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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
$3,150
Per Week
Hampton Bays
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details Reviews (1) Make Inquiry
From
$1,000
Per Night
Long Beach
5 Bedrooms, 4 Bathrooms, Sleeps 11
Bookings
9 photos Details Reviews (2) Make Inquiry
From
$200
Per Night
East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details Reviews (1) Make Inquiry
Also consider
Contemporary Hamptons
4 Bedrooms, sleeps 8
$117 - $600 / night
Southampton Sanctuary in European Designer House
4 Bedrooms, sleeps 8
$950 - $1,000 / night
Montauk Beach House - One block to Ditch Plains
5 Bedrooms, sleeps 10
$800 - $900 / night
Mattituck-Wines and Waves
4 Bedrooms, sleeps 6
$275 - $400 / night
From
$680
Per Night
Water Mill
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details Reviews (1) Make Inquiry
From
$350
Per Night
Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
9 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed May 28, 2014
This was our first trip to the North Fork and it was outstanding. We loved the location...lots to see and do in the immediate area and easy access via ferries to Shelter Island...
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From
$300
Per Night
Southampton
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
16 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 29, 2014
The house is in a beautiful area that is convenient to everything. I felt safe and comfortable, had a very relaxing experience staying there- and the home owner couldn't be...
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From
$750
Per Night
Fair Harbor
4 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
16 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed July 4, 2012
I've been renting in Fair Harbor for over 20 years. What you need in a Fire Island rental is to be near the ferry, the store but still have and quiet and privacy. You need beach...
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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
$333
Per Night
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
35 photos Details Reviews (1) Make Inquiry
From
$400
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
24 photos Details Reviews (9) Make Inquiry
5 of 5 stars Reviewed August 26, 2014
A fab house and fabulous pool and deck area, in a lovely location. This is the perfect base for a family or friends wishing to explore The Hamptons. We were visiting from the UK...
5 of 5 stars Reviewed August 13, 2014
I recently stayed here with a group of friends, and we all loved it. The house is well-kept, clean, and exactly like the pictures. We had everything we needed, and Patricia was...
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From
$500
Per Night
Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
28 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed August 1, 2014
Great house to rent, they have everything you would need for a weekend away and its close to Ponquogue beach. About 2 mins from Hampton Bays town which has restaurants, take out...
5 of 5 stars Reviewed July 27, 2014
We come to the area every year for a family reunion and were ecstatic to find this house. We rented for a long weekend. They had everything we could possibly have imagined and...
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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
$150
Per Night
Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
16 photos Details Reviews (2) Make Inquiry
From
$405
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details Reviews (2) Make Inquiry
From
$575
Per Night
Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
Bookings
22 photos Details Reviews (4) Make Inquiry
From
$495
Per Night
Sag Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
21 photos Details Reviews (3) Make Inquiry
From
$165
Per Night
East Hampton
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
8 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed September 16, 2014
Great choice for a stay in the East Hampton Area! Clean Comfortable room with queen size bed that will give you a good nite sleep! Italan tiled full bath also clean and...
4 of 5 stars Reviewed July 7, 2014
If your looking for a CLEAN beautiful place to stay in a peaceful part of the Hampton's (NOT party city) at a great rate. Then look no more. I was so worried booking but was...
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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
$249
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed September 17, 2014
My friends and I really enjoyed our stay here. VERY clean, comfortable and the location was perfect for our visits to the local wineries. The private beach was very clean and we...
5 of 5 stars Reviewed August 8, 2014
Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.
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From
$250
Per Night
Rocky Point
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
24 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed July 30, 2014
First off the house was very clean, very cozy and the view was amazing. When I showed up and my friends showed up we were all amazed of how nice the place was. Everything we...
5 of 5 stars Reviewed July 15, 2014
Our first time on eastern Long Island - the trip out from the hectic pace of NYC slowly turns from urban to beautiful parkland, finally ending at quaint Rocky Point LI. The home...
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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
$335
Per Night
Hampton Bays
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
14 photos Details Make Inquiry
From
$350
Per Night
Cutchogue
2 Bedrooms, 2 Bathrooms, Sleeps 4
6 photos Details Make Inquiry
From
$250
Per Night
Jamesport
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
9 photos Details Make Inquiry
From
$200
Per Night
Sag Harbor
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details Make Inquiry
From
$575
Per Night
Amagansett
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
12 photos Details Make Inquiry
From
$700
Per Night
Bridgehampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Make Inquiry
From
$150
Per Night
East Hampton
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
9 photos Details Make Inquiry
From
$300
Per Night
Peconic
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
17 photos Details Make Inquiry
From
$600
Per Night
Quogue
5 Bedrooms, 6 Bathrooms, Sleeps 12
14 photos Details Make Inquiry
From
$300
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details Make Inquiry
From
$500
Per Night
Cutchogue
5 Bedrooms, 3 Bathrooms, Sleeps 7
12 photos Details Make Inquiry
From
$200
Per Night
East Hampton
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
22 photos Details Make Inquiry
From
$400
Per Night
Montauk
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
17 photos Details Make Inquiry
From
$375
Per Night
Shelter Island
4 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details Make Inquiry
From
$600
Per Night
Southampton
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
16 photos Details Make Inquiry
From
$1,150
Per Night
Water Mill
4 Bedrooms, 2 Bathrooms, Sleeps 10
19 photos Details Make Inquiry
From
$1,500
Per Night
Water Mill
4 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details Make Inquiry
From
$260
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details Make Inquiry
From
$375
Per Night
East Hampton
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details Make Inquiry
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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)
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Rentals in Long Island
Filter search results by:
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