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Long Island Holiday Rentals

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Our top choices for Long Island holiday rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,415 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is AU$275
includes taxes & fees
2 Nov - 3 Nov
Montauk Manor

2. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (326 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is AU$267
includes taxes & fees
18 Oct - 19 Oct
Windward Shores Ocean Resort

3. Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder
3.5 star property
Queens
7.2 out of 10, Good, (527 reviews)
"Everything was as advertised - smooth check in, clean room, transparent process overall."
United States
Leon
The price is AU$274
includes taxes & fees
25 Oct - 26 Oct
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

4. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (55 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is AU$238
includes taxes & fees
18 Oct - 19 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

5. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Decent accommodations for the price. The pillows are pretty stiff and would have liked some more."
United States
Gabriel B.
The price is AU$248
includes taxes & fees
25 Oct - 26 Oct
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

6. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (456 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is AU$248
includes taxes & fees
19 Oct - 20 Oct
Montauk Oceanside Suites

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is AU$435
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$485
includes taxes & fees
26 Oct - 27 Oct
The Royal Suite - Ronkonkoma

9. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (65 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is AU$397
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort

10. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (256 reviews)
"Great right on the beach property with nice pool."
United States
Julian
The price is AU$240
includes taxes & fees
13 Oct - 14 Oct
Driftwood Resort

11. Tremendous 1-bedroom apartment with AC in Hempstead

Tremendous 1-bedroom apartment with AC in Hempstead
Hempstead
The price is AU$171
includes taxes & fees
13 Oct - 14 Oct
Tremendous 1-bedroom apartment with AC in Hempstead

12. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (48 reviews)
"Great stay "
United States
Tyshieka R.
The price is AU$252
includes taxes & fees
5 Nov - 6 Nov
Cozy Studio by Hofstra University

13. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is AU$255
includes taxes & fees
13 Oct - 14 Oct
1 bedroom 1 bath private entrance

14. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is AU$698
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

15. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is AU$429
includes taxes & fees
13 Oct - 14 Oct
Sundown Escape-South Shore Long Island

16. 2 Pvt bed Rm 1bathroom no kitchen attic

2 Pvt bed Rm 1bathroom no kitchen attic
Uniondale
9.2 out of 10, Wonderful, (10 reviews)
"Parking on the street was always available."
United States
William
The price is AU$218
includes taxes & fees
15 Oct - 16 Oct
2 Pvt bed Rm 1bathroom no kitchen attic

17. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$424
includes taxes & fees
19 Oct - 20 Oct
Spacious 3BR Family Home Near Everything

18. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is AU$260
includes taxes & fees
13 Oct - 14 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

19. East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
East Meadow
8.8 out of 10, Excellent, (24 reviews)
"Everything was good"
United States
Elena
The price is AU$277
includes taxes & fees
13 Oct - 14 Oct
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

20. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (303 reviews)
"Staff are nice"
United States
na
The price is AU$421
includes taxes & fees
26 Oct - 27 Oct
The Surf Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Long Island Hotel Reviews

Find out more about Long Island

Everything you need to know about Long Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Long Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island holiday rentals we have selected for you start as low as AU$240 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Long Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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