Holiday Rentals in Long Island, NY

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Long Island, NY holiday rentals
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34081 Holiday Rentals and Airbnb in Long Island, NY

Best family friendly Long Island, NY holiday rentals

Among the 34081 accommodations in Long Island, NY, here are the 4 best family friendly rentals

Designer Treehouse With Spa Bath - Long Island, NY
9.9 34 reviews
Long Island, NY
25/06 – 28/06
NZ$771/nighttotal: NZ$2313 (3 )

Designer Treehouse With Spa Bath

1 3
apartment , Wilton
This three-bedroom apartment is situated in a converted art gallery building on the border of Wilton, Westport, and Norwalk, offering easy access to the downtown areas of each town. The apartment features a spacious living area, a fully equipped kitchen with a dishwasher, a garden, and parking, accommodating up to five guests.
The Coastal Landing Stay - Long Island, NY
Long Island, NY
27/06 – 04/07
NZ$462/nighttotal: NZ$3234 (7 )

The Coastal Landing Stay

2 2
house , New Haven
The Coastal Landing Stay is located in Abbeyville, 56 kilometres from Gunnison-Crested Butte Regional Airport.
This recently renovated holiday cottage offers 102 square metres of living space with 2 bedrooms, 1 bathroom, and a capacity for 11 guests, featuring a fully equipped kitchen, air conditioning, a garden, and a sun terrace.
1856 Trading House W/ Walk To Water - Long Island, NY
9.7 185 reviews
Long Island, NY
31/07 – 02/08
NZ$806/nighttotal: NZ$1612 (2 )

1856 Trading House W/ Walk To Water

2 5
apartment , Mount Sinai
This charming apartment is situated in historic Mount Sinai, just 3.2 kilometres from Cedar Beach, Downtown Port Jefferson and the train station. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment is 74 square metres and is housed in a converted convent built in 1856. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, spa, parking, and access to a yard.
Recently Renovated 4 Bed/4 Bath With Heated Pool - Long Island, NY
10 32 reviews
Long Island, NY
22/09 – 29/09
NZ$1372/nighttotal: NZ$9604 (7 )

Recently Renovated 4 Bed/4 Bath With Heated Pool

4 10
apartment , Hampton Bays
This newly renovated four-bedroom house in Hampton Bays is situated a short 8-16 km drive from the Atlantic Ocean beaches and a 24 km drive from Southampton.
The 4-bathroom property sleeps nine guests and boasts a heated swimming pool, a fully equipped kitchen including a dishwasher, and a garden, all within easy reach of Hampton Bays' attractions.

Best Long Island, NY holiday rentals with a pool

Among the 34081 accommodations in Long Island, NY, here are the 4 best rentals with a pool

Private & Spacious 1br | Full Kitchen | Minutes To Path | Jersey City By Gls - Long Island, NY
Long Island, NY
01/07 – 02/08
NZ$599/nighttotal: NZ$19168 (32 )

Private & Spacious 1br | Full Kitchen | Minutes To Path | Jersey City By Gls

1 2
apartment , Jersey City
This Jersey City apartment, situated in Downtown near Newport Centre (0.3km) and Liberty State Park (2.4km), offers easy access to the World Trade Center and major NYC attractions within a 4.8km radius.
The 68 square metre flat comprises two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, free Wi-Fi, and access to a swimming pool, fitness centre, and concierge services.
Spacious Family Retreat With Heated Pool, Hot Tub, Sauna, Basketball & Golf. - Long Island, NY
10 29 reviews
Long Island, NY
26/08 – 27/08
NZ$2701/nightfor 1 night

Spacious Family Retreat With Heated Pool, Hot Tub, Sauna, Basketball & Golf.

6 2
apartment , Mastic
This Mastic beachfront property offers stunning ocean views and is located within 5km of the Carmans River, William Floyd Estate, and Moriches Bay, and within 10km of the Great South Bay and the TWA Flight 800 Memorial.
Sleeping up to 15 guests, this six-bedroom, two-bathroom holiday home boasts a Jacuzzi, terrace, private garden, free Wi-Fi, and parking, plus easy access to Mastic Shirley Station (20-minute walk).
Luxurious Hamptons House With Heated Pool & Grill - Long Island, NY
10 2 reviews
Long Island, NY
01/07 – 01/08
NZ$1796/nighttotal: NZ$55676 (31 )

Luxurious Hamptons House With Heated Pool & Grill

3 2
house , Hampton Bays
This Hampton Bays house, situated 21 kilometres from Splish Splash water park and 49 kilometres from Montauk Point Lighthouse, offers convenient access to local attractions.
The 125 square metre property boasts three bedrooms, a living room, and a fully equipped kitchen, sleeping up to eleven guests and featuring a heated saltwater pool, grill, and private parking with an EV charging point.
Vacation Home With Pool By The North Fork - Long Island, NY
9.9 21 reviews
Long Island, NY
20/07 – 26/07
NZ$1217/nighttotal: NZ$7302 (6 )

Vacation Home With Pool By The North Fork

3 3
apartment , East Shoreham
This modern ranch-style house, built in 2017, is located in East Shoreham, adjacent to a 19-hectare wooded preserve and 32 kilometres from the North Fork, offering easy access to local wineries, farms, breweries, and beaches.
This spacious 209-square-metre dwelling accommodates up to six guests with three bedrooms and two and a half bathrooms, featuring air conditioning, internet, a swimming pool (seasonal, June-September), a BBQ grill, and a ping pong table in the garage.

