Holiday homes & rentals in Long Island - HomeToGo base64Hash Holiday homes & rentals in Long Island - HomeToGo

Holiday homes & rentals in Long Island

Find 7,632 available offers from 22 partners
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Top 15 Recommended holiday lettings in Long Island

Find your perfect holiday home, apartment or cottage in Long Island from just £82 per night!

House Kismet
House ∙ 19 guests ∙ 6 bedrooms

House with BBQ & terrace | Nature view

Kismet, Fire Island, New York, United States
This Kismet house rental features a kitchen, balcony, and space for 19, perfect for unforgettable family gatherings by the beach.
from £894
per night
Outstanding(57 ratings)
from £894
per night
View deal
Cottage Montauk
Cottage ∙ 4 guests ∙ 2 bedrooms

Child-friendly cottage with terrace, garden & barbecue | Pets allowed

Montauk, East Hampton, New York, United States
This Montauk cottage features a garden, fireplace, and kitchen, perfect for families seeking a memorable beach getaway.
from £82
per night
Outstanding(17 ratings)
from £82
per night
View deal
House Montauk
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped holiday home with garden, barbeque & terrace | Nature view

Montauk, East Hampton, New York, United States
This Montauk house rental features a kitchen, garden, balcony, and parking, accommodating up to 10 guests for a memorable getaway.
from £788
per night
Outstanding(48 ratings)
from £788
per night
View deal
House Remsenburg
House ∙ 12 guests ∙ 6 bedrooms

Holiday home with pool & barbecue | Dogs allowed

Remsenburg, Remsenburg-Speonk, New York, United States
This Remsenburg house rental accommodates 12 guests, featuring a pool, kitchen, and is pet-friendly for your perfect getaway.
from £761
per night
Excellent(20 ratings)
from £761
per night
View deal
House Southampton
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped lovely house with garden, jacuzzi & terrace | Nature view | Suitable for remote work

Southampton, Suffolk County, New York, United States
This Sag Harbor house rental features a private pool, spa, hot tub, and garden, perfect for a relaxing getaway for 10.
from £870
per night
Excellent(26 ratings)
from £870
per night
View deal
House Hampton Bays
House ∙ 16 guests ∙ 8 bedrooms

Children-friendly holiday home with terrace, garden & hot tub | Pets allowed

Hampton Bays, Southampton, New York, United States
This house rental in Hampton Bays features a private heated pool, hot tub, and garden, ideal for family gatherings and pets.
from £869
per night
Excellent(31 ratings)
from £869
per night
View deal
House North Bellport
House ∙ 4 guests ∙ 3 bedrooms

House with terrace, private pool & BBQ

North Bellport, Brookhaven, New York, United States
This North Bellport house rental features a private pool, fireplace, and kitchen, perfect for a getaway with friends or family.
from £123
per night
Very good(43 ratings)
from £123
per night
View deal
House Montauk
House ∙ 15 guests ∙ 6 bedrooms

Holiday home with garden, private pool & terrace | Lake view

Montauk, East Hampton, New York, United States
This Montauk house rental features a private pool, lake views, and ample space for 15, perfect for a memorable family getaway.
from £1,150
per night
Outstanding(68 ratings)
from £1,150
per night
View deal
House Northwest Harbor
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly beautiful house with terrace, pool & barbeque | Dogs allowed

Northwest Harbor, East Hampton, New York, United States
This house rental in Northwest Harbor features a pool, kitchen, and parking, perfect for a family getaway with pets.
from £747
per night
Excellent(38 ratings)
from £747
per night
View deal
House Montauk
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly nice holiday home with garden, terrace & jacuzzi | Pets are welcome

Montauk, East Hampton, New York, United States
This Montauk house rental features a private pool, hot tub, and garden, perfect for families and pets, accommodating up to 10 guests.
from £1,116
per night
Outstanding(33 ratings)
from £1,116
per night
View deal
House Hampton Bays
House ∙ 13 guests ∙ 5 bedrooms

Child-friendly beautiful house with private pool, garden & jacuzzi

Hampton Bays, Southampton, New York, United States
This Hampton Bays house rental features a private heated pool, hot tub, and garden, perfect for family getaways with 13 guests.
from £646
per night
Outstanding(89 ratings)
from £646
per night
View deal
House Ocean Bay Park
House ∙ 14 guests ∙ 5 bedrooms

