Long Island Vacation Rentals

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Vacation Rentals in Long Island

Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (24)
"Had a wonderful time with friends in this lovely home. We had everything we needed. Excellent communication with our host. Perfect location. Thank you, Michelle 💕"
Beautiful Family Home Nestled In The Heart Of Sagaponack
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (27)
"Just had a great stay at this home. Pictures are extremely accurate and this home is so comfortable, clean and well equipped. Location is excellent. Close to town, hiking, beaches, vineyards. It really has it all! Host was wonderful and responsive. Would love book another stay."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
10.0 out of 10, Exceptional, (2)
"It was the perfect fit for us in terms of location and functionality. We enjoyed staying very much; it was like being on vacation in a hotel, but local. KK, who was in charge of the apt., was available at any time, responsive, and very helpful."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
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Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
"The house was so cute and a great location. Everything was easy to deal w and Pam was very flexible with timing. Will certainly hope to stay here again!"
The price is CA $889
CA $1,326 total
includes taxes & fees
May 20 - May 21
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Welcome to our beautiful 3 beds 2 baths home you will enjoy a nice relaxing stay
10.0 out of 10, Exceptional, (1)
"Great property! Highly recommend "
Welcome to our beautiful 3 beds 2 baths home you will enjoy a nice relaxing stay
Spacious and Cozy room
9.6 out of 10, Exceptional, (4)
"Host was incredibly generous, super flexible and made sure to take care of us! Great stay for the price"
The price is CA $89
CA $150 total
includes taxes & fees
May 13 - May 14
Spacious and Cozy room
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (60)
"Perfect spot in Montauk, close to the beach and town. We walked to town with a 3 year old and infant in the stroller and very doable nice walk. The condo is clean and equipped with basic necessities so bring anything you might need cooking wise. Kept the baby in the bedroom and our 3 year old in the living room but we made it work. Kelly is extremely responsive and a pleasure to rent from."
Newly Renovated Montauk Condo with Ocean Views!
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1016)
"The hotel was beautiful. Town is very close by and they offer a shuttle service to take you around. It's nice overall."
The price is CA $230
CA $289 total
includes taxes & fees
May 15 - May 16
Montauk Manor
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (119)
"Close to subway. Reasonable rates. Very clean. Excellent customer service. There was a parking garage across the street that I felt safe parking in and at a reasonable price. "
The price is CA $214
CA $251 total
includes taxes & fees
May 28 - May 29
Starlight Hotel
Sonder Court Square
3.5 star property
9.0 out of 10, Wonderful, (66)
"Too much auto email. I was trying to contact before i arrived but was never able to get through. However, once we arrived,.there was a staff person 24/7 to assist us. All the lobby staff were grest."
The price is CA $435
CA $505 total
includes taxes & fees
Jun 11 - Jun 12
Sonder Court Square
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (180)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is CA $336
CA $443 total
includes taxes & fees
May 13 - May 14
Cliffside Resort Condominiums
Sonder The Dutch
3.5 star property
8.8 out of 10, Excellent, (60)
"The hotel itself was amazing, clean, staff were friendly and helpful, the views from the hotel were breathtaking - it was located quite close to three different subway stations. Sonder is 10/10. "
The price is CA $304
CA $354 total
includes taxes & fees
Jun 11 - Jun 12
Sonder The Dutch
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (233)
"Everything was just as described!"
The price is CA $210
CA $270 total
includes taxes & fees
May 13 - May 14
Windward Shores Ocean Resort
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (183)
"Every room in the hotel has a little garden in the backyard which is linked with the park, it’s super natural and quiet and definitely worth to stay"
The price is CA $222
CA $283 total
includes taxes & fees
Jun 2 - Jun 3
Driftwood Resort
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (219)
"An amazing stay with our girls!!! Can’t wait to go back!"
The price is CA $289
CA $404 total
includes taxes & fees
May 13 - May 14
The Surf Club
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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.

Other types of properties in Long Island you may be interested in

Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, (1538)
"Beautiful room and friendly staff"
The price is CA $231
CA $270 total
includes taxes & fees
May 19 - May 20
Four Points by Sheraton Flushing
New York LaGuardia Airport Marriott
3.5 star property
8.8 out of 10, Excellent, (1002)
"It was great! Check in staff was super nice and checking out was swift and simple."
The price is CA $327
CA $380 total
includes taxes & fees
May 19 - May 20
New York LaGuardia Airport Marriott
Comfort Inn JFK Airport
2.5 star property
8.0 out of 10, Very good, (3304)
"Rooms and staff were great but the breakfast not so much. "
The price is CA $289
CA $337 total
includes taxes & fees
May 20 - May 21
Comfort Inn JFK Airport
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.

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island vacation rentals we have selected for you start as low as CA $68 per night. Entering your travel dates in the search wizard 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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