Frequently asked questions about holiday rentals in Long Island, NY

  • What are the must-see sights on Long Island, New York?

    Long Island offers a diverse range of attractions. For history buffs, there's the Sagamore Hill National Historic Site, Theodore Roosevelt's home, and the Vanderbilt Museum in Centerport. Nature lovers should head to the beaches – Jones Beach State Park is iconic – or explore the diverse landscapes of Fire Island National Seashore. Shopping and entertainment can be found in the charming towns of Sag Harbour and Huntington.
  • What are the best Airbnb and holiday rentals in Long Island, NY?

    Brooklyn Sun Kissed Studio Apartment, Full Loft Apartment Near Omni Hotel and Cozy Private Cottage In Oyster Bay are the most popular Airbnb and holiday rentals in Long Island, NY among travellers.

  • Are there any unique natural phenomena on Long Island, New York?

    Long Island's diverse geography boasts unique features. The Fire Island Lighthouse offers stunning views, and the dramatic cliffs and dunes of the Fire Island National Seashore are a sight to behold. The diverse birdlife, particularly along the south shore, is also noteworthy. Additionally, the island's varied ecosystems, from salt marshes to pine barrens, provide a unique natural experience.
  • What are the most popular Airbnbs in Long Island, NY?

  • What essentials should you bring to Long Island, New York?

    Pack for varied weather; Long Island experiences fluctuations in temperature. Comfortable walking shoes are a must, especially if you plan on exploring the many parks and beaches. Sunscreen, a hat, and sunglasses are vital, particularly during the summer months. Insect repellent might also be useful, depending on the time of year and location.
  • What are the best holiday rentals with a pool in Long Island, NY?

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

    Long Island hosts many events. The Long Island Summer Festival is a popular music event. The annual Oyster Festival in various towns celebrates the region's culinary heritage. Many local towns also have their own summer festivals and events throughout the season.
  • What are the best rentals for families and kids 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 diverse. For fresh seafood, try a restaurant in Montauk or Oyster Bay. Local farms provide ingredients for many restaurants across the island. Must-try specialties include fresh oysters, clams, lobster rolls, and local produce. Many restaurants feature seasonal menus, highlighting the best of the island's bounty.
  • What are the best rentals or Airbnbs with a jacuzzi in Long Island, NY?

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

    Beyond the well-known spots, explore the charming villages of Cold Spring Harbor and Port Jefferson. The Planting Fields Arboretum State Historic Park offers beautiful gardens and walking trails. The Long Island Aquarium & Exhibition Center in Riverhead is a great option for families. Consider a visit to the Cradle of Aviation Museum in Garden City.
  • 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. Exploring the many small towns and villages allows you to experience the unique character of different Long Island communities. Attending local events and festivals provides opportunities to mingle with residents and experience the local culture firsthand.
  • What unique natural landscapes and terrain features can travellers explore on Long Island, New York?

    Long Island's diverse landscapes include the sandy beaches of the south shore, the dramatic cliffs and dunes of Fire Island, the expansive salt marshes, and the pine barrens in the centre of the island. Each area offers unique opportunities for hiking, birdwatching, and exploring the natural environment.
  • 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 few key areas. A week provides more time for in-depth exploration of different regions and attractions. Possible itineraries could focus on the north shore, the south shore, or a combination of both, incorporating historical sites, natural areas, and towns.

Nearby regions

Best Long Island, NY holiday rentals with a balcony

Elegant Home W Patio | In-unit Laundry Near Nyc - Long Island, NY
9.2 4 reviews
Long Island, NY
10/07 – 13/07
NZ$655/nighttotal: NZ$1965 (3 )

Elegant Home W Patio | In-unit Laundry Near Nyc

3 3
house , Jersey City
This recently renovated holiday home is located in Jersey City, offering easy access to Ellis Island, which is 4 kilometres away, and the Statue of Liberty, 4.2 kilometres distant.
This 167 square metre property accommodates up to 11 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, Wi-Fi, laundry facilities, a garden, terrace, and balcony.
Cozy 1br Level Apartment W Patio & Workstation - Long Island, NY
8.0 1 review
Long Island, NY
14/07 – 18/07
NZ$607/nighttotal: NZ$2428 (4 )