Family-oriented holiday home with barbecue, heated pool & terrace | Next to the beach | Pets allowed

Ocean Bay Park, Fire Island, New York, United States
This house rental in Ocean Bay Park features a heated pool, fireplace, and balcony, perfect for family vacations with pets.
from £1,008
per night
Outstanding(12 ratings)
from £1,008
per night
View deal
House Ocean Bay Park
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented ample house with jacuzzi, BBQ & terrace | Nature view | Close to the beach

Ocean Bay Park, Fire Island, New York, United States
This house rental in Ocean Bay Park features a kitchen, hot tub, and ample space for up to 10 guests, perfect for family getaways.
from £827
per night
Outstanding(82 ratings)
from £827
per night
View deal
House East Quogue
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, private pool & garden

East Quogue, Southampton, New York, United States
This East Quogue house rental features a private heated pool, hot tub, garden, and space for up to 10 guests, making it perfect for families.
from £842
per night
Outstanding(9 ratings)
from £842
per night
View deal
House Fire Island
House ∙ 12 guests ∙ 4 bedrooms

Holiday home with hot tub & barbecue

Fire Island, Suffolk County, New York, United States
This spacious house on Fire Island features a hot tub, fireplace, and balcony, perfect for family gatherings by the waterside.
from £738
per night
Excellent(39 ratings)
from £738
per night
View deal

Holiday lettings and apartments with air conditioning

House  Fire Island
from £861 per night
House ∙ 10 guests ∙ 5 bedrooms

House with garden, terrace & pool

Fire Island, Suffolk County, New York, United States
Air conditioning
View deal
House  Montauk
from £379 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly nice house with barbeque, garden & terrace | Pets allowed

5.0
Outstanding(2 ratings)
Montauk, East Hampton, New York, United States
Air conditioning
View deal
Farmhouse  North Fork
from £651 per night
Farmhouse ∙ 12 guests ∙ 6 bedrooms

Farm with BBQ, private pool & garden

5.0
Outstanding(10 ratings)
North Fork, Northville, New York, United States
Air conditioning
View deal
See all offers

Best holiday homes with a patio or terrace

House  Montauk
from £388 per night
House ∙ 14 guests ∙ 5 bedrooms

Holiday home with garden, terrace & BBQ

5.0
Outstanding(36 ratings)
Montauk, East Hampton, New York, United States
Balcony/Patio
View deal
House  Ocean Beach
from £313 per night
House ∙ 9 guests ∙ 4 bedrooms

Children-friendly house with jacuzzi, barbecue & terrace | Next to the beach | Pets are welcome

5.0
Outstanding(10 ratings)
Ocean Beach, Islip, New York, United States
Balcony/Patio
View deal
House  Bellport
from £146 per night
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with private pool, terrace & garden

5.0
Outstanding(19 ratings)
Bellport, Brookhaven, New York, United States
Balcony/Patio
View deal
See all offers

Holiday homes and cottages with a garden

House  Westhampton Beach
from £222 per night
House ∙ 12 guests ∙ 6 bedrooms

Family-oriented beautiful holiday home with garden, terrace & private pool | Nature view | Pets allowed

5.0
Outstanding(254 ratings)
Westhampton Beach, Southampton, New York, United States
Garden
View deal
House  East Hampton North
from £435 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with barbeque, private pool & terrace

5.0
Outstanding(50 ratings)
East Hampton North, East Hampton, New York, United States
Garden
View deal
House  East Hampton
from £737 per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented holiday home with garden, barbeque & jacuzzi | Nature view

4.9
Outstanding(91 ratings)
East Hampton, Suffolk County, New York, United States
Garden
View deal
See all offers

Budget-friendly Holiday Homes in Long Island

Find Fantastic yet Cheap Lettings

House Shinnecock Hills
from £882 per night
House ∙ 4 guests ∙ 3 bedrooms

Holiday home with hot tub, barbeque & terrace | Suitable for remote work

5.0
Outstanding(21 ratings)
Shinnecock Hills, Southampton, New York, United States
View deal
House Cherry Grove
from £507 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with BBQ, jacuzzi & terrace | Next to the beach | Dogs allowed

