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

3br 3ba  Ny Charm Modern Luxe  Sleeps To 12  Min To Nyc  Free Parking Permit - Long Island, NY
10 2 reviews
Long Island, NY
27/08 – 30/08
NZ$1840/nightTotal: NZ$5520 (3 )

3br 3ba Ny Charm Modern Luxe Sleeps To 12 Min To Nyc Free Parking Permit

3 10
apartment , Hoboken
This Hoboken apartment, a three-bedroom, three-bathroom dwelling sleeping up to twelve guests, enjoys a central location, steps from bus routes to Times Square and a 10-minute walk (approximately 0.8 km) from the PATH train providing easy access to the West Village and World Trade Center.
The property, boasting brand-new furnishings within a classic New York walk-up building, offers convenient access to Liberty State Park, a Walk Score of 99, and proximity to restaurants popular with celebrities, making it ideal for families or groups.
Harbour Road Retreat Lirr South Shore Nyc39 Miles - Long Island, NY
9.9 153 reviews
Long Island, NY
16/08 – 28/08
NZ$462/nightTotal: NZ$5544 (12 )

Harbour Road Retreat Lirr South Shore Nyc39 Miles

1 2
apartment , East Massapequa
This one-bedroom flat is located in a quiet suburban area of East Massapequa, Long Island, New York, just a short drive from Jones Beach State Park and major highways. It has consistently received excellent ratings for cleanliness, location and user experience.
The self-contained flat is fully furnished and includes a separate entrance, a full kitchen, a laundry room and a large backyard. Guests can enjoy a peaceful and relaxing atmosphere, with amenities that include air conditioning, internet, parking and a smoke-free environment.
Beach Plum Resort - Long Island, NY
9.4 440 reviews
Long Island, NY
25/06 – 27/06
NZ$1280/nightTotal: NZ$2560 (2 )

Beach Plum Resort

1 4
resort , Montauk
Beach Plum Resort is situated in Montauk, just half a mile from Kirk Park Beach, three miles from Montauk Downs, and a 10-minute drive from the Montauk Point Lighthouse Museum, offering a convenient base to explore the area's natural beauty and historical landmarks. The resort has received consistently high ratings for its excellent location, cleanliness, and overall experience.
The resort's comfortable apartments are around 60 square metres and feature living areas with sofa beds and flat-screen TVs. Guests can enjoy a range of amenities, including a seasonal outdoor pool, gardens with barbecue facilities, a children's play area, and free Wi-Fi throughout the resort.
Amazing Private Single Family House - Long Island, NY
9.9 11 reviews
Long Island, NY
02/10 – 04/10
NZ$1901/nightTotal: NZ$3802 (2 )

Amazing Private Single Family House

4 6
house , New York
This private single-family home in Glendale, New York, offers a secluded stay with convenient access to attractions such as Aqueduct Racetrack (7.7 kilometres), Arthur Ashe Stadium (8.4 kilometres), Citi Field (9.2 kilometres), Barclays Centre (10 kilometres), and the Brooklyn Bridge (10.5 kilometres).
This spacious accommodation spans 214 square metres and features four bedrooms, a living room, and a fully equipped kitchen, accommodating up to 19 guests with amenities including free WiFi, air conditioning, a flat-screen TV, and private parking.

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

Viana Hotel & Spa - Long Island, NY
Long Island, NY
27/06 – 04/07
NZ$572/nightTotal: NZ$4004 (7 )

Viana Hotel & Spa

1 2
resort , Jericho
The Viana Hotel & Spa is situated in the business district of Westbury, just minutes from the NYCB Theatre at Westbury and close to Cantiague Park. The hotel is conveniently located near a range of attractions and offers a relaxing atmosphere.
The Viana Hotel & Spa has 116 air-conditioned rooms with pillowtop beds, Frette Italian sheets, and designer toiletries. The resort offers a full-service spa, an indoor pool, a sauna, complimentary wireless internet access, concierge services, an arcade/game room, a complimentary area shuttle, a restaurant with a bar, 24-hour room service, a bar/lounge, a 24-hour business center, and limo/town car service.
Estate Setting At The Gateway To The Hamptons - Long Island, NY
9.6 59 reviews
Long Island, NY
08/08 – 15/08
NZ$2480/nightTotal: NZ$17360 (7 )

Estate Setting At The Gateway To The Hamptons

5 6
apartment , Manorville
This secluded Victorian residence in Manorville is situated just minutes from the Hamptons and a 20-minute drive from North Fork wine country, offering convenient access to Brookhaven State Park and Wildwood State Park.
This expansive 300-square-meter holiday home accommodates up to 12 guests with five bedrooms, three bathrooms, and features a private in-ground pool, a koi pond, a basketball court, a pickleball court, and a chef's kitchen.
Chic Hamptons Home With Heated Gated Pool And Grill - Long Island, NY
10 5 reviews
Long Island, NY
08/08 – 15/08
NZ$2231/nightTotal: NZ$15617 (7 )

Chic Hamptons Home With Heated Gated Pool And Grill

4 6
apartment , Hampton Bays
This Hampton Bays holiday home is situated near Meschutt Beach and Rogers Beach, within 9.6km of Quogue Community Hall.
The 121-square-metre property sleeps six guests in three bedrooms, plus a sofa bed, and boasts a private pool, spa, barbecue, and fully equipped kitchen; free Wi-Fi is also provided.
Business Or Weekend Escape - Long Island, NY
9.2 54 reviews
Long Island, NY
28/07 – 01/08
NZ$239/nightTotal: NZ$956 (4 )

Business Or Weekend Escape

1 2
apartment , Stratford
This Stratford holiday home is situated within 3.2 kilometres of the Housatonic River, Perry House, and the Stratford Historical Society's Captain David Judson House, offering easy access to Stratford's historical landmarks.
The one-bedroom property sleeps four guests, boasting a sofa bed, Smart TV, barbecue facilities, and is within easy reach of Academy Hill and Newfield Park, perfect for outdoor recreation.