Cozy 1br Level Apartment W Patio & Workstation

1 2
apartment , Jersey City
This West Bergen flat is situated 4 kilometres from Ellis Island and 4.2 kilometres from the Statue of Liberty, offering convenient access to these significant landmarks.
This 74 square metre flat accommodates up to 7 guests, featuring 1 bedroom, 2 bathrooms, air conditioning, a fully equipped kitchen with a dishwasher and coffee machine, free WiFi, and a private patio overlooking a garden, with a dedicated workstation for productivity.
Max Ny View 5 Apartment Combo Sleeps 60 15 Mins To Nyc - Long Island, NY
Long Island, NY
07/08 – 09/08
NZ$8259/nighttotal: NZ$16518 (2 )

Max Ny View 5 Apartment Combo Sleeps 60 15 Mins To Nyc

17 14
apartment , Union City
This expansive Union City apartment, situated approximately 7.2 kilometres from Penn Station and Times Square in New York City, offers easy access to major attractions.
This seventeen-bedroom, eleven-bathroom property boasts 518 square metres of living space, accommodating up to 60 guests and featuring a spa, tennis court, and water park.
Steps From Hudson River 1 Br Downtown/river Views | Desk + Wi-fi - Long Island, NY
Long Island, NY
01/07 – 01/02
NZ$639/nighttotal: NZ$137385 (215 )

Steps From Hudson River 1 Br Downtown/river Views | Desk + Wi-fi

1 3
apartment , New York
This luxury flat in Manhattan's Hell's Kitchen offers prime access to the Theatre District and is within 1.6 kilometres of Rockefeller Center, Grand Central Terminal, and Times Square.
This 61 square metre residence accommodates three guests, featuring Italian-crafted kitchens, designer finishes, and extensive amenities including fitness facilities, swimming pools, and a basketball court, all serviced by a 24-hour doorman and concierge.

Best Long Island, NY holiday rentals with parking

16 Sycamore Rd - Long Island, NY
Long Island, NY
10/07 – 12/07
NZ$538/nighttotal: NZ$1076 (2 )

16 Sycamore Rd

3 5
apartment , Bayonne
This Bayonne flat offers convenient access to iconic New York landmarks, situated 5.47 kilometres from the Statue of Liberty and 6.60 kilometres from Ellis Island.
This family-friendly apartment features 93 square metres of living space, three bedrooms, air conditioning, a fully equipped kitchen, and complimentary private parking and WiFi, accommodating up to 13 guests.
The Chic Suite - 1br With Luxe Amenities - Long Island, NY
8.7 7 reviews
Long Island, NY
27/06 – 04/07
NZ$360/nighttotal: NZ$2520 (7 )

The Chic Suite - 1br With Luxe Amenities

1 2
apartment , Paterson
This Paterson apartment is located 26 kilometres from both the Prudential Center and the New Jersey Performing Arts Center in Newark, offering easy access to the city's cultural attractions. The apartment is situated in a quiet area of Paterson, providing a relaxing retreat after a day of exploring.
The flat offers a spacious layout with a separate bedroom, living room, and bathroom, covering 75 square metres and accommodating up to 4 guests. This Paterson apartment comes equipped with free Wi-Fi, air conditioning, and a hairdryer, as well as a kitchen with a fridge, microwave oven, and dishwasher.
Cozy 1 Bedroom Apt - Minutes To Nyc - Great For Remote Work - Long Island, NY
8.9 10 reviews
Long Island, NY
28/07 – 01/08
NZ$292/nighttotal: NZ$1168 (4 )

Cozy 1 Bedroom Apt - Minutes To Nyc - Great For Remote Work

1 2
apartment , Guttenberg
This Guttenberg flat is located 9 kilometres from the Jacob K. Javits Convention Centre and Times Square, and 12 kilometres from Teterboro Airport.
This spacious one-bedroom apartment offers a private terrace, a fully equipped kitchen, air conditioning, and free WiFi for up to three guests, with soundproofing ensuring a peaceful stay.
Urban Oasis  3br Duplex W/ Patio Easy Nyc Access - Long Island, NY
Long Island, NY
02/08 – 03/08
NZ$987/nightfor 1 night

Urban Oasis 3br Duplex W/ Patio Easy Nyc Access

3 7
apartment , Jersey City
This renovated 2-bedroom flat in McGinley Square, Jersey City, is a 15-minute walk from Journal Square PATH, providing swift access to Manhattan and proximity to attractions such as American Dream, located 9 kilometres away.
Guests can enjoy a private outdoor patio, a fully equipped galley kitchen, and a sofa bed in the living room, accommodating up to six people in a middle-floor unit of a 125-year-old row house with keyless entry and free street parking.
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