5.0
Outstanding(31 ratings)
Cherry Grove, Fire Island, New York, United States
View deal
House Mastic
from £840 per night
House ∙ 15 guests ∙ 4 bedrooms

Child-friendly beautiful holiday home with terrace, private pool & barbeque

4.3
Very good(21 ratings)
Mastic, Brookhaven, New York, United States
View deal

Top-Rated Lettings and Properties in Long Island

Book Holiday Letting Offers with the Highest User Rating

Farmhouse North Fork
from £226 per night
Farmhouse ∙ 8 guests ∙ 3 bedrooms

Farm with terrace, private pool & barbecue

5.0
Outstanding(28 ratings)
North Fork, Northville, New York, United States
View deal
House Sagaponack
from £195 per night
House ∙ 3 guests ∙ 1 bedroom

House with terrace, BBQ & private pool

5.0
Outstanding(16 ratings)
Sagaponack, Southampton, New York, United States
View deal
House Fire Island
from £977 per night
House ∙ 14 guests ∙ 7 bedrooms

Child-friendly house with private pool, terrace & barbeque | City view | Close to the beach | Pet-friendly

5.0
Outstanding(6 ratings)
Fire Island, Suffolk County, New York, United States
View deal

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Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Long Island

  • Pool (4,187)
  • WiFi (6,603)
  • Kitchen (4,953)
  • TV (6,097)
  • Air conditioning (6,549)
  • Balcony/patio (4,125)
  • Washing machine (4,161)
  • Parking (258)
  • Grill (3,990)
  • Pet-friendly (2,327)
  • No smoking (6,626)
  • Dishwasher (3,375)

Many travellers are looking for a holiday letting that has a pool. Many of the properties in Long Island have this feature. Hotel room with pools in Long Island are an excellent choice for groups of 7 and cost, on average, £1,127 a night. In Long Island, nearly half of the holiday rentals offering a pool are situated close to the water.

Price and Availability Index for Long Island

Click on any bar to see price and availability information

Holiday Letting Price Information in Long Island

The graph shows the average holiday accommodation prices for the next twelve months in Long Island. Prices during one week in July (04/07 – 11/07) go up to £932 per night, which is the highest average price in the next 12 months. Long Island is cheaper during one week in April (18/04 – 25/04), when prices are on average £815 a night.

Rental availability information in Long Island

This graph shows the holiday letting availability rate for the next twelve months. In one week of April (03/04 – 10/04), 96% of the holiday homes are booked. The week with the most available holiday lettings is in May (23/05 – 30/05), with 65 of the holiday rentals available.

A perfect mix of culture and nature with holiday homes in Long Island

Just outside of New York, you'll find holiday homes in Long Island to suit your style. Whether you want a loft-like apartment or a country escape, your new abode offers you fabulous culture on the Atlantic coastline. What more could you wish for?

What are the best activities for families in Long Island?

Long Island for little people

There's so much to do with children in Long Island. From fruit picking in the summer to farms, zoos, and amusement parks - you're guaranteed to have a blast. Long Island Farm Country combines the bucolic bliss of the area with petting zoos, fruit picking, and tasty treats. Children never forget summer camp in Long Island where they get to explore all its outward bound activities and cultural attractions with newfound best friends.

What are the must-see attractions in Long Island?

Sights to long for

Sagamore Hill

The family abode of the famous 26th President of the United States, this Summer White House was selected for the splendor of its natural surroundings and attracted international attention during Theodore Roosevelt's presidency. Guided tours welcome you into the president's world and a fascinating period of history.

Old Westbury Gardens

It's no surprise that Old Westbury Gardens features on the National Register of Historic Places. Designed by Englishman George Crawley, their 200 acres surround his Charles II style mansion. Discover formal gardens profuse with scenic vistas, lakes and elegance.

Nassau County Museum of Art

A wonderful art collection and internationally recognised art resource where you can discover beautiful creations by leading artists. See art interact with nature in the delightful sculpture garden, learn about historical art movements, and enjoy screenings of art house movies and documentaries. Summer art studios engage the community with an exhilarating array of events and programs.

