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Vacation Rentals in Long Island, NY

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All 278 Rentals in Long Island
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From
$400
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
24 photos Details Reviews (9) Make Inquiry
From
$333
Per Night
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
35 photos Details Reviews (1) Make Inquiry
From
$200
Per Night
East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details Reviews (1) Make Inquiry
Also consider
Amagansett Beach House 2 minutes from Ocean
5 Bedrooms, sleeps 10
$400 - $767 / night
Beautiful Private Long Island apartment nr NY city
1 Bedroom, sleeps 3
$95 - $105 / night
Historic White Blossom House 1830  -  Upstairs Apartment
2 Bedrooms, sleeps 4
$150 - $175 / night
Waterfront Home--near Hampton Classic and LPGA
4 Bedrooms, sleeps 8
$500 - $857 / night
From
$1,000
Per Night
Long Beach
5 Bedrooms, 4 Bathrooms, Sleeps 11
Bookings
9 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed July 15, 2014
What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this...
5 of 5 stars Reviewed August 5, 2014
Mooi ruim huis aan het water met prachtig uitzicht. Rust ondanks nabijheid van vliegveld JFK. Nieuw meubilair en aan alles is gedacht, comfortabele bedden, handdoeken ook voor...
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From
$575
Per Night
Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
Bookings
22 photos Details Reviews (4) Make Inquiry
From
$295
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
17 photos Details Reviews (11) Make Inquiry
5 of 5 stars Reviewed August 28, 2014
We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
5 of 5 stars Reviewed July 13, 2014
My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
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From
$175
Per Night
Orient
Studio, 1 Bathroom, Sleeps 3
Bookings
23 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed August 11, 2014
if you looking for really relaxing , quiet place to stay here is a place ! great for bikers , a lot great places to bike ! beautiful sunsets every evening ! clean studio ! nice...
5 of 5 stars Reviewed November 2, 2012
We had a beautiful time at this cottage. The apartment was very cozy and perfect for our anniversary weekend getaway. We would definitely return if we decide to return to the...
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From
$145
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 29, 2014
I hate to let anyone know about this place since my family (husband and two teenagers) had such a wonderful time and want to return next year and worry that if people discover...
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From
$625
Per Night
Amagansett
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 14, 2014
This is a fantastic place to stay in Amagansett. The property was well stocked with all amenities needed for a family of 4 to live in and entertain for an extended period of...
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From
$175
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
21 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 3, 2014
I rented both units in this cottage a few years back and was pleased to see that the property was lovely as ever. I rented both cottages again this time for a girl’s getaway...
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From
$1,607
Per Night
Sag Harbor
7 Bedrooms, 8 Bathrooms, Sleeps 12
Bookings
25 photos Details Reviews (4) Make Inquiry
From
$200
Per Night
Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
13 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 24, 2014
This was our first experience renting a house and I was a bit anxious. However the whole procedure through Trip Advisor was painless and the owner and house both turned out to be...
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From
$175
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
21 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed October 14, 2014
Mark & Mona's historic apartment was a delight. It was small but cozy and clean. Our only surprise was that we didn't realize the bathroom was located inside one of the bedrooms...
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From
$299
Per Night
East Hampton
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
36 photos Details Reviews (1) Make Inquiry
From
$150
Per Night
Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
16 photos Details Reviews (2) Make Inquiry
From
$225
Per Night
Rocky Point
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details Reviews (6) Make Inquiry
4 of 5 stars Reviewed July 13, 2014
The house was great, had almost everything, everything easy to use. Enjoyed the Jacuzzi, fire pit, and kayaks. Right in the middle of the island so nothing too far away. The house...
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From
$325
Per Night
Kismet
4 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 12, 2014
Great cottage in Kismet - good, convenient location - easy walk to bay/shops, water taxi/ferry & and beach. Property is clean, updated and open. Nice floors and paint colors...
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From
$99
Per Night
Huntington
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
15 photos Details Reviews (17) Make Inquiry
5 of 5 stars Reviewed September 26, 2014
This was our 3rd time at Bob and Dany's apartment and, once again, it was perfect. Quiet, comfortable, convenient, and trouble-free. Excellent sleeping bed. Excellent WiFi...
4 of 5 stars Reviewed September 24, 2014
Great location, great hosts. Very comfortable. The only draw back is a not real comfortable pull out couch. Upstairs bed is great. Steep stairs/ladder to get to bed.
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From
$309
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details Reviews (24) Make Inquiry
5 of 5 stars Reviewed September 2, 2014
6 Girlfriends with children wanted a quick easy trip with no traffic to end the summer. We got exactly that! The Cliffside Resort was perfect. I honestly can't say what I liked...
5 of 5 stars Reviewed June 10, 2014
My son got married this past weekend at a Vineyard near Cliffside and my family, the bride's family and some guests spent the weekend there. In total, we rented about 23 units...
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From
$495
Per Night
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details Reviews (4) Make Inquiry
From
$5,000
Per Week
East Hampton