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

Charming 2-bedroom Apartment In Arverne By The Sea - Long Island, NY
Long Island, NY
01/07 – 14/11
NZ$334/nightTotal: NZ$45424 (136 )

Charming 2-bedroom Apartment In Arverne By The Sea

2 4
apartment , New York
This two-bedroom flat in Arverne, Queens, offers convenient access to Long Beach and Prospect Park, with Barclays Center Brooklyn, Citi Field, and UBS Arena within easy reach for cultural events and sports.
This apartment accommodates up to four guests, featuring a king and queen bed, a microwave, dishwasher, air conditioning, WiFi, a washing machine, and a balcony, with a 11:00 AM check-out time.
Beautiful Vacation Home In Hampton Bays Walking Distance To Peconic Bay Beaches! - Long Island, NY
10 6 reviews
Long Island, NY
30/07 – 03/08
NZ$6262/nightTotal: NZ$25048 (4 )

Beautiful Vacation Home In Hampton Bays Walking Distance To Peconic Bay Beaches!

6 14
apartment , Hampton Bays
This Hampton Bays holiday home is situated 0.3km from West Landing Beach and a 3km drive from a shopping centre including King Kullen supermarket and Starbucks.
The 204 square metre property boasts six bedrooms, four bathrooms, sleeping up to 14 guests, a private heated pool, expansive deck, and a fully equipped kitchen.
Luxe Studio With Charming Juliet Balcony - Long Island, NY
9.4 3 reviews
Long Island, NY
10/07 – 12/07
NZ$1159/nightTotal: NZ$2318 (2 )

Luxe Studio With Charming Juliet Balcony

1 4
studio , New York
This Manhattan apartment is ideally situated near Central Park, Fifth Avenue, and the Memorial Sloan Kettering Cancer Centre, all within a 2.4km radius.
The 43 square metre property features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, and a balcony.
Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train - Long Island, NY
10 11 reviews
Long Island, NY
27/06 – 28/06
NZ$1862/nightfor 1 night

Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train

3 2
apartment , Fairfield
This Fairfield holiday home, minutes from Fairfield town centre and Sacred Heart University, offers easy access to Jennings and Penfield beaches, the Norwalk Aquarium, and Beardsley Zoo.
Sleeping up to ten guests, this five-bedroom, two-bathroom property boasts a fully equipped kitchen, outdoor patio with BBQ and fire pit, driveway parking for three cars, plus free on-street parking, and provides beach essentials.

Best Long Island, NY holiday rentals with parking

Near Nyc Spacious 4 Bedroom 2 And A Half Bath - Long Island, NY
9.6 7 reviews
Long Island, NY
11/08 – 13/08
NZ$1002/nightTotal: NZ$2004 (2 )

Near Nyc Spacious 4 Bedroom 2 And A Half Bath

2 9
apartment , Guttenberg
This spacious two-bedroom, two-bathroom apartment in North Bergen, New Jersey, is approximately 9.7 kilometres from Times Square and other major New York City attractions.
The 110-square-metre property, sleeping up to 21 guests, boasts a fully equipped kitchen, private parking, a balcony, and Wi-Fi; it is also pet-friendly.
Sunny & Spacious 2bd 1ba Wfh Apt-huge Yard & Patio - Long Island, NY
10 4 reviews
Long Island, NY
19/07 – 22/07
NZ$472/nightTotal: NZ$1416 (3 )

Sunny & Spacious 2bd 1ba Wfh Apt-huge Yard & Patio

2 3
apartment , Fairfield
This Fairfield apartment, situated 18km from Silver Sands State Park and 23km from the Connecticut Post Mall, offers easy access to both coastal attractions and shopping.
The 93 square metre, two-bedroom property sleeps nine guests and features a fully equipped kitchen, a garden, parking, and a fireplace; nearby Yale University and the Yale Bowl are within 32km.
Brand New Charming Beach House - Long Island, NY
9.9 61 reviews
Long Island, NY
22/09 – 29/09
NZ$1649/nightTotal: NZ$11543 (7 )

Brand New Charming Beach House

4 10
apartment , Mattituck
This charming house is conveniently located in Mattituck, just 5 kilometres from several vineyards including Shinn Estate Vineyards, Scarola Vineyards, McCall Wines, Pellegrini Vineyards, and Macari Vineyards. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. Amenities include free Wi-Fi, a fully equipped kitchen, a washing machine, a refrigerator, a TV, a fireplace, a garden, and a barbecue grill.
62-3b Studio Prime Ues Walk To Central Park - Long Island, NY
9.5 13 reviews
Long Island, NY
01/08 – 30/09
NZ$593/nightTotal: NZ$35580 (60 )

62-3b Studio Prime Ues Walk To Central Park

1 2
studio , New York
This Upper East Side apartment is ideally situated near Central Park, within 2.4km of landmarks such as Rockefeller Center and St Patrick's Cathedral.
The 37 square metre studio sleeps one, features a fully equipped kitchen with fridge and microwave, free Wi-Fi, air conditioning, a private bathroom and parking, all within easy reach of the Museum of Modern Art.
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