Robert Moses State Park

The four million annual visitors to this delightful beachfront park can't be wrong. An 18 hole pitch and put course, volleyball courses, and surf shops set you on your way to hours of blissful holiday time as you soak up the sun.

Tobay Beach

Surf and bathe in the Atlantic ocean, or hop aboard one of 150 boats moored at the marina and head out into the deep blue. Be sure to visit the Seafood Shack for scrumptious meals you can savor as you look out over that seemingly endless ocean.

Information about holiday rentals in Long Island

🏡 Holiday homes available 7,632 rentals
🌙 Nightly prices from £82
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly rentals 2,503 properties
🏊 Holiday rentals with pools 4,682 properties
5 reviews
Long Island holiday rentals have an average rating of 4/5 across 5 reviews left by travellers.

Frequently Asked Questions

What is a common nightly rate for a holiday home in Long Island?

Nightly rates for holiday rentals in Long Island start from around £82. Prices vary depending on the type of holiday let, season, and amenities. Use HomeToGo to compare deals and find the best value for your trip.

How many holiday homes are available to rent in Long Island? And what are the most popular types of holiday lets?

There are 7,632 holiday homes in Long Island to browse and book for your next trip. Two-thirds of holiday rentals in Long Island are house rentals, making them a top pick among travellers. These are perfect for groups of around 8 people, offering comfort and flexibility. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most searched holiday home amenity in Long Island?

Travellers planning trips to Long Island most often look for Pool, Internet, and Kitchen when it comes to holiday home amenities.

Do you offer holiday homes with a swimming pool in Long Island?

Yes, 61% of holiday lettings in Long Island include access to a swimming pool. Enjoy your own private swim spot by browsing one of the 4,682 properties with a pool available. Use HomeToGo to browse offers with pools and book your dream holiday rental!

What's the best time of year to travel to Long Island?

July and August are usually the warmest months in Long Island, while November and September have less rain.

Where can I see deals on holiday accommmodation in Long Island?

You can get fabulous discounts on holiday rentals in Long Island with the nightly price of a let starting at just £82 - and HomeToGo has created a range of features that make it quick and simple to locate some awesome offers. When thinking about the timing for your holiday, try a search using HomeToGo's flexible dates technology to easily look for great value time periods and see discounts of as much as 8%. Additionally, HomeToGo's 'distance from' filter can help you see hidden gem holiday homes in great value, under-the-radar locales that are just as close to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Start searching with time to spare to take advantage of the greatest variety of options and low prices - and do so with confidence by using HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of booking a holiday home in Long Island with HomeToGo?

From increased privacy away from the crowds to plenty of room to enjoy with your loved ones, holiday rentals in Long Island offer a variety of bonuses. HomeToGo provides genuine ratings written by previous guests, and searching is safe, simple, and stress-free - so with 7,632 rentals from 22 providers in the area, you're bound to locate the right type of accommodation with all of the amenities you need in Long Island.

Do you offer holiday accommodation for couples in Long Island?

There are lovely holiday homes in Long Island designed with couples in mind. Enjoy a romantic retreat with just the right amount of space and charm. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Long Island?

Yes, there are 6812 waterfront holiday lets available in Long Island. Staying close to the water is ideal for scenic views and a relaxing atmosphere. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. Our smart search makes it easy to find what suits you. Your next great stay is just a few clicks away.

Can I find family-friendly holiday lettings in Long Island?

Holiday cottages in Long Island are a great fit for families, offering comfort, space and handy amenities. Many come with space for large groups and practical features like kitchens and gardens. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Worried about changes? Plenty of holiday rentals listed on HomeToGo come with free cancellation options. Just make sure to check the property's policy before booking.

Is it possible to rent a holiday home for a weekend getaway in Long Island?

Yes, many holiday lets in Long Island offer flexible booking options, including weekend stays. You’ll find plenty of holiday homes that accept 2-3 night bookings. HomeToGo helps you spot the best weekend-friendly options fast.

Are there any last-minute holiday rental deals in Long Island?

Yes, HomeToGo regularly features last-minute holiday deals in Long Island, perfect for spontaneous getaways. These can be a great way to save up to 8% on spontaneous getaways. Use HomeToGo’s filters to see what’s available right now.

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