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

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, (1,418 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is CA $205
CA $261 total
includes taxes & fees
Nov 17 - Nov 18
Montauk Manor

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, (538 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
The price is CA $168
CA $198 total
includes taxes & fees
Oct 25 - Oct 26
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (331 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is CA $192
CA $258 total
includes taxes & fees
Nov 1 - Nov 2
Windward Shores Ocean Resort

4. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (457 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is CA $199
CA $242 total
includes taxes & fees
Oct 25 - Oct 26
Montauk Oceanside Suites

5. Aura Hotel Brooklyn

Aura Hotel Brooklyn
4.0 star property
Brooklyn
8.0 out of 10, Very good, (1,337 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
The price is CA $181
CA $212 total
includes taxes & fees
Nov 16 - Nov 17
Aura Hotel Brooklyn

6. 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 CA $174
CA $244 total
includes taxes & fees
Oct 30 - Oct 31
Driftwood Resort

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 CA $237
CA $426 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (69 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $435
CA $497 total
includes taxes & fees
Oct 29 - Oct 30
North Fork Resort

9. 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, (56 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 CA $139
CA $230 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

10. 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 $173
CA $406 total
includes taxes & fees
Oct 26 - Oct 27
Sundown Escape-South Shore Long Island

11. 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
The price is CA $306
CA $438 total
includes taxes & fees
Nov 4 - Nov 5
The Surf Club

12. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $242
CA $415 total
includes taxes & fees
Oct 26 - Oct 27
Spacious 3BR Family Home Near Everything

13. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (28 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is CA $164
CA $275 total
includes taxes & fees
Nov 2 - Nov 3
1 bedroom 1 bath private entrance

14. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is CA $149
CA $327 total
includes taxes & fees
Oct 26 - Oct 27
Your Perfect Getaway Between Farmingdale & Amityville

15. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $163
CA $483 total
includes taxes & fees
Oct 27 - Oct 28
The Royal Suite - Ronkonkoma

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $189
CA $273 total
includes taxes & fees
Nov 15 - Nov 16
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

17. 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 CA $170
CA $685 total
includes taxes & fees
Oct 28 - Oct 29
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

18. Studio Stay | Queen Bed | Court Square

Studio Stay | Queen Bed | Court Square
Queens
10.0 out of 10, Exceptional, (38 reviews)
"Peaceful and a lovely spot,"
United States
Anonymous traveller
The price is CA $205
CA $241 total
includes taxes & fees
Oct 25 - Oct 26
Studio Stay | Queen Bed | Court Square

19. Cozy 1 Bedroom Apartment 1 Queen Bed|LIC

Cozy 1 Bedroom Apartment 1 Queen Bed|LIC
Queens
10.0 out of 10, Exceptional, (40 reviews)
"Sehr sauber, Zimmer im 8. Stock mit fantastischer Aussicht, ausgezeichnetes Personal, Kingsize-Bett, ich habe ein zusätzliches Handtuch angefordert und es wurde mir umgehend aufs Zimmer gebracht."
Germany
Anonymous traveller
The price is CA $261
CA $305 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 1 Bedroom Apartment 1 Queen Bed|LIC
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

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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