Long Island holiday lettings and accommodation - HomeToGo base64Hash Long Island holiday lettings and accommodation - HomeToGo

Long Island holiday lettings and accommodation

Find 7,913 available offers from 30 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 £105 per night!

House Hampton Bays
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly wonderful house with barbeque, terrace & garden | Nature view

Hampton Bays, Southampton, New York, United States
from £655
per night
Outstanding(32 ratings)
from £655
per night
View deal
House Hampton Bays
House ∙ 9 guests ∙ 3 bedrooms

Child-friendly pleasant holiday home with barbecue, terrace & garden | Nature view | Pets allowed

Hampton Bays, Southampton, New York, United States
from £271
per night
Outstanding(5 ratings)
from £271
per night
View deal
House Quogue
House ∙ 10 guests ∙ 4 bedrooms

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

Quogue, Southampton, New York, United States
from £654
per night
from £654
per night
View deal
House Montauk
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped house with garden, terrace & barbeque | Perfect for remote work

Montauk, East Hampton, New York, United States
from £647
per night
Outstanding(16 ratings)
from £647
per night
View deal
House Fire Island
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly ample holiday home with barbecue, private pool & terrace | Nature view | Close to the beach

Fire Island, Suffolk County, New York, United States
from £646
per night
Outstanding(70 ratings)
from £646
per night
View deal
House Shirley
House ∙ 8 guests ∙ 3 bedrooms

House with garden, BBQ & terrace

Shirley, Brookhaven, New York, United States
from £229
per night
Outstanding(97 ratings)
from £229
per night
View deal
House West Hampton Dunes
House ∙ 9 guests ∙ 4 bedrooms

Holiday home with jacuzzi, private pool & BBQ | Nature view

West Hampton Dunes, Southampton, New York, United States
from £662
per night
Outstanding(106 ratings)
from £662
per night
View deal
House Sagaponack
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly big house with terrace, garden & BBQ | Perfect for remote work

Sagaponack, Southampton, New York, United States
from £105
per night
Outstanding(20 ratings)
from £105
per night
View deal
House Springs
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with barbeque, terrace & private pool

Springs, East Hampton, New York, United States
from £214
per night
Outstanding(16 ratings)
from £214
per night
View deal
House East Quogue
House ∙ 9 guests ∙ 3 bedrooms

Holiday home with garden, BBQ & terrace | Perfect for remote work

East Quogue, Southampton, New York, United States
from £166
per night
Outstanding(1 rating)
from £166
per night
View deal
House Northwest Harbor
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly house with BBQ, garden & terrace | Nature view | Pets allowed

Northwest Harbor, East Hampton, New York, United States
from £186
per night
Outstanding(61 ratings)
from £186
per night
View deal
House North Fork
House ∙ 7 guests ∙ 3 bedrooms

Children-friendly pleasant holiday home with garden, private pool & terrace | Perfect for remote work | Pets allowed

North Fork, Northville, New York, United States
from £154
per night
Outstanding(35 ratings)
from £154
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
from £650
per night
Excellent(77 ratings)
from £650
per night
View deal
House Hampton Bays
House ∙ 12 guests ∙ 4 bedrooms

Holiday home with barbeque, terrace & private pool

Hampton Bays, Southampton, New York, United States
from £756
per night
Outstanding(12 ratings)
from £756
per night
View deal
House Westhampton Beach
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful house with private pool, barbecue & terrace | City view | Suitable for remote work

Westhampton Beach, Southampton, New York, United States
from £287
per night
Very good(6 ratings)
from £287
per night
View deal

Holiday lettings and apartments with air conditioning

House  Montauk
from £843 per night
House ∙ 16 guests ∙ 6 bedrooms

House with private pool, garden & BBQ | City view

5.0
Outstanding(17 ratings)
Montauk, East Hampton, New York, United States
Air conditioning
View deal
House  Hampton Bays
from £502 per night
House ∙ 12 guests ∙ 4 bedrooms

House with BBQ, terrace & garden

4.8
Outstanding(146 ratings)
Hampton Bays, Southampton, New York, United States
Air conditioning
View deal
House  Ocean Beach
from £795 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with private pool, hot tub & BBQ

5.0
Outstanding(19 ratings)
Ocean Beach, Islip, New York, United States
Air conditioning
View deal
See all offers

Best holiday homes with a patio or terrace

House  East Quogue
from £647 per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly holiday home with terrace, private pool & garden

