Long Island holiday rentals

We found 7,425 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:11 Dec - 18 Dec

Pool
Living area
Living area
Dining
Exceptional
(12 reviews)

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

Orient

8% off
AU$16,731
for 7 nights, 1 room
AU$2,390 per night
includes taxes & fees
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
2nd floor deck with additional dining and leisure seating.
Dining table and picnic table
water view
Main Entrance
Chef kitchen with breakfast area on 2nd floor
Exceptional
(37 reviews)

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

Southampton

8% off
AU$12,144
for 7 nights, 1 home
AU$1,735 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Dining
Interior
Private kitchen
Outdoor dining
Exceptional
(15 reviews)

The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach

Bay Shore

8% off
AU$24,776
for 7 nights, 1 home
AU$3,539 per night
includes taxes & fees
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Dining Room
Private kitchen
Patio
The Harbor
Exceptional
(100 reviews)

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

Sag Harbor

16% off
AU$11,731
for 7 nights, 1 home
AU$1,676 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Interior
Dining
Private kitchen
Living area
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
AU$8,595
for 7 nights, 1 home
AU$1,228 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Property grounds
Living area
Room
Property grounds
Very good
(21 reviews)

Fair Harbor Living - Barefoot Beach Getaway

Bay Shore

8% off
AU$8,106
for 7 nights, 1 home
AU$1,158 per night
includes taxes & fees
Fair Harbor Living - Barefoot Beach Getaway
Game room
Bay facing side of house
Exterior
Pool
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
AU$6,960
for 7 nights, 1 home
AU$994 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Bar (on property)
Dining
Room
Property grounds
Exceptional
(71 reviews)

Northport quaint restored Boathouse with sunset views!

Northport

8% off
AU$4,150
for 7 nights, 1 cottage
AU$593 per night
includes taxes & fees
Northport quaint restored Boathouse with sunset views!
Living area
Exterior
Terrace/patio
Interior
Exceptional
(36 reviews)

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

Center Moriches

12% off
AU$5,468
for 7 nights, 1 home
AU$781 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
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
AU$10,204
for 7 nights, 1 home
AU$1,458 per night
includes taxes & fees
Vineyard View, Bike to the Most Beautiful Beach
Private kitchen
Exterior detail
Interior
Interior
Exceptional
(14 reviews)

Farm and Wine Lovers’ Cottage Near the Hamptons

East Moriches

7% off
AU$4,881
for 7 nights, 1 home
AU$697 per night
includes taxes & fees
Farm and Wine Lovers’ Cottage Near the Hamptons
Living area
Property grounds
Dining
Exterior
Excellent
(35 reviews)

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H

Medford

6% off
AU$2,019
for 7 nights, 1 home
AU$288 per night
includes taxes & fees
Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
Room
Property grounds
Private kitchen
Interior
Very good
(34 reviews)

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

Mastic Beach

8% off
AU$3,594
for 7 nights, 1 home
AU$513 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Exterior
Pool
Outdoor dining
Master bedroom with ensuite bathroom
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
AU$11,868
for 7 nights, 1 home
AU$1,695 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
lower bedroom with walk in closet and king size tempurpedic bed
view as you walk into sunroom
Door to outside, Like the flowers?
Nice place for Breakfast in the sunroom
Exceptional
(59 reviews)

1856 Trading House w/ walk to water

Mount Sinai

12% off
AU$2,996
for 7 nights, 1 apartment
AU$428 per night
includes taxes & fees
1856 Trading House w/ walk to water
Interior
Exterior
Property grounds
Private kitchen
Exceptional
(37 reviews)

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

Riverhead

8% off
AU$7,258
for 7 nights, 1 home
AU$1,037 per night
includes taxes & fees
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Interior
.
3 acres of beautiful land
Private kitchen
Exceptional
(81 reviews)

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

Hampton Bays

7% off
AU$10,552
for 7 nights, 1 home
AU$1,507 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Living area
Interior
Dining
Living area
Exceptional
(63 reviews)