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details Reviews (5) Make Inquiry
5 of 5 stars Reviewed August 18, 2013
I just returned from my first stay at Renee's house in East Hampton. I'm fairly new to vacation home rentals, but this house sets the bar high. The cleaning service was just...
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From
$500
Per Night
Southampton
4 Bedrooms, 2 Bathrooms, Sleeps 10
44 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed June 10, 2014
Pavel was a wonderful host and gave us all the right tips to enjoy the area. The lake(one minute away walk) is wonderful(to swim /kayak or just hang out) and the house is also...
5 of 5 stars Reviewed June 9, 2014
We booked this quite last minute but it was all that we hoped for. Owner gave us some great tips on things to do in the area as well -
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From
$493
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details Reviews (4) Make Inquiry
From
$800
Per Night
Westhampton
3 Bedrooms, 2 Bathrooms, Sleeps 8
38 photos Details Reviews (1) Make Inquiry
From
$369
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed August 6, 2014
Enjoyed four night stay .condo unit &entire complex was clean and well maintained.Location was perfect for touring vineyards ,Shelter Island and Greenport attractions.Pool with...
5 of 5 stars Reviewed April 25, 2014
Great Visit to the Wine Country again....It like going home...Very Clean ...always updated....Great Water Views riight on the Ocean...Great Food & Shopping..
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From
$400
Per Night
North Fork
3 Bedrooms, 2 Bathrooms, Sleeps 8
21 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed June 11, 2014
Had an awesome 3 day weekend with friends and family with great weather. The reviews from others are spot on. The view is incredible. The deck that ran the length of the house...
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From
$500
Per Night
Bridgehampton
3 Bedrooms, 2 Bathrooms, Sleeps 8
26 photos Details Reviews (1) Make Inquiry
From
$500
Per Night
Southampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
43 photos Details Reviews (6) Make Inquiry
4 of 5 stars Reviewed August 5, 2012
We stayed with three other couples after a week in NYC and this was the ideal break for us. The house is perfectly located just a 5/10 minute drive from Southampton centre. At...
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From
$172
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details Reviews (8) Make Inquiry
5 of 5 stars Reviewed August 18, 2013
This is a beautiful, well maintained house· Decorated and furnished to a very high standard. Fantastically situated for the beach in the lovely town of Southold. We used for our...
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From
$250
Per Night
Southold
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed August 22, 2014
my daughter (5 1/2 year old) and i had a great visit here. the cottage was cute and comfortable. having the backyard was great too. the hosts were very friendly and...
5 of 5 stars Reviewed August 26, 2013
We stayed at John Andrew’s cottage for my best friend’s bachelorette getaway and loved it. Karen was extremely helpful, had great recommendations all around (The Blue Canoe!) and...
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From
$860
Per Night
Hampton Bays
9 Bedrooms, 4 Bathrooms, Sleeps 18
26 photos Details Reviews (3) Make Inquiry
From
$500
Per Night
Kings Park
4 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed July 29, 2012
My Mom, myself, my two Aunts and best friend, met up here for our yearly summer reunion. My family grew up in Kings Park so it is always nice to go home and stay in familiar...
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From
$1,500
Per Night
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 12
123 photos Details Reviews (3) Make Inquiry
From
$500
Per Night
Southold
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed June 16, 2014
We found the farmhouse to be charming and spacious for our seven family members. The location was beautiful with the vineyards and private beach, and it was also very handy for...
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From
$1,000
Per Night
Sag Harbor
5 Bedrooms, 3 Bathrooms, Sleeps 16
7 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed October 4, 2014
Hawk Haven is a wonderful escape, ideal for relaxing away from it all . Wild turkeys and deer gather on the vast lawn in the early evening and it is hard to believe you are right...
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From
$500
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 8
19 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 15, 2014
lovely home in quiet neighborhood. 20 min car ride to town & Main Beach. beautifully appointed and decorated. very gracious host/owner
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From
$700
Per Night
Montauk
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details Reviews (2) Make Inquiry
From
$10,000
Per Week
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 11
34 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 11, 2014
I stayed last year with my husband, two kids and nanny for two weeks. We had not seen the house before we booked it and we were pleasantly surprised at how beautiful it was with...
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From
$225
Per Night
Hampton Bays
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed July 2, 2012
I have been traveling with work since Jan and this house was the most comfy place we have stayed the grill and amenities inside the house were great. We would recommend this...
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From
$750
Per Night
Shelter Island
5 Bedrooms, 4 Bathrooms, Sleeps 9
16 photos Details Reviews (3) Make Inquiry
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Suitability

  • Wheelchair access (30)
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  • Suitable for children (177)
  • Pet friendly (84)
  • Smoking allowed (6)

Amenities

  • Other outdoor space (229)
  • Internet (218)
  • Air Conditioning (211)
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Rentals in Long Island
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Book Online(207)

Suitability

  • Wheelchair access (30)
  • Elder access (130)
  • Suitable for children (177)
  • Pet friendly (84)
  • Smoking allowed (6)

Amenities

  • Other outdoor space (229)
  • Internet (218)
  • Air Conditioning (211)
  • Grill (204)
  • Washer/Dryer (179)
  • View all amenities