Long Island holiday homes

We found 7,424 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:18 Dec - 25 Dec

Dining
Living area
Exterior
Pool
Exceptional
(12 reviews)

Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

Orient

7% off
NZ$22,464
for 7 nights, 1 room
NZ$3,209 per night
includes taxes & fees
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
Chef kitchen with breakfast area on 2nd floor
Dining table and picnic table
water view
2nd floor deck with additional dining and leisure seating.
Heated pool with gorgeous water and natural wetland view
Exceptional
(38 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

8% off
NZ$18,596
for 7 nights, 1 home
NZ$2,657 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
The Harbor
Private kitchen
Exterior
Patio
Exceptional
(102 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

15% off
NZ$15,508
for 7 nights, 1 home
NZ$2,215 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Golf
Dining
Room
Bar (on property)
Exceptional
(71 reviews)

Northport quaint restored Boathouse with sunset views!

Northport

8% off
NZ$5,228
for 7 nights, 1 cottage
NZ$747 per night
includes taxes & fees
Northport quaint restored Boathouse with sunset views!
Exterior
Living area
Room
Bathroom
Exceptional
(54 reviews)

Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town

Ocean Beach

7% off
NZ$11,916
for 7 nights, 1 home
NZ$1,702 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
Property grounds
Interior
Dining
Outdoor dining
Exceptional
(15 reviews)

The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach

Bay Shore

8% off
NZ$30,699
for 7 nights, 1 home
NZ$4,386 per night
includes taxes & fees
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Living area
Dining
Interior
Living area
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
NZ$14,827
for 7 nights, 1 home
NZ$2,118 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Outdoor dining
Exterior
Interior
Interior
Exceptional
(8 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

12% off
NZ$8,755
for 7 nights, 1 home
NZ$1,251 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Room
Living area
Property grounds
Property grounds
Very good
(21 reviews)

Fair Harbor Living - Barefoot Beach Getaway

Bay Shore

8% off
NZ$10,159
for 7 nights, 1 home
NZ$1,451 per night
includes taxes & fees
Fair Harbor Living - Barefoot Beach Getaway
Pool
Bay facing side of house
Exterior
Game room
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
NZ$10,110
for 7 nights, 1 home
NZ$1,444 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Room
Pool
Exterior detail
Pool
Excellent
(36 reviews)

The Jahmtons Guest Room

Ridge

8% off
NZ$1,759
for 7 nights, 1 room
NZ$251 per night
includes taxes & fees
The Jahmtons Guest Room
Dining Room with seating for Ten
Pool
Outdoor dining
Exterior
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
NZ$15,000
for 7 nights, 1 home
NZ$2,143 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Interior
Property grounds
Room
Private kitchen
Very good
(34 reviews)

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Mastic Beach

7% off
NZ$4,520
for 7 nights, 1 home
NZ$646 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Living area
Outdoor dining
Welcome to Vineyard View
More vineyard views
Exceptional
(26 reviews)

Vineyard View, Bike to the Most Beautiful Beach

Mattituck

8% off
NZ$12,531
for 7 nights, 1 home
NZ$1,790 per night
includes taxes & fees
Vineyard View, Bike to the Most Beautiful Beach
Living area
Private kitchen
Living area
Terrace/patio
Exceptional
(59 reviews)

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach

8% off
NZ$7,520
for 7 nights, 1 home
NZ$1,074 per night
includes taxes & fees
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Front entrance, park-like grounds
Living area
park-like grounds
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
NZ$17,392
for 7 nights, 1 home
NZ$2,485 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
lower bedroom with walk in closet and king size tempurpedic bed
view as you walk into sunroom
Nice place for Breakfast in the sunroom
Door to outside, Like the flowers?
Exceptional
(59 reviews)

1856 Trading House w/ walk to water

Mount Sinai

12% off
NZ$3,670
for 7 nights, 1 apartment
NZ$524 per night
includes taxes & fees
1856 Trading House w/ walk to water
Private kitchen
Exterior
Interior
Property grounds
Exceptional
(39 reviews)

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead

8% off
NZ$9,018
for 7 nights, 1 home
NZ$1,288 per night
includes taxes & fees
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Living area
Exterior
Dining
Pool
Exceptional
(39 reviews)

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms

Eastport

8% off
NZ$27,086
for 7 nights, 1 home
NZ$3,869 per night
includes taxes & fees
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
Interior
.
Private kitchen
Outdoor dining
Exceptional
(82 reviews)

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

7% off
NZ$13,560
for 7 nights, 1 home
NZ$1,937 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Living area
Private kitchen
Exterior
Room
Exceptional
(7 reviews)

House close to JFK NY & Long Island 1st Fl

Uniondale

8% off
NZ$2,755
for 7 nights, 1 home
NZ$394 per night
includes taxes & fees
House close to JFK NY & Long Island 1st Fl
Terrace/patio
Exterior
Pool
Interior
Exceptional
(36 reviews)

40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation

Center Moriches

12% off
NZ$6,973
for 7 nights, 1 home
NZ$996 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Enjoy nearby North Fork and South Fork wineries and many other local attractions
Kitchen is stocked with a selection of pots dishes and utensils
Spacious living room with sliders to the patio pool and backyard
This area is perfect for reading and relaxing
Exceptional
(108 reviews)

Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Westhampton Beach

8% off
NZ$9,288
for 7 nights, 1 home
NZ$1,327 per night
includes taxes & fees
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
Interior
Exterior detail
Living area
Interior
Exceptional
(14 reviews)

Farm and Wine Lovers’ Cottage Near the Hamptons

East Moriches

7% off
NZ$6,401
for 7 nights, 1 home
NZ$914 per night
includes taxes & fees
Farm and Wine Lovers’ Cottage Near the Hamptons
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Long Island

  • Stunning Beaches: Long Island boasts beautiful beaches perfect for swimming, sunbathing, and water sports, offering a quintessential summer getaway.
  • Rich Cultural Experiences: The island features diverse museums, galleries, and historical sites that cater to art and history enthusiasts.
  • Scenic Coastal Drives: Enjoy picturesque drives along the coastline, showcasing breathtaking views and charming seaside communities.
  • Outdoor Adventures: Explore numerous parks and nature reserves, ideal for hiking, biking, and enjoying the great outdoors.
  • Vibrant Neighbourhoods: Discover unique local shops, eateries, and markets in various communities, each with its own character and charm.

Top attractions near Long Island

Long Island, New York, is a delightful destination offering family-friendly adventures, urban parks, and expansive beaches. Visitors can explore vibrant urban parks and enjoy outdoor activities at national and state parks, making it an ideal spot for those seeking both cultural and beach experiences. Whether you're travelling with family or friends, Long Island promises a memorable escape filled with diverse attractions.

  • Fire Island Lighthouse: Experience a piece of local history. This historic lighthouse, located 19km from Long Island, offers cultural vibes and stunning coastal views.
  • Fire Island National Seashore: Immerse yourself in outdoor adventure and beautiful scenery at this national state park, situated 11km from Long Island.
  • Carrington House: Discover the charm of local heritage at this historic house, 14km from Long Island, radiating cultural vibes.

Things to do recommended for couples

Long Island offers idyllic sunsets at Montauk Point Lighthouse and wine tasting at charming vineyards in the North Fork. Enjoy romantic beach walks at Jones Beach or indulge in a couples' spa day in the Hamptons for a perfect getaway.

Things to do recommended for families

Families visiting Long Island can explore the thrilling rides at Adventureland, enjoy hands-on exhibits at the Long Island Children's Museum, and relax on the beautiful beaches of Jones Beach State Park. Don't miss the exciting wildlife at the Long Island Aquarium for a memorable day out.

Things to do recommended for groups

Groups visiting Long Island can enjoy wine tastings at local vineyards, relax on beautiful beaches, or embark on a scenic bike ride along the coastline. Explore charming towns like Sag Harbor and Montauk for unique shopping and dining experiences, creating lasting memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Long Island

Whether you're journeying with a group, as a family, with your furry friends or seeking extended stays, be sure to refine your search based on your specific needs. Here are some Vrbo booking tips for you.

  • Traveling to Long Island with a group: Consider how many bedrooms you'll require, along with extras like a full kitchen or an outdoor area for group gatherings. Luckily, you can filter for all these features – and more – on Vrbo.
  • Traveling to Long Island with young kids: Traveling with little ones can be quite a challenge. You want to make sure they’re comfortable and safe, with the right amenities for their age – like a private swimming pool. It’s also wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Long Island: For many, a family holiday isn’t complete without the company of their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly listings offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Long Island: If you're in search of holiday rentals with special offers for month-long stays or more, you've come to the right place. Using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include extras like parking spaces, a well-equipped kitchen, or a private pool in your search.

Where to stay near Long Island

Long Island offers a diverse mix of family-friendly and urban experiences. Enjoy scenic coastal drives, charming neighbourhoods, and plenty of outdoor adventures. The island’s vibrant attractions and amenities provide a welcoming atmosphere, perfect for leisurely exploration or business trips. Whether you’re seeking romantic getaways or active recreation, Long Island delivers a unique blend of cultural and natural highlights for every traveller.

  • Fire Island: Situated approximately 16km from Long Island, Fire Island is a stunning destination renowned for its natural beauty and vibrant outdoor lifestyle. This charming island offers a romantic getaway with its pristine beaches and scenic boardwalks. Visitors can indulge in various activities, including shopping at local boutiques and enjoying leisurely strolls along the picturesque coastline. The family-friendly beaches and tranquil lakes are perfect for a day of relaxation or a picnic with loved ones, making Fire Island a must-visit for those seeking outdoor adventure.
  • Islip: Located about 10km from Long Island, Islip is a bustling city that provides a perfect blend of outdoor and urban experiences. Families will find plenty to engage with, from recreational areas to educational venues that cater to all ages. The city is home to scenic beaches and vibrant tourist precincts, ensuring that visitors have ample opportunities for fun and relaxation. With its charming shops and restaurants, Islip is an ideal spot for those looking to explore local culture while enjoying the great outdoors.
  • Sayville: Just 8km from Long Island, Sayville is an inviting city that promises adventure for the entire family. Known for its outdoor activities, visitors can enjoy educational experiences and golf at local courses. The area is bordered by beautiful beaches and a national state park, offering opportunities for hiking, water sports, and exploration of nature. Sayville's friendly atmosphere and diverse attractions make it an excellent choice for those keen on an adventurous holiday experience.