Center of Town - Ideal for Beach, Golf & Tennis

Montauk

8% off
AU$6,858
for 7 nights, 1 home
AU$980 per night
includes taxes & fees
Center of Town - Ideal for Beach, Golf & Tennis
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
Facade
From the bedroom
Front yard closeup
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,605
for 7 nights, 1 cottage
AU$1,086 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Room
Pool
Room
Exterior detail
Excellent
(36 reviews)

The Jahmtons Guest Room

Ridge

8% off
AU$1,423
for 7 nights, 1 room
AU$203 per night
includes taxes & fees
The Jahmtons Guest Room
Dining
Living area
Exterior
Interior
Exceptional
(20 reviews)

4 Bedroom Home Steps from the Ocean

Bay Shore

8% off
AU$12,833
for 7 nights, 1 home
AU$1,833 per night
includes taxes & fees
4 Bedroom Home Steps from the Ocean
Room
Property grounds
Interior
Exterior
Exceptional
(17 reviews)

Charming Riverhead home with large outdoor patio & backyard firepit

Riverhead

12% off
AU$4,126
for 7 nights, 1 home
AU$589 per night
includes taxes & fees
Charming Riverhead home with large outdoor patio & backyard firepit
Private kitchen
Pool
Terrace/patio
Dining
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$22,993
for 7 nights, 1 home
AU$3,285 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Room
Living area
Bathroom
Exterior
Exceptional
(54 reviews)

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

Ocean Beach

8% off
AU$9,093
for 7 nights, 1 home
AU$1,299 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
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Why visit Long Island

  • Scenic coastal escapes: Enjoy pristine beaches and seaside walks along Long Island’s beautiful shores.
  • Expansive parks: Revel in lush urban and state parks ideal for picnics and outdoor activities.
  • Cultural charm: Explore quaint villages and vibrant city scenes offering local arts and heritage.
  • Family-friendly adventures: Delight in diverse recreational activities suitable for all ages.
  • Varied holiday stays: Choose from a range of cosy, local accommodations to complete your retreat.

Popular types of accommodation around Long Island

You have decided on a trip to Long Island, and now comes the fun part – choosing where to stay. Discover the charm of Long Island through its diverse holiday rentals, from private holiday homes and apartments for rent to cosy cottages. Enjoy local attractions, stunning beaches, and historic landmarks as you explore this vibrant region. Find your perfect home rental and immerse yourself in the unique experiences that Long Island has to offer.

  • Private Holiday Homes: Enjoy the utmost privacy and comfort in standalone homes, ideal for creating cherished memories on your stay.
  • Apartments: Experience the ease and convenience of modern apartments, perfect for an urban retreat in Long Island.
  • Cottages: Relish a quaint, cosy cottage experience, offering a charming escape in a picturesque setting.
  • Condos: Indulge in the stylish appeal of condominiums, providing a blend of contemporary living and leisure.
  • Villas: Unwind in elegant villas, where sophistication meets comfort for a truly memorable holiday.**

Top attractions near Long Island

Long Island, New York, offers a splendid retreat with its blend of urban parks, pristine beaches, and national state parks. Ideal for family getaways and cultural adventures, the region provides varied outdoor experiences and vibrant city themes. Visitors can enjoy scenic coastal walks and leisurely park picnics, ensuring an enriching holiday immersed in nature and local charm. Discover the diverse attractions that make Long Island a perfect destination for outdoor enthusiasts and culture seekers alike.

  • Ocean Beach: Enjoy the quintessential beach experience with a serene coastline, gentle waves and the quintessential beach vibes, all located 16km from Long Island.
  • Fire Island Lighthouse: Discover this historic beacon, exuding cultural charm and maritime heritage, situated 19km from Long Island.
  • Sunken Meadow State Park: Revel in outdoor adventures, picturesque scenery and thrilling escapades at this national state park, positioned 18km from Long Island.

