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Compare 296 Vacation Homes in Long Island with updated reviews, rates, and availability.

LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.
9.6 out of 10, Exceptional, (100)
"The perfect stay. Cute places close by and overall safe feeling. Subway is near and easy to access. The place is absolutely adorable and has such a cozy vintage vibe. Beds were comfy and WiFi was good. Host was so catering and super quick with responses. I have zero complaints and would visit again!"
LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
10.0 out of 10, Exceptional, (15)
"Our group of friends stayed at this house for a long weekend in October 2024. The house is just as good or better than the pictures in the listing. Very clean and updated inside and out. Most importantly, the bathrooms and kitchen are clean and updated. And the huge backyard with pool, hot tub, and outdoor shower takes this house to the next level. The backyard space is great for families, small groups, or anyone looking for a quiet private space to relax. The owner/manager was very...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (33)
"We had a great holiday weekend at this clean, comfortable and spacious home. The property was exactly like the photos with plenty of comfy accommodations for our large group. Lots of thoughtful touches for guests and great local recommendations helped to make our stay extra memorable. The little ones in our family didn’t want to leave. Thank you!!"
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
10.0 out of 10, Exceptional, (47)
"We thoroughly enjoyed staying here, short walk to town, beautiful scenery, quiet and clean. "
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Northfork Townhouse- walk to all/ newly renovated
9.0 out of 10, Wonderful, (2)
"We had a great stay at this house! Host was incredibly communicative and kind. House was exactly what was picture in the photos. Short (and beautiful) walk to all the restaurants and shops in town. Book this place now!"
Northfork Townhouse- walk to all/ newly renovated
Charming 2-bedroom Apartment with WiFi, AC in fabulous Brooklyn NYC
2.0 star property
Charming 2-bedroom Apartment with WiFi, AC in fabulous Brooklyn NYC
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
10.0 out of 10, Exceptional, (11)
"The house is very nice. Very updated and clean. Best bathrooms in any house we have stayed in. The kitchen was large and very nice. Backyard is nice and private with plenty of room. My only issue is that there are so many trees that it blocks a lot of the sun. The pool is in the shade most of the time. In the hot summer it might be great to get some shade but our week was in the low 70's and we could have used a little more sun on the pool. House is in a good location, close to town and the...
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Welcome to the J Luxury Southampton Estate w/Pool
9.8 out of 10, Exceptional, (30)
"Joe was an amazing host - always responsive from the moment of booking throughout the entire stay. The kitchen was a chef's dream - spacious and stocked with every appliance, seasoning, etc you can think of. We were a group of 8 and cooked family dinners each night. The highlight of the property was most definitely the deck, which was beautifully decorated and with a perfect amount of seating. Neighborhood was very walkable and it was a very short drive to the beach! I would note that there are...
Welcome to the J Luxury Southampton Estate w/Pool
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
10.0 out of 10, Exceptional, (9)
"Great house close to Main Street. The sauna and pool were a big hit with our group!"
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
Spacious Sanctuary 1 block to train!
Spacious Sanctuary 1 block to train!
🌊☀️🌲Vibrant Stay with Free Wine🌲🌊☀️
9.8 out of 10, Exceptional, (6)
"The reservation was great. Clean , convenient & very organized. Looking forward to another stay !"
🌊☀️🌲Vibrant Stay with Free Wine🌲🌊☀️
Cozy queen-size room with private bathroom in BedStuy
10.0 out of 10, Exceptional, (2)
"We had a very good time. Emanuele and Francesco were very welcoming and gave us good tips to discover the city. Yuki and Lenu are lovely cats <3. The location is in a quiet neighborhood and close to the subway, making it very easy to go to Manhattan. I recommend this place and would stay again."
Cozy queen-size room with private bathroom in BedStuy
Autumn in the Hamptons! Pumpkin picking, apple picking, wine tasting and more!
10.0 out of 10, Exceptional, (80)
"The property was exactly as explained and all in our group loved the place. The house was clean and spacious with plenty of space to rekax."
Autumn in the Hamptons! Pumpkin picking, apple picking, wine tasting and more!
Private and Immaculate East Hampton Home With Heated Pool
10.0 out of 10, Exceptional, (83)
"Hamptons wedding weekend was even better with our stay here! House was designed perfectly for our family of 5 adults. Easy access to wedding venues beach and our own pool was amazing Donna was quick to answer any questions and very accommodating Outdoor space was really beautiful and the ammenties in house were perfect for our long weekend "
Private and Immaculate East Hampton Home With Heated Pool
Perfectly Located, Newly Renovated Montauk Beach House with Hot Tub
9.8 out of 10, Exceptional, (6)
"We really enjoyed our stay, it was what we were expecting and the host was very quick to respond on all communications!"
Perfectly Located, Newly Renovated Montauk Beach House with Hot Tub
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
10.0 out of 10, Exceptional, (2)
"We had a fantastic time at this rental on the East end of Long Island. The place was clean, spacious, and perfect for our family getaway. Highly recommend!"
The price is ¥81,008
¥149,265 total
includes taxes & fees
Nov 8 - Nov 9
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Private access Ocean beach, steps away...Perfect home for family vacations!
10.0 out of 10, Exceptional, (60)
"This property was a dream and so was working with Paul! The location is absolutely perfect (so close to downtown and the shops) and a stunning property. The house is gorgeous and Paul was incredibly accommodating with my last minute trip. I could not recommend a place more! "
Private access Ocean beach, steps away...Perfect home for family vacations!
Unique Modern Barn House in Sag Harbor
10.0 out of 10, Exceptional, (15)
"We had a great week at george and iris’s lovely home in sag. The proximity of the home to sag harbor shopping and restaurant district as well as haven beach (block away) was great! House was clean, organized and uncluttered. There was space for everyone and my family particularly enjoyed the back porch area which was completely shaded with options lighting and fans and plenty of seating. George was very pleasant and quick to respond. "
Unique Modern Barn House in Sag Harbor
Walk to town, Bike to beach. Private pool oasis
10.0 out of 10, Exceptional, (18)
"Cozy upper floor of duplex with private pool and nice landscaping. Car noise is significant when outside because it’s at a busy intersection. Tight for 4; perfect for 2-3. Very convenient to East Hampton "
Walk to town, Bike to beach. Private pool oasis
Beautiful Southampton Village home, new reno, Heated pool!
10.0 out of 10, Exceptional, (32)
"Stayed with my elderly parents and teenage kids. Great Southampton location, well stocked house from kitchen to beach needs. Loved the bikes! "
Beautiful Southampton Village home, new reno, Heated pool!
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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Other property types in Long Island

Starlight Hotel
2.5 star property
8.4 out of 10, Very Good, (338)
"All good"
The price is ¥20,556
¥24,122 total
includes taxes & fees
Nov 24 - Nov 25
Starlight Hotel
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1062)
"Loved the old school character "
The price is ¥21,105
¥27,062 total
includes taxes & fees
Nov 27 - Nov 28
Montauk Manor
Sonder The Dutch
3.5 star property
8.6 out of 10, Excellent, (101)
"Very nice stay with friendly staff and a quiet room in a great convenient area. "
The price is ¥29,920
¥34,867 total
includes taxes & fees
Nov 20 - Nov 21
Sonder The Dutch
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.