Holiday Rentals in Long Island, NY

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Long Island, NY holiday rentals
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Best Holiday rentals and Airbnb offers 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

East Hampton Beach House · Heated Pool, Bay Beach Club, Pet Friendly - Long Island, NY
9.8 75 reviews
Long Island, NY
19/09 – 31/10
£302/nighttotal: £12684 (42 )

East Hampton Beach House · Heated Pool, Bay Beach Club, Pet Friendly

1 2
apartment , Springs
This contemporary three-bedroom house is located in Clearwater Beach, Springs, a short 3.2km walk from the beach and a few kilometres from East Hampton and Amagansett villages.
The 139 square metre single-storey property sleeps six, boasts a private heated pool (open May 1st - early October), a modern kitchen with dishwasher, and excellent user ratings for cleanliness and location.
Westport "Gold Coast" Across From Southport Beach - Long Island, NY
10 101 reviews
Long Island, NY
21/12 – 04/01
£180/nighttotal: £2520 (14 )

Westport "Gold Coast" Across From Southport Beach

1 1
cottage , Fairfield
This charming cottage is located in Southport, Fairfield, a short walk from Southport Beach and within easy reach of other attractions like Burying Hill Beach and the Country Club of Fairfield. It has received excellent reviews from previous guests.
The cottage has one bedroom and one bathroom, covering 93 square metres of space. Amenities include a fully equipped kitchen, a washing machine, a garden, a terrace, a spa, a tennis court, and parking.
Waterfront Retreat Center - Long Island, NY
Long Island, NY
04/08 – 06/08
£1357/nighttotal: £2714 (2 )

Waterfront Retreat Center

8 4
house , New Rochelle
This New Rochelle waterfront villa boasts eight bedrooms and six bathrooms, situated 4.7km from Iona College and 14.6km from the Bronx Zoo, offering easy access to local attractions.
The 372 square metre property, perfect for large groups (up to 26 guests), includes a private beach area, barbecue facilities, free Wi-Fi, and parking; nearby hiking opportunities complement its extensive amenities.
Penthouse 4br  4br/2ba/9 Beds - Long Island, NY
Long Island, NY
11/08 – 13/08
£296/nighttotal: £592 (2 )

Penthouse 4br 4br/2ba/9 Beds

4 9
apartment , Bayonne
This spacious Bayonne duplex apartment, situated in Constable Hook, is a one-minute walk from the Light Rail offering easy access to New York City and is within a short drive of Newark Airport and MetLife Stadium.
The 93-square-metre (1000 sq ft) four-bedroom, two-bathroom property sleeps up to ten guests and boasts a fully equipped kitchen, in-unit laundry, a private terrace, and access to a shared garden with BBQ facilities, all within easy reach of the Cape Liberty Cruise Port and American Dream Mall.

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

Walk To Village East Hampton Home - Hidden From Busy Main Town Area And Roads. - Long Island, NY
10 32 reviews
Long Island, NY
27/06 – 04/07
£1045/nighttotal: £7315 (7 )

Walk To Village East Hampton Home - Hidden From Busy Main Town Area And Roads.

3 2
apartment , East Hampton
This East Hampton home is located on a quiet street, just a short walk from the village centre and a quick bike ride to the beach. The property has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The three-bedroom apartment is 177 square metres in size and comes equipped with a range of amenities including a heated pool, spa, garden, air conditioning, WiFi and parking. Guests can also enjoy a modern kitchen with a fridge, microwave oven and dishwasher, as well as a private and tranquil setting on a half-acre lot.
10 Bedroom Hampton House With A Regulation Size Pickleball Court - Long Island, NY
10 32 reviews
Long Island, NY
28/07 – 01/08
£3333/nighttotal: £13332 (4 )

10 Bedroom Hampton House With A Regulation Size Pickleball Court

10 2
apartment , Hampton Bays
This family-friendly holiday home is located in Hampton Bays, just 3.2km from Tiana Beach and 3.2km from Ponquogue Beach. The property has received excellent guest reviews, making it a popular choice for families and groups.
The spacious house has 10 bedrooms, 8 bathrooms, and can accommodate up to 25 guests across its 975 square metres. The property offers a range of amenities, including a private pool, a tennis court, a spa, a garden, and a terrace, ensuring a comfortable and enjoyable stay.
Beautiful Designer Modern Luxury Home - Steps From Beach - Long Island, NY
10 26 reviews
Long Island, NY
25/06 – 01/07
£1408/nighttotal: £8448 (6 )

Beautiful Designer Modern Luxury Home - Steps From Beach

3 2
apartment , Northwest Harbor
This Northwest Woods, East Hampton property is a short walk from Sammy's Beach and a 10-minute drive (approx. 8km) from East Hampton's main beaches and the towns of East Hampton, Amagansett, and Sag Harbor.
This three-bedroom, 3.5-bathroom house offers 214 square metres of living space, boasting a heated pool, spacious deck, fully equipped kitchen with BBQ, and high-end amenities including a Sonos sound system and Philips Hue lighting; sleeping up to six guests comfortably.
Spacious 1br | Gym | Jersey City By Gls - Long Island, NY
Long Island, NY
01/07 – 02/08
£260/nighttotal: £8320 (32 )