Things to do recommended for couples

Long Island offers idyllic couples' experiences, from romantic walks on the sandy shores of the Hamptons to wine tasting at charming vineyards in North Fork. Enjoy a sunset cruise on the Great South Bay, or explore the picturesque gardens of Planting Fields Arboretum for a truly enchanting day together.

Things to do recommended for families

Families visiting Long Island can explore the thrilling Adventure Park at Long Island, enjoy a day at the beautiful Jones Beach State Park, and visit the Long Island Aquarium for fascinating marine life encounters. These experiences promise fun and excitement for all ages.

Things to do recommended for groups

Explore the beautiful beaches of Montauk, indulge in a wine tasting tour at the North Fork vineyards, or take a scenic bike ride along the picturesque coastal paths. Don't miss the chance to visit the historic lighthouses that dot the island's shoreline.

*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 travelling with a group, as a family, with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Long Island with a group: Consider the number of bedrooms required, along with features like a fully-equipped kitchen or an outdoor area for group gatherings. Fortunately, you can refine your search on Stayz to include all these options and more.
  • Traveling to Long Island with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety, as well as ensure access to age-appropriate amenities like a private swimming pool. It is also advisable to consider your closeness to family-friendly attractions.
  • Taking your pets with you to Long Island: Some families wouldn’t consider a holiday complete without their beloved four-legged companion. If you share this sentiment, explore Stayz properties that welcome pets. Many pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Long Island: If you’re seeking holiday lets offering special rates for month-long stays, you’ve come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Consider including features such as a designated parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Long Island

Long Island, New York, offers a delightful blend of vibrant cities and serene coastal landscapes, perfect for family-friendly adventures. From exploring charming villages to enjoying beautiful beaches, visitors can immerse themselves in a variety of outdoor activities and recreational experiences. With its welcoming atmosphere, Long Island boasts excellent amenities and attractions that cater to all ages, ensuring a memorable holiday filled with discovery and relaxation.

  • Fire Island: Located 16km from Long Island, Fire Island is a picturesque barrier island renowned for its stunning beaches and tranquil atmosphere. The island's natural beauty invites visitors to indulge in outdoor adventures, from relaxing on pristine shores to exploring scenic boardwalks. With charming shopping areas and recreational spots, Fire Island is perfect for a romantic getaway or a family outing. Notable landmarks include the beautiful beaches and peaceful lakes, making it an ideal destination for those seeking a serene escape amidst nature.
  • Bohemia: Situated a mere 3km from Long Island, Bohemia is a vibrant city that offers a delightful mix of outdoor activities and urban experiences. The city is particularly family-friendly, featuring educational institutions and an array of shopping options. Golf enthusiasts will appreciate the local golf courses, perfect for a day on the green. Landmarks such as a modern college university and a sports facility stadium add to the city's charm, making Bohemia an excellent spot for both leisure and engagement.
  • Bay Shore: Located 11km from Long Island, Bay Shore is a bustling city that embodies the quintessential beach experience. Visitors flock to this coastal gem for outdoor fun, family-friendly activities, and beachside relaxation. With golf courses and educational venues aplenty, Bay Shore offers a well-rounded travel experience. Local attractions include beautiful family beaches and serene lakes, providing ample opportunities for swimming, picnicking, and enjoying the natural surroundings.

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. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

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

Booking with Stayz is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can often lead to significant savings, as prices tend to vary. Additionally, opting for a longer stay frequently allows you to enjoy substantial discounts. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides a dedicated space where you can begin planning new journeys, pick up where you left off, or review and organise your reservations. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover the Trip Boards, please visit: https://www.stayz.com.au/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 Citi Field 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)
  • Shorefront Park (7.3 mi / 11.7 km)
  • Ocean Beach (10 mi / 16.2 km)
  • Robert Moses Beach (13.7 mi / 22 km)
  • Bethpage State Park (17.5 mi / 28.2 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. Stayz 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 Stayz. 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, Stayz 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 Stayz.
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 Stayz 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 Stayz'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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