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Long Island Vacation Rentals

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Our top choices for Long Island vacation rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,398 reviews)
"Beautiful property"
United States
John
The price is CA $342
CA $418 total
includes taxes & fees
Sep 10 - Sep 11
Montauk Manor

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is CA $403
CA $584 total
includes taxes & fees
Sep 30 - Oct 1
Cliffside Resort Condominiums

3. Aura Hotel Brooklyn

Aura Hotel Brooklyn
4.0 star property
Brooklyn
8.0 out of 10, Very good, (1,304 reviews)
"Room was clean, balcony was good."
United States
Khadijah
The price is CA $268
CA $312 total
includes taxes & fees
Sep 28 - Sep 29
Aura Hotel Brooklyn

4. 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
7.4 out of 10, Good, (473 reviews)
"The place is great. Signage for the hotel is a little small, so it is easy to miss the entrance."
Canada
Joseph
The price is CA $288
CA $335 total
includes taxes & fees
Sep 28 - Sep 29
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

5. 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 CA $183
CA $414 total
includes taxes & fees
Sep 15 - Sep 16
Sundown Escape-South Shore Long Island

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $414
CA $473 total
includes taxes & fees
Sep 14 - Sep 15
North Fork Resort

7. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $265
CA $439 total
includes taxes & fees
Sep 9 - Sep 10
Spacious 3BR Family Home Near Everything

8. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (249 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is CA $226
CA $303 total
includes taxes & fees
Oct 7 - Oct 8
Driftwood Resort

9. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 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 CA $215
CA $283 total
includes taxes & fees
Oct 4 - Oct 5
Windward Shores Ocean Resort

10. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
The price is CA $196
CA $239 total
includes taxes & fees
Sep 29 - Sep 30
Montauk Oceanside Suites

11. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is CA $278
CA $404 total
includes taxes & fees
Sep 9 - Sep 10
The Surf Club

12. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
3.0 star property
Great Neck
The price is CA $267
CA $628 total
includes taxes & fees
Sep 9 - Sep 10
Great Neck Basecamp: Steps to Downtown & Rail

13. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
The price is CA $723
CA $984 total
includes taxes & fees
Oct 1 - Oct 2
Offshore Spa & Residences

14. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is CA $547
CA $1,115 total
includes taxes & fees
Oct 5 - Oct 6
Groton Home < 1 Mi to Beach on Long Island Sound!

15. The Beekman Tower, Trademark Collection by Wyndham

The Beekman Tower, Trademark Collection by Wyndham
3.5 star property
Manhattan
8.6 out of 10, Excellent, (631 reviews)
"It was great a nice full-size kitchen. Location is along major bus routes, and there are some great restaurants close by."
United States
Laurie
The price is CA $324
CA $485 total
includes taxes & fees
Sep 27 - Sep 28
The Beekman Tower, Trademark Collection by Wyndham

16. Hotel and the City-Midtown

Hotel and the City-Midtown
4.0 star property
Manhattan
8.6 out of 10, Excellent, (597 reviews)
"Clean Close to attractions Like a hostel vibe but great for what we needed."
Canada
helene
The price is CA $280
CA $326 total
includes taxes & fees
Oct 4 - Oct 5
Hotel and the City-Midtown

17. Radio City Apartments

Radio City Apartments
3.5 star property
Manhattan
9.0 out of 10, Wonderful, (5,606 reviews)
"Great hotel in a wonderful location."
United States
Georgia
The price is CA $331
CA $384 total
includes taxes & fees
Oct 4 - Oct 5
Radio City Apartments

18. East Village Hotel

East Village Hotel
3.0 star property
Manhattan
8.4 out of 10, Very good, (1,156 reviews)
"Perfect location. Decent place with handy kitchenette. Would stay here again"
Canada
gillian
The price is CA $448
CA $570 total
includes taxes & fees
Sep 13 - Sep 14
East Village Hotel

19. Placemakr Wall Street

Placemakr Wall Street
4.0 star property
Manhattan
9.4 out of 10, Exceptional, (1,043 reviews)
"Excellent location, large suites and great amenities."
Canada
Chitra
The price is CA $345
CA $400 total
includes taxes & fees
Oct 4 - Oct 5
Placemakr Wall Street

20. Kasa Lantern Lower East Side

Kasa Lantern Lower East Side
4.0 star property
Manhattan
9.0 out of 10, Wonderful, (127 reviews)
"Excellent location. Felt like living in Manhattan! More space than typical hotels. Very accommodating hosts. Convenient coffee shop next door. Walk to Little Italy, NYU, and more."
United States
Kristen
The price is CA $324
CA $488 total
includes taxes & fees
Oct 4 - Oct 5
Kasa Lantern Lower East Side
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Top Long Island Hotel Reviews

Find out more about Long Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Long Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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