Spacious 1br | Gym | Jersey City By Gls

1 2
apartment , Jersey City
This two-bedroom Jersey City apartment, situated in Downtown Jersey City, is 0.3km from Newport Centre Mall and 2.4km from Liberty State Park, offering easy access to the World Trade Center via the PATH train.
The 68 square metre flat sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, a swimming pool, fitness centre, concierge service, and parking, making it ideal for exploring Jersey City and New York City.

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, a visit to Sagamore Hill National Historic Site, Theodore Roosevelt's home, is a must. The Cradle of Aviation Museum in Garden City showcases the history of flight. For stunning coastal views, the beaches of Montauk, such as Ditch Plains and Kirk Park Beach, are iconic. Exploring the charming towns of Cold Spring Harbor and Oyster Bay offers a glimpse into Long Island's unique character.
  • 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 natural features. The Fire Island National Seashore, with its pristine beaches and migrating bird populations, is a remarkable example. The diverse ecosystems of the Long Island Sound, including its abundant marine life, are also noteworthy. The dramatic cliffs and natural beauty of Orient Point offer stunning views.
  • What are the most popular Airbnbs in Long Island, NY?

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

    Packing for Long Island depends on the season. Comfortable walking shoes are essential for exploring towns and beaches. Sunscreen, sunglasses, and a hat are vital, especially during summer. Layers are recommended as the weather can change quickly. A reusable water bottle is a good idea, and insect repellent might 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 various events throughout the year. The annual Long Island Wine Country Festival celebrates the region's vineyards. Many towns and villages host their own summer festivals, often featuring local crafts and food. Check local event listings for specific dates and details.
  • What are the best rentals for families and kids 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 for Long Island varies greatly depending on your travel style. Accommodation can range from budget-friendly motels to luxury resorts. Food costs can vary, from inexpensive eateries to fine dining restaurants. Transportation costs depend on whether you'll rent a car or rely on public transport. Activities range from free beach visits to paid entry attractions. A reasonable daily budget could range from £100 to £500 per person, but this is just an estimate.
  • What are the best rentals or Airbnbs with a jacuzzi 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 boasts a vibrant culinary scene. The Lobster Roll is a classic Long Island dish, found in many restaurants along the coast. Many restaurants in towns like Huntington and East Hampton offer fresh seafood dishes. Local farms provide produce for many restaurants, offering seasonal dishes. Specific restaurant recommendations would require more detailed information about your preferences and location.
  • What are some less-famous attractions on Long Island, New York that are worth a visit?

    Beyond the well-known spots, Long Island holds hidden gems. The Planting Fields Arboretum State Historic Park in Oyster Bay offers beautiful gardens and historical buildings. The Heckscher State Park in East Islip provides various recreational activities. Exploring the charming villages along the north shore, such as Cold Spring Harbor and Port Jefferson, offers a tranquil escape.
  • What are the best activities for engaging with locals and understanding their culture on Long Island, New York?

    To engage with locals, explore the many farmers' markets across Long Island. Visiting local breweries and attending community events provides opportunities for interaction. Spending time in smaller, less-touristy towns allows for more authentic cultural experiences. Participating in local festivals can also be a great way to connect with the community.
  • What unique natural landscapes and terrain features can travellers explore on Long Island, New York?

    Long Island's diverse geography includes sandy beaches, rolling hills, and expansive salt marshes. The varied landscapes of the North and South Shores offer distinct experiences. The pine barrens, a unique ecosystem, provide a contrasting landscape to the coastal areas. The diverse habitats support a rich variety of plant and animal life.
  • 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 area, such as the Hamptons or the North Shore. A week-long trip allows for a more comprehensive exploration of the island. Possible itineraries could focus on beaches, historical sites, or a combination of both, depending on your preferences.

Nearby regions

Best Long Island, NY holiday rentals with a balcony

Comfortable 2bd - Convenience & Style - 45min To Nyc - Great Food - Long Island, NY
9.8 91 reviews
Long Island, NY
03/08 – 14/08
£229/nighttotal: £2519 (11 )

Comfortable 2bd - Convenience & Style - 45min To Nyc - Great Food

2 1
apartment , Croton-on-Hudson
This family-friendly flat is located in Croton-on-Hudson, within easy reach of several parks and historical sites, including Croton Landing Park and Van Cortlandt Manor. It has consistently received excellent guest reviews.
The 74 square metre apartment has two bedrooms and can comfortably accommodate up to four guests. The property offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and free Wi-Fi, ensuring a pleasant and convenient stay.
Luxury 1 Bed - Terrace - Gym- Lounge - Rooftop - In Unit Laundry - Prime Williamsburg - Long Island, NY
9.8 33 reviews
Long Island, NY
26/06 – 29/06
£463/nighttotal: £1389 (3 )

