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Browse Select Long Island Holiday Homes

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 £91
includes taxes & fees
28 May - 29 May
Spacious and Cozy room
Cozy and Central
8.0 out of 10, Very good, (1)
"I felt very lucky to find this affordable room for my work/play trip to NYC. It is located super conveniently to three different train lines and a whole host of bars, bodegas, and restaurants which for a 9-day stay, was a great perk. I also appreciated having access to a full kitchen with supplies to save a little from eating out constantly. Bed was comfortable and the place was pretty quiet, despite having a lot of guest rooms and folks coming and going. Some pitfalls: My room smelled of...
The price is £99
includes taxes & fees
5 May - 6 May
Cozy and Central
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
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Affordable Stay in Brooklyn
7.0 out of 10, Good, (6)
"The property was clean and very quiet I was able to get some work done and have some much needed relaxation"
The price is £103
includes taxes & fees
19 May - 20 May
Affordable Stay in Brooklyn
Beautiful 3 bedroom Residence in the Hamptons
Beautiful 3 bedroom Residence in the Hamptons
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (82)
"Great property in a great location"
The price is £784
includes taxes & fees
15 May - 16 May
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Unique Modern Barn House in Sag Harbor
10.0 out of 10, Exceptional, (9)
"I cannot say enough positive things about this house. The house was bright, spacious, with lots of common places to gather while having enough spaces for privacy. The pool was great and very easy for adjusting temperature settings. The location was terrific as well, being very close to the beach and easily accessible to town. We can’t wait to return!"
Unique Modern Barn House in Sag Harbor
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
9.8 out of 10, Exceptional, (89)
"We unfortunately had bad weather during our stay but we were cozy in this home which is spacious and conveniently located. For those with kids, there are safety gates and toys available. There’s a lot of outdoor seating and in the summer we look forward to returning to take advantage of the pool. Carter is very responsive - a terrific host!"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Welcome to the J Luxury Southampton Estate w/Pool
9.8 out of 10, Exceptional, (26)
"The property was amazing! Owner was absolutely great communicating and providing us with everything we needed during our stay! Would definitely recommend this property for your next vacation spot!"
Welcome to the J Luxury Southampton Estate w/Pool
Beautiful Hamptons home close to beaches, shopping, & restaurants!
Beautiful Hamptons home close to beaches, shopping, & restaurants!
The SandPiper
9.4 out of 10, Exceptional, (3)
"This listing was exactly as described and was a great little apartment in Greenport with everything we needed. About a 10 minute walk to downtown area which was very convenient. It sits on a busy street so there is some noise from the road but it did not bother us too much and the host provided noise machines in the bedrooms which was very helpful. Overall I recommend this apartment and would definitely stay in the future!"
The SandPiper
Cozy Cottage by Shinnecock Canal and by Meschutt Beach! 🏖️
9.4 out of 10, Exceptional, (22)
"Our family of 4 stayed at this beautiful cottage while visiting family for the holidays. The home was clean and the beds were very comfortable. My husband and I have orthopedic issues so a comfortable bed is very important for us. I enjoyed the walks to the nearby canal. While it was winter, we would like to stay during the summer to enjoy their outside shower after a day at the beech and a bbq in their backyard. They are located only two minutes away from Meschutt beach. We’ve Enjoying this...
Cozy Cottage by Shinnecock Canal and by Meschutt Beach! 🏖️
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (70)
"Ricks home is STUNNING and very thoughtfully decorated. He was responsive and flexible. Thank you for an amazing stay!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Contemporary home, newly built, heated pool and hot tub, large deck and...
10.0 out of 10, Exceptional, (4)
"The property manager was incredibly helpful in providing check-in and check-out information, and was readily available to answer any questions during our stay. The house perfectly matched what we saw in the photos and was ideal for our getaway. We're already looking forward to returning in the summertime to fully enjoy the pool."
Contemporary home, newly built, heated pool and hot tub, large deck and...
Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard
9.6 out of 10, Exceptional, (30)
"We enjoyed our first trip to Montauk and especially loved this cottage. The small beach nearby was just as described. All the amenities were top notch. The bed was very soft and comfortable, the bathroom had nice upgrades, and you are provided anything needed. It made for a perfect weekend getaway."
Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard
Stunning Bayfront Views
9.6 out of 10, Exceptional, (25)
"Hosted a Family gathering with 10 adults and 2 children. The home was perfect for our need. The view was also spectacular. The property was a little difficult to find , but well worth the effort.."
The price is £936
includes taxes & fees
5 May - 6 May
Stunning Bayfront Views
Blue Bay Dream
10.0 out of 10, Exceptional, (4)
"Our stay was wonderful! The check-in process was smooth, the home was clean and the location was perfect! We look forward to visiting again!"
Blue Bay Dream
AMAZING LUXURY HOME ~ HUGE PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
10.0 out of 10, Exceptional, (9)
"This is a beautiful, comfortable and recently renovated home in a lovely neighborhood. The yard is also very nice, it was too cold for the pool but we enjoyed the hot tub and outdoor seating areas. We had a wonderful stay!"
AMAZING LUXURY HOME ~ HUGE PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (60)
"The house was simply wonderful. It was clean and very roomy. There are many rooms in this house. The yard is to die for. We were so happy that we chose this place. The owner is wonderful and she was very easy to work with."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
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!
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See all available properties in Long Island
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 property types in Long Island

Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (109)
"This is a very nice property, especially considering the cost. The room is fairly small, but I’m sure it’s average for New York. "
The price is £146
includes taxes & fees
29 May - 30 May
Starlight Hotel
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1008)
"It’s a great place to stay, with beautiful views"
The price is £168
includes taxes & fees
2 May - 3 May
Montauk Manor
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (290)
"Only wish it was more affordable in the summer to take my family. Besides that, clean, confortable, very pleasant."
The price is £136
includes taxes & fees
22 May - 23 May
Montauk Oceanside Suites
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.

Long Island Holiday Homes information

Number of reviews
450
Accommodation
277 Holiday Homes
Lowest Price
£91
Highest Price
£936

Long Island Hotel Reviews
Expedia verified reviews