Best time to go to Long Island

If you're planning a trip to Long Island, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.7°F (1.5°C)Light RainMostly SunnyAverage
February34.7°F (1.5°C)Light RainMostly SunnyAverage
March41.0°F (5.0°C)Light RainMostly SunnyAverage
April50.0°F (10.0°C)Light RainMostly SunnyAverage
May60.6°F (15.9°C)Light RainMostly SunnyAverage
June68.7°F (20.4°C)Light RainMostly SunnySlightly High
July76.8°F (24.9°C)Light RainMostly SunnySlightly High
August75.4°F (24.1°C)Light RainMostly SunnySlightly High
September69.6°F (20.9°C)Light RainMostly SunnyAverage
October59.9°F (15.5°C)Light RainMostly SunnySlightly Low
November48.0°F (8.9°C)Light RainMostly SunnySlightly Low
December40.1°F (4.5°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

Seeking savings on your upcoming journey? Being flexible with your travel dates can really pay off, as prices often fluctuate. You could also enjoy substantial discounts by planning a longer stay. To find a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for you to plan new adventures, continue your previous arrangements, or manage your trip details. You can easily access your saved or booked properties, organised into categories like Potential, Upcoming, or Current Trips. To begin using the Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Travel to lively Long Island

The area's live music and wineries are just some of the reasons to come on holiday to Long Island. Renowned for its island views, shopping and beaches, this city welcomes all visitors. Flushing Meadows-Corona Park and Barclays Center Brooklyn are just a couple of the must-see attractions. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Long Island

Do you want to find attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that makes Long Island a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Stonebridge Golf Links and Country Club (5 mi / 8.1 km)
  • Adventureland (15.1 mi / 24.3 km)
  • Bethpage Black State Park Golf Course (17.1 mi / 27.5 km)
  • Bethpage Black (17.2 mi / 27.8 km)
  • Cold Spring Harbor Laboratory (18.1 mi / 29.2 km)
  • Oyster Bay Golf Course (18.2 mi / 29.3 km)

Exploring the beaches and other natural features in Long Island

Whether you're an active traveller or just want to spend some time taking in the scenery, Long Island is a great place to spend some time outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Ronkonkoma (2.6 mi / 4.2 km)
  • Fire Island National Seashore (6.6 mi / 10.7 km)
  • Islip Town Beach (7.1 mi / 11.4 km)
  • Shorefront Park (7.3 mi / 11.7 km)
  • Ocean Beach (10 mi / 16.2 km)
  • Robert Moses Beach (13.7 mi / 22 km)

Travelling to and around Long Island

The nearest airport is in Islip, NY (ISP-MacArthur), located 2 mi (3.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 14 mi (22.5 km) away.

If you prefer to travel by train, Ronkonkoma Station, Central Islip Station and Oakdale Station are the main stations that serve the city. You can see more of Long Island by jumping on the metro at Jamaica 179 St. Station, Far Rockaway - Mott Av. Station or 169 St. Station.

Frequently asked questions

What is the best area to stay in Long Island when booking a holiday home?
If you're on your way to Long Island, Springs is among the more sought-after areas to book a holiday home. While here, keep busy by exploring leading attractions like Pollock-Krasner House and Study Centre and Kaplan Meadows Sanctuary.
What is the most popular type of holiday home accommodation in Long Island?
Based on our data, houses are the most popular property type in Long Island. But as you know, everyone's idea of an epic stay is bound to be different. Bookabach has holiday homes of all shapes, sizes and budgets, so you're sure to find your ideal match.
How much does it cost to rent a holiday home in Long Island?
Different factors determine how much you'll pay for a holiday home in Long Island, including the time of year, length of stay and property type. But, all of our holiday homes have something in common — exceptional value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Long Island?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Put in your Long Island travel dates to see your options on Bookabach. Can't live without a private pool? Use the filters to select the features and amenities you want in your home.
What are popular home amenities in Long Island?
Some of the most popular home amenities people look for in Long Island include a sauna, an electric car charging station and tennis. Whether you're holidaying with family, friends or even pets, Bookabach holiday properties feature the best amenities for making new memories with the people closest to you.
Can I find two-bedroom holiday homes in Long Island?
Take off with your loved ones and experience complete comfort and privacy in one of the 477 two-bedroom holiday homes Long Island has to offer.
Are there holiday homes with WiFi in Long Island?
Pick from 1,688 holiday homes with WiFi in Long Island. If you want to disconnect from daily life during your trip, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Long Island?
You should check with the Long Island holiday home you want on Bookabach as the age limit varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Long Island for?
It's up to the Long Island property. To see all available options offering extended stays, simply type your travel dates and number of people into Bookabach's search page. Enjoy having the whole place to yourself, along with amenities such as a kitchen, air conditioning and outdoor spaces to play in. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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