This spacious apartment accommodates up to 8 guests and includes off-street parking, an in-unit washer and dryer, a fully equipped kitchen with stainless steel appliances and a dishwasher, high-speed Wi-Fi, and Smart TVs, with convenient access to attractions like the Hoboken Waterfront and American Dream Mall.
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