Long Island Vacation Rentals

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Our top choices for Long Island vacation rentals

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (260 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is CA $475
CA $604 total
includes taxes & fees
Jun 29 - Jun 30
Cliffside Resort Condominiums

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,359 reviews)
"Had a wonderful stay"
United States
Meghan
The price is CA $659
CA $780 total
includes taxes & fees
Jul 8 - Jul 9
Montauk Manor

Aura Hotel Brooklyn

Aura Hotel Brooklyn
4.0 star property
Brooklyn
8.0 out of 10, Very good, (1,248 reviews)
"The hotel itself is adequate. It has large sized rooms with very comfortable beds, a lovely back terrace where you can sit and enjoy the outside, light snacks (for sale) and AC for those hot NY days. My only watch out for traveller's is it's not a highly walkable neighborhood. Stores close for the Sabbath on weekends and there are only two restaurants and one corner store within walking distance of the hotel."
Canada
Shannon
The price is CA $202
CA $237 total
includes taxes & fees
Jun 29 - Jun 30
Aura Hotel Brooklyn

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (24 reviews)
"Great stay & great staff!"
United States
James
The price is CA $613
CA $700 total
includes taxes & fees
Jul 8 - Jul 9
North Fork Resort

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (241 reviews)
"Very close to beach"
United States
Rabia
The price is CA $365
CA $463 total
includes taxes & fees
Jun 25 - Jun 26
Driftwood Resort

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (316 reviews)
"Nice homey room"
United States
Andrew
The price is CA $370
CA $461 total
includes taxes & fees
Jun 25 - Jun 26
Windward Shores Ocean Resort

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (285 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is CA $977
CA $1,193 total
includes taxes & fees
Jul 5 - Jul 6
The Surf Club

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (430 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
The price is CA $403
CA $476 total
includes taxes & fees
Jun 25 - Jun 26
Montauk Oceanside Suites

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
7.8 out of 10, Good, (337 reviews)
"Great option if you are traveling to the city looking for a nice place on a budget."
United States
Jacob
The price is CA $216
CA $253 total
includes taxes & fees
Jun 25 - Jun 26
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"

"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"
Valley Stream
9.6 out of 10, Exceptional, (127 reviews)
"Very calm and peaceful"
United States
kayla
The price is CA $156
CA $261 total
includes taxes & fees
Jul 13 - Jul 14
"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"

Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.

Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.
Valley Stream
8.8 out of 10, Excellent, (8 reviews)
"Place was very clean. Host went out of his way to please us. Space is very small but if you just want a place to sleep then this is fine."
United States
Lela B.
The price is CA $224
CA $283 total
includes taxes & fees
Jul 7 - Jul 8
Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.

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 $182
CA $418 total
includes taxes & fees
Jun 28 - Jun 29
Sundown Escape-South Shore Long Island

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $178
CA $344 total
includes taxes & fees
Jun 25 - Jun 26
Spacious 3BR Family Home Near Everything

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, (44 reviews)
"This place was the perfect location for us. Almost exact center between Jones beach and Port Jefferson. Clean and identical to what is shown."
United States
Marcus
The price is CA $141
CA $234 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Luxury Studio Suite. Walking distance to UBS Arena

Luxury Studio Suite. Walking distance to UBS Arena
Elmont
9.6 out of 10, Exceptional, (24 reviews)
"The room was very clean had all the amenities you might need. The host was very responsive and friendly. Although we were not driving there is parking....Our stay was short but we would definitely stay again."
United States
Charlayne
The price is CA $284
CA $472 total
includes taxes & fees
Jun 29 - Jun 30
Luxury Studio Suite. Walking distance to UBS Arena

Beautiful Bushwick Oasis

Beautiful Bushwick Oasis
Brooklyn
8.6 out of 10, Excellent, (65 reviews)
"Beautiful place in a great spot for my needs. Easily found free parking and may great bars and restaurants nearby. "
United States
Edward B.
The price is CA $287
CA $534 total
includes taxes & fees
Jul 6 - Jul 7
Beautiful Bushwick Oasis

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $191
CA $275 total
includes taxes & fees
Jul 13 - Jul 14
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Home away from home

Home away from home
Elmont
10.0 out of 10, Exceptional, (21 reviews)
"Everything was very nice and comfortable for our stay. Just need to add a coffee maker and tea pot. "
United States
Allison L.
The price is CA $212
CA $389 total
includes taxes & fees
Jun 29 - Jun 30
Home away from home

Private Deck Paradise

Private Deck Paradise
Brooklyn
9.0 out of 10, Wonderful, (66 reviews)
"Nice neighborhood in Brooklyn - a few restaurants nearby and easy to get to Bushwick area with clubs, live music, etc. apartment has everything you need."
United States
Dawn M.
The price is CA $248
CA $487 total
includes taxes & fees
Jul 13 - Jul 14
Private Deck Paradise

8 Mi to Jones Beach State Park! Cozy Home w/ Porch

8 Mi to Jones Beach State Park! Cozy Home w/ Porch
3.0 star property
Baldwin
8 Mi to Jones Beach State Park! Cozy Home w/ Porch
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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