5.0
Outstanding(29 ratings)
East Quogue, Southampton, New York, United States
Balcony/Patio
View deal
House  Montauk
from £528 per night
House ∙ 8 guests ∙ 4 bedrooms

House with jacuzzi, garden & BBQ

4.9
Outstanding(7 ratings)
Montauk, East Hampton, New York, United States
Balcony/Patio
View deal
House  Sag Harbor
from £152 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped ample house with private pool, garden & barbecue

Sag Harbor, Southampton, New York, United States
Balcony/Patio
View deal
See all offers

Holiday homes and cottages with a garden

Farmhouse  North Fork
from £254 per night
Farmhouse ∙ 8 guests ∙ 3 bedrooms

Farm with terrace, private pool & barbecue

5.0
Outstanding(24 ratings)
North Fork, Northville, New York, United States
Garden
View deal
Cottage  East Hampton
from £570 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Children-friendly wonderful cottage with barbecue, terrace & garden | Suitable for remote work | Pet-friendly

5.0
Outstanding(99 ratings)
East Hampton, Suffolk County, New York, United States
Garden
View deal
House  Bellport
from £283 per night
House ∙ 8 guests ∙ 4 bedrooms

House with terrace, garden & barbeque

5.0
Outstanding(44 ratings)
Bellport, Brookhaven, New York, United States
Garden
View deal
See all offers

Budget-friendly Holiday Homes in Long Island

Find Fantastic yet Cheap Lettings

House Sag Harbor
from £510 per night
House ∙ 12 guests ∙ 6 bedrooms

House with barbecue & terrace

5.0
Outstanding(31 ratings)
Sag Harbor, Southampton, New York, United States
View deal
House Westhampton
from £847 per night
House ∙ 12 guests ∙ 6 bedrooms

Family-friendly nice holiday home with private pool, garden & BBQ | Good for workation | Pets are welcome

5.0
Outstanding(5 ratings)
Westhampton, Southampton, New York, United States
View deal
House Shinnecock Hills
from £520 per night
House ∙ 7 guests ∙ 4 bedrooms

Family-friendly house with terrace, BBQ & private pool | Nature view

4.8
Outstanding(17 ratings)
Shinnecock Hills, Southampton, New York, United States
View deal

Top-Rated Lettings and Properties in Long Island

Book Holiday Letting Offers with the Highest User Rating

House Westhampton Beach
from £323 per night
House ∙ 12 guests ∙ 6 bedrooms

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

5.0
Outstanding(218 ratings)
Westhampton Beach, Southampton, New York, United States
View deal
House Hampton Bays
from £526 per night
House ∙ 5 guests ∙ 3 bedrooms

House with terrace, barbeque & private pool

5.0
Outstanding(60 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Remsenburg
from £149 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful house with garden, private pool & terrace | Suitable for remote work | Pet-friendly

5.0
Outstanding(59 ratings)
Remsenburg, Remsenburg-Speonk, New York, United States
View deal

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Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

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

Smart search made simple

Smart search made simple

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 (4,887)
  • WiFi (7,602)
  • Kitchen (5,868)
  • TV (6,913)
  • Air conditioning (7,496)
  • Balcony/patio (4,747)
  • Washing machine (4,618)
  • Parking (293)
  • Grill (4,626)
  • Pet-friendly (2,542)
  • No smoking (7,604)
  • Dishwasher (3,791)

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, £825 a night. In Long Island, more than 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 August (23/08 – 30/08) go up to £474 per night, which is the highest average price in the next 12 months. Long Island is cheaper during one week in October (04/10 – 11/10), when prices are on average £451 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 January (31/01 – 07/02), 98% of the holiday homes are booked. The week with the most available holiday lettings is in September (06/09 – 13/09), with 66 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 7,913 rentals
🌙 Nightly prices from £105
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly rentals 2,525 properties
🏊 Holiday rentals with pools 4,893 properties
4 reviews
Long Island holiday rentals have an average rating of 3.7/5 across 4 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 £105. 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 7,913 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, 62% of holiday lettings in Long Island include access to a swimming pool. Enjoy your own private swim spot by browsing one of the 4,893 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 £105 - 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 7,913 rentals from 29 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 7144 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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