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Holiday rentals and apartments in Long Island, NY

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All 291 Rentals in Long Island
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From
€455
Per Night
Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
Bookings
22 photos Details Reviews (4) Make Enquiry
From
€2,491
Per Week
Hampton Bays
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details Reviews (1) Make Enquiry
From
€115
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details Reviews (1) Make Enquiry
Also consider
Charming Getaway near Shinnecock Bay
2 Bedrooms, sleeps 6
€119 - €138 / night
Shelter Island, Contemporary and Private
3 Bedrooms, sleeps 5
€451 / night
North Fork Loft - Perfect for Wine & Food Weekends
5 Bedrooms, sleeps 14
€391 - €470 / night
Waterfront Cottage, Southampton Towd Point Beach!
3 Bedrooms, sleeps 6
€395 / night
From
€791
Per Night
Long Beach
5 Bedrooms, 4 Bathrooms, Sleeps 11
Bookings
8 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 15 July 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 5 August 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
€158
Per Night
East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 21 October 2014
I stayed here with my wife, young daughter (15 months) and parents for three nights. The house was amazing. It really is a home - as Jane (the owner) had told me, and a big home...
5 of 5 stars Reviewed 11 September 2014
The house is warm, cheerful, spacious and bright. It was wonderful to have breakfast, moon-lit dinners on the deck. Indeed the bunnies and deers visited us in the garden as Jane...
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From
€474
Per Night
East Hampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
22 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 20 September 2014
We rented this property for 10 days the last week of August through Labor Day weekend. It was so much more then we expected. The pictures don't do this place enough justice. The...
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From
€701
Per Night
Fire Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
11 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 11 August 2014
We loved staying at this house on Fire Island. It was wonderful waking up to the waves and seeing deer just outside the door. We would love to return!
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From
€395
Per Night
Sag Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 10
22 photos Details Reviews (1) Make Enquiry
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From
€538
Per Night
Water Mill
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details Reviews (1) Make Enquiry
From
€277
Per Night
Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
9 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 28 May 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
€593
Per Night
Fair Harbor
4 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
16 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 4 July 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
€138
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
21 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 3 June 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
€233
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
17 photos Details Reviews (11) Make Enquiry
5 of 5 stars Reviewed 28 August 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 14 July 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
€78
Per Night
Huntington
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
15 photos Details Reviews (17) Make Enquiry
5 of 5 stars Reviewed 26 September 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 25 September 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
€391
Per Night
Sag Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
21 photos Details Reviews (3) Make Enquiry
From
€118
Per Night
Southampton
Studio, 1 Bathroom, Sleeps 4
Bookings
34 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 16 July 2014
Wonderful cottage in a great location. Short trip to town, the beach and restaurants all around. I can't wait to come back. Property was very easy to book and the overall...
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From
€395
Per Night
Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
28 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 1 August 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 28 July 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
€237
Per Night
Southampton
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
16 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 29 June 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
€119
Per Night
Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
16 photos Details Reviews (2) Make Enquiry
From
€158
Per Night
Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
13 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 24 June 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
€1,898
Per Week
Southold
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details Reviews (2) Make Enquiry
From
€320
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details Reviews (2) Make Enquiry
From
€395
Per Night
Quogue
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
15 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 2 June 2014
Our stay at Vince's place was wonderful! Vince was responsive via email and phone and very accommodating regarding our arrival and departure times. The place is located a short...
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From
€263
Per Night
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
35 photos Details Reviews (1) Make Enquiry
From
€593
Per Night
Quogue
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
36 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 4 August 2014
I recently stayed at the Luxury Hamptons Quogue Village 4BR Modernist Retreat with my girlfriend, her sister's and brother in law, and had the best time. The house is new and...
5 of 5 stars Reviewed 31 July 2014
Ben and Kelcey's home was the perfect escape for our group. It's quiet, very spacious, modern, and has lots of open space and light. The backyard has a large pool, fire pit, two...
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From
€197
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 17 September 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 9 August 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
€316
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
24 photos Details Reviews (9) Make Enquiry
5 of 5 stars Reviewed 26 August 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 13 August 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
€130
Per Night
East Hampton
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
8 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 16 September 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 7 July 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
€494
Per Night
Amagansett
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 14 August 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
€277
Per Night
Montauk
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
15 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 28 August 2014
This is a GREAT place to stay - The owners are very helpful and friendly, they allow my pup to join us! You can coast on your bike into town (work a bit on way back up...
5 of 5 stars Reviewed 30 July 2014
Our stay in Montauk at the Costello's cottage was better than we anticipated. Tim called us to inform us we could check in early, and then proceeded to meet us to show us the...
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From
€138
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
21 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 15 October 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
€198
Per Night
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
16 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 6 October 2013
We first stayed here in 2012 for 6 nights and because we enjoyed it so much, this year we stayed for 13 nights and it was how we remembered it. Heloisa is a charming, friendly...
2 of 5 stars Reviewed 15 July 2013
Located in an residential street some distance from the center of East Hampton this B&B was neither cozy nor charming. There was nothing awful but the rooms are small, breakfast...
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From
€459
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 18 August 2014
We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in...
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From
€257
Per Night
Kismet
4 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 August 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
€198
Per Night
Rocky Point
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
24 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 30 July 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 15 July 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
€236
Per Night
East Hampton
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
36 photos Details Reviews (1) Make Enquiry
From
€949
Per Night
Fire Island
4 Bedrooms, 3 Bathrooms, Sleeps 8
6 photos Details Reviews (1) Make Enquiry
From
€1,271
Per Night
Sag Harbor
7 Bedrooms, 8 Bathrooms, Sleeps 12
Bookings
25 photos Details Reviews (4) Make Enquiry
From
€115
Per Night
Montauk
Studio, 1 Bathroom, Sleeps 4
Bookings
18 photos Details Reviews (2) Make Enquiry
4 of 5 stars Reviewed 19 August 2014
The owner was cooperative and responsive re renting his unit. I booked on Flip Key for the first time ever and it was easy and safe. You can book directly with the Ocean Vista...
3 of 5 stars Reviewed 21 May 2014
each unit is individually owned. that means that every room is different. I booked with the owner of room 108 (apparently a nice room, as per other reviews). he never answered any...
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From
€277
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
11 photos Details Reviews (1) Make Enquiry
3 of 5 stars Reviewed 29 May 2014
Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price...
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Rentals in Long Island
Apartment holiday in Long Island

