A marina with various boats docked, a house with an American flag, and a clear sky.

Long Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Long Island vacation rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

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
$168 nightly
The price is $192
Nov 2 - Nov 3
Total with taxes and fees
Montauk Manor
A modern multi-story building with a grid of windows, surrounded by other buildings and a street.

2. 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, (531 reviews)
"Excellent location and room. Fantastic places to eat around the hotel like soothr and wangs dumpling. Tommy and Jessica run the hotel like a blessing"
United States
Amit
$136 nightly
The price is $160
Oct 18 - Oct 19
Total with taxes and fees
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder
A modern hotel with a prominent sign reading "AURA HOTEL" and a large number "56" indicating its address.

3. Aura Hotel Brooklyn

Aura Hotel Brooklyn
4.0 star property
Brooklyn
8.0 out of 10, Very good, (1,332 reviews)
"Good value hotel but it’s a 15-20min walk from the nearest subway station and the elevator was broken so I had to use the stairs. Aside from that, it’s a good hotel for the money and I’d stay here again."
United States
Ryan
$194 nightly
The price is $226
Nov 9 - Nov 10
Total with taxes and fees
Aura Hotel Brooklyn
Room

4. 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
$151 nightly
The price is $173
Nov 1 - Nov 2
Total with taxes and fees
Montauk Oceanside Suites
Room

5. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (327 reviews)
"The room was nice but the bed was horrible. They need to replace the bed ASAP. It is so old that the middle of the bed is touching the floor due to it being worn out. Our backs are still hurting. Otherwise it was a nice room."
United States
William
$163 nightly
The price is $187
Nov 2 - Nov 3
Total with taxes and fees
Windward Shores Ocean Resort
Terrace/patio

6. 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
$266 nightly
The price is $304
Nov 12 - Nov 13
Total with taxes and fees
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (66 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$267 nightly
The price is $305
Oct 22 - Oct 23
Total with taxes and fees
North Fork Resort
Room

8. 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
$174 nightly
The price is $199
Oct 30 - Oct 31
Total with taxes and fees
Driftwood Resort
Living area

9. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (305 reviews)
"Staff are nice"
United States
na
$258 nightly
The price is $295
Nov 2 - Nov 3
Total with taxes and fees
The Surf Club
A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

10. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
$415 nightly
The price is $474
Nov 1 - Nov 2
Total with taxes and fees
Offshore Spa & Residences
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

11. 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
$252 nightly
The price is $288
Oct 20 - Oct 21
Total with taxes and fees
Sundown Escape-South Shore Long Island
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

12. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
$278 nightly
The price is $318
Oct 19 - Oct 20
Total with taxes and fees
Spacious 3BR Family Home Near Everything
Interior

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

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
$427 nightly
The price is $488
Oct 22 - Oct 23
Total with taxes and fees
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A two-story house with a front porch, a garage, and a well-maintained lawn.

14. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
3.0 star property
Great Neck
$437 nightly
The price is $488
Oct 18 - Oct 19
Total with taxes and fees
Great Neck Basecamp: Steps to Downtown & Rail
A modern kitchen with a central island, built-in appliances, and a dining area with a round table and cushioned chairs.

15. Modern Manhattan Condo Near Times Square

Modern Manhattan Condo Near Times Square
3.5 star property
Manhattan
10.0 out of 10, Exceptional, (1 review)
"Clean room, shops nearby, excellent location right in the middle of Times Square"
United States
Roberto
$588 nightly
The price is $678
Oct 22 - Oct 23
Total with taxes and fees
Modern Manhattan Condo Near Times Square
A modern hotel room with a sofa, a wooden coffee table, a bed, and a desk with a chair. Large windows offer a view of the city.

16. Placemakr Wall Street

Placemakr Wall Street
4.0 star property
Manhattan
9.4 out of 10, Exceptional, (1,122 reviews)
"The front desk staff was incredible and we had a great stay - would absolutely recommend to other travelers."
United States
Elizabeth
$201 nightly
The price is $234
Nov 15 - Nov 16
Total with taxes and fees
Placemakr Wall Street
A hotel room with a bed, a nightstand, a lamp, a window with a view of buildings, and a wall-mounted artwork.

17. Midtown Highrise Condo Near Times Square

Midtown Highrise Condo Near Times Square
3.5 star property
Manhattan
10.0 out of 10, Exceptional, (4 reviews)
"The location was amazing! This condo was close to everything. The views from the unit were fantastic as well! Would definitely stay here again."
United States
Christi
$588 nightly
The price is $678
Oct 22 - Oct 23
Total with taxes and fees
Midtown Highrise Condo Near Times Square
A bar area with a long counter, multiple stools, and a display of bottles.

18. The Beekman Tower, Trademark Collection by Wyndham

The Beekman Tower, Trademark Collection by Wyndham
3.5 star property
Manhattan
8.4 out of 10, Very good, (654 reviews)
"The perfect location for style.and location. Luxury rooms,.friendly.staff, amazing amenities, gym, roof top bar Ophelia."
United States
Adrian
$259 nightly
The price is $301
Nov 15 - Nov 16
Total with taxes and fees
The Beekman Tower, Trademark Collection by Wyndham
A grand staircase with ornate golden railings and marble steps, leading to a lobby with a red carpet and a large potted plant.

19. Radio City Apartments

Radio City Apartments
3.5 star property
Manhattan
9.0 out of 10, Wonderful, (5,714 reviews)
"Great place to stay for a weekend visit"
United States
Brook
$188 nightly
The price is $219
Nov 8 - Nov 9
Total with taxes and fees
Radio City Apartments
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

20. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Oct 29 - Oct 30
Total with taxes and fees
DUNE Fairfield Beach
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

The L Hotel

The L Hotel

10/10 Excellent
"Love this place"
Nathan 3-night trip
Posted 4 hours ago
The L Hotel

Find out more about Long Island

Everything you need to know about Long Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Long Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island vacation 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 vacation.

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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