Luxury 1 Bed - Terrace - Gym- Lounge - Rooftop - In Unit Laundry - Prime Williamsburg

1 2
apartment , New York
This luxury one-bedroom flat in prime Williamsburg, Brooklyn, offers excellent access to the Brooklyn and Manhattan Cruise Terminals, as well as Bryant Park and Central Park.
The 60 square metre residence accommodates two guests and features in-unit laundry, a terrace, and access to building amenities including a gym and lounge.
3 Story Beach Waterview, 3 King Beds, Golf Putting Green! - Long Island, NY
9.9 208 reviews
Long Island, NY
14/08 – 16/08
£1555/nighttotal: £3110 (2 )

3 Story Beach Waterview, 3 King Beds, Golf Putting Green!

4 12
house , Shirley
This beach house is located in Shirley, just 19 miles from Splish Splash water park and 26 miles from the Long Island Railroad, making it a great base for exploring the area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This spacious 4-bedroom house, spanning 186 square metres, comfortably accommodates up to 14 guests. Enjoy a range of amenities including a private swimming pool, a putting green, a balcony with stunning views, and a fully equipped kitchen.
17john: Classic Queen Studio Apartment - Long Island, NY
9.6 126 reviews
Long Island, NY
04/07 – 05/07
£810/nightfor 1 night

17john: Classic Queen Studio Apartment

1 2
studio , New York
This brand new Financial District studio apartment is conveniently located near the World Trade Center.
The 440 sq ft (approximately 41 sq m) self-contained apartment sleeps two, features a fully equipped kitchen with dishwasher, complimentary laundry facilities, and access to a rooftop terrace; nearby amenities include a CVS pharmacy and multiple grocery stores.

Best Long Island, NY holiday rentals with parking

The Comfy Suite - 1br With Free Parking - Long Island, NY
10 6 reviews
Long Island, NY
27/06 – 04/07
£156/nighttotal: £1092 (7 )

The Comfy Suite - 1br With Free Parking

1 2
apartment , Paterson
This apartment in Paterson is conveniently located just 16 kilometres from the New Jersey Performing Arts Center and 24 kilometres from MetLife Stadium, making it a great base for exploring both New Jersey and New York City. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The one-bedroom apartment is ideal for a family or group of up to four people, with a spacious 75 square metres of living space. Guests will appreciate the fully equipped kitchen, air conditioning, and free parking, as well as the comfortable amenities provided.
Newly Renovated Condo, Minutes To Nyc! - Long Island, NY
9.9 182 reviews
Long Island, NY
20/08 – 23/08
£431/nighttotal: £1293 (3 )

Newly Renovated Condo, Minutes To Nyc!

2 4
apartment , Jersey City
This charming one-bedroom house is located in Downtown Jersey City, just a short walk from Liberty State Park and Newport Centre, offering easy access to both the city's attractions and the Manhattan skyline. It has received excellent ratings for location, cleanliness, and overall user experience.
The 65 square metre property comfortably accommodates up to four guests and features a fully equipped kitchen, a terrace, a garden, a spa, and parking. Guests can enjoy a range of amenities including a Jacuzzi, air conditioning, and free Wi-Fi, as well as a playground for children.
Huge Backyard, Large Living Room With Dining Area, Large Den With Built-in... - Long Island, NY
9.9 27 reviews
Long Island, NY
10/09 – 20/12
£315/nighttotal: £31815 (101 )

Huge Backyard, Large Living Room With Dining Area, Large Den With Built-in...

4 2
apartment , North Sea
This charming house is located just 3 kilometres from the beautiful beaches of The Hamptons, North Sea Bathing Beach, and North Main Street Historic District, offering a peaceful retreat in a picturesque setting. The house has consistently received excellent ratings for its location, cleanliness, and overall experience.
This property sleeps up to 8 guests and features 4 bedrooms and 2 bathrooms. The house is fully equipped with a kitchen, washing machine, air conditioning, a private swimming pool, a jacuzzi, and a terrace, providing everything you need for a comfortable and enjoyable stay.
Spacious 2br Stay W/ Free Parking - Long Island, NY
10 5 reviews
Long Island, NY
20/07 – 26/07
£224/nighttotal: £1344 (6 )

Spacious 2br Stay W/ Free Parking

2 4
apartment , Brentwood
This two-bedroom flat in Brentwood offers private ground-floor access and parking for two vehicles, situated centrally on Long Island for easy access to shops, restaurants, parks, and major roads, with the beaches of Long Island and attractions of New York City within a short drive.
This apartment accommodates up to four guests and includes essential amenities such as air conditioning and a kitchen, making it a practical base for exploring the local area and beyond.
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