New York welcomes huge numbers of visitors every year who are attracted to this iconic American city for its shopping, Broadway musicals, cuisine and breadth of visitor attractions. Long Island is situated to the south east of the city and includes the well known metropolitan boroughs of Queens and Brookyln. However, it also contains the more rural counties of Suffolk and Nassau which offer stunning beaches and an insight into the lives of the super rich. You can experience a Long Island holiday without paying through the teeth by hiring an apartment.

Greenport – wine, boats and carousel rides

Greenport is a little harbour village in Suffolk County and exudes charm with its bustling marina, tall ships, and 1920s carousel. Kids will love checking out all the boats at Mitchell Park, as well as taking a spin on the historic carousel, and you can also hop onto a ferry for a quick trip across to Shelter Island, which is a safe haven for wildlife due to its large wetlands.

Back in Greenport, make sure you check out the Railroad and Maritime museums which give an insight into the region’s historic past as a centre of whaling and ship building. Suffolk County is also famed for its wineries and there are several within close proximity to Greenport that offer wine tasting and tours. You can also sample the county’s fine wines in one of the local eateries which will be a perfect way to end the day as the sun sets over the harbour.

Beaches along the Hamptons

The area known as The Hamptons is one of the most wealthy in the United States and is comprised of a series of picturesque seaside villages. It’s renowned for its popularity with A-list celebrities and the attraction of the area will become apparent when you see those blue skies and golden beaches and consider its convenient proximity to the Big Apple. If sunbathing and other beach-related activities are your thing, then you’ll be in paradise and, as you’d expect, there’s plenty of great restaurants and drinking establishments to choose from.

Historic parks and stately homes

Across in Nassau County you’ll find the spacious and hugely impressive Planting Fields Arboretum State Historic Park, which covers over 400 acres and features a stunning collection of greenhouses, gardens, and offers guaranteed colour and pleasant walks.

Also within the boundaries of Nassau you’ll also find Sagamore Hill, which was the home of Theodore Roosevelt the 26th President of the United States. Built in 1884, it’s now listed on the National Register of Historic Places and tours are open to the public. Included within the premises is the Theodore Roosevelt Museum.