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Vacation rentals in Long Island, NY

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All 294 Rentals in Long Island
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From
$203
Per Night
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1 / 21
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
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$232
Per Night
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1 / 14
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East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
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$697
Per Night
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1 / 36
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Quogue
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$289
Per Night
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1 / 14
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Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Overview: Waterfront Water's Edge luxury suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes. Details: Offered by... View all property information
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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 8 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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$232
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1 / 13
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Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
*** Ask for reviews from other tenants *** Classic Hamptons barn style home situated on 1.3 acres - three bedrooms (sleeps up to 8), two bathrooms, large double-height living area with exposed beams and barn style details throughout. ENTERTAIN: The open style living and extremely lofty ceiling... View all property information
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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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$1,046
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1 / 18
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East Hampton
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Our newly renovated East Hampton Home is clean and contemporary with bleached oak floors throughout, an open kitchen, modern fixtures, spacious decking, wifi, W/D, gas fireplace and an outdoor shower. The area is quiet and conveniently located a short 5 minute drive to 'downtown' East Hampton and... View all property information
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$343
Per Night
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1 / 17
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Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and... View all property information
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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 13 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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$168
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Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Can be used as a full house on rent separately downstairs apt 1) enjoys two bedroom w eat in kitchen & dining room, two bedroom sleeps four ) Or our one bedroom dining room, kitchen & foldout queen size couch in living downstairs sleeps four comfortable . Backyard garden. Just forty yard walk to... View all property information
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4 of 5 stars Reviewed 3 December 2014
The place is in a great location - a short walk to downtown Greenport but far enough to have some peace and quiet. The apartment itself is nicely furnished and is charming. Keep...
5 of 5 stars Reviewed 29 August 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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$349
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1 / 8
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Oyster Bay
1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
The Greenhouse is a charming one bedroom cottage located on a 30 acre waterfront estate on Centre Island, 34 miles from Manhattan. It has a large 330 sf deck overlooking the Great Meadow Creek and a wild bird sanctuary. It is a special sunny spot with the large open room that incorporates living,... View all property information
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$697
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1 / 15
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Quogue
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Family moments and memories are made in peace and solitude, away from the heat and noise. Live softly. The Village of Quogue is just one hour and forty minutes from the Midtown Tunnel, one town east of Westhampton. Quogue is known for a family atmosphere both in the quaint village and on the... View all property information
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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
$347
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1 / 36
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East Hampton
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This charming East Hampton home is kept Guest ready, fully furnished with all the amenities of a Five Star Hotel Stay with the comforts of Home: New Year's Eve only $275 per night. January to March only $250 per night. Charming East Hampton Home is kept UNOCCUPIED and Guest Ready all year, you... View all property information
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5 of 5 stars Reviewed 26 November 2014
Friends and I recently stayed in this friendly true family home in an excellent long island location. One felt immediately at home on entering the property which is in a pleasant...
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$387
Per Night
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1 / 35
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East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Available YEAR ROUND. NO PROM EVENTS - Prices go higher around Memorial Day weekend. The house will be available for holidays or weekends or by the week or by month. Enjoy privacy and peace on a beautiful parcel with various outdoor entertaining spaces, including large deck with pool. We have... View all property information
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From
$639
Per Night
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East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This well-designed contemporary beach house with three bedrooms and two baths sits on an acre of blissful privacy. This vacation rental is located in East Hampton NW woods, 4 miles from East Hampton Village and 1.5 miles from Sammy's Beach. Close enough to it all, yet removed enough to feel like... View all property information
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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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$291
Per Night
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Rocky Point
3 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3 minute walk to... View all property information
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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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$200
Per Night
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1 / 19
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Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This charming farmhouse is just what you’ve been looking for: A beautiful, newly renovated 1890's house with all the modern conveniences, perfectly located a few short blocks to Founders Landing Beach Park, Town Beach and Southold Village. About the House The house is a very bright and airy, and... View all property information
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5 of 5 stars Reviewed 18 August 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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$465
Per Night
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1 / 28
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Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Completely renovated 4 bedroom home on quiet street in Hampton Bays. In town location. Walk to shops and dining. 3.5 miles to Atlantic Ocean and 1.0 miles to Shinnecock Bay. Large property with lovely deck and furniture. Handicap accessible with bedroom and wet room on first floor. Deck... View all property information
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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 27 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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$668
Per Night
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1 / 22
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Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
*** Please see peak season availability, minimum stay requirements (including monthly minimum rentals for June and July) and pricing information at the bottom of this description before contacting *** Thinking of spending time in Montauk? Great idea! Enjoy all the East End has to offer from the... View all property information
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5 of 5 stars Reviewed 6 December 2014
We rented this house for a week because our son was being married in Montauk. It was perfect for our needs. We were able to accommodate extended family members with enough space...
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From
$790
Per Night
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1 / 10
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Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney Bus from Manhattan. New... View all property information
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From
$1,394
Per Night
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1 / 6
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Fire Island
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Contemporary furn. beach house steps to ocean, 5 mins to bay. Ideal for two families, Accomodates 8 persons inc. children. No groups! Hose features oudtoor shower, gas grill, two decks, gas grill, flat screen tv,dvd,vcr. fully equipped kitchen, washer, dryer, wireless internet avail. Tranquil... View all property information
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From
$4,648
Per Week
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1 / 10
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Montauk
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Try finding another rental so fully-stocked with all of the comforts you're used to in your own home! This is a beautiful and cozy Montauk beach home, newly-renovated with clean, hardwood floors, spacious living area and kitchen. This house includes an awesome deck, complete with full outdoor... View all property information
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From
$436
Per Night
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1 / 9
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Kismet
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Our wonderful cottage comes with all the expected amenities for the total vacation experience. It has two decks, a large private rear deck and fun smaller front deck . Fire Island boasts no private cars in the summer until Sept 15 so the kids have freedom to wander safely after you travel by ferry... View all property information
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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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$872
Per Night
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1 / 16
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Fair Harbor
4 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Fair Harbor is on Fire Island in Suffolk county ny.. Imagine a barefoot community with wooden walkways great sandy beaches, great sunsets, wooden walkways... no cars... Sounds like paradise.. less than 2 hours from New york.. so close yet so far away. Our house by the bay is available for... View all property information
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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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$2,789
Per Week
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Southold
2 Bedrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
**New for 2013 Summer: Central Air, Paver Stone Patio Charming, bright, airy, two-bedroom home sits on cozy lot at the heart of the beautiful North Fork, just a minute walk to Southold's most sought after private community beach (Founders Beach). Our beautiful beach features a playground,... View all property information
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From
$3,660
Per Week
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1 / 8
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Hampton Bays
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Enjoy the sights, sounds and salt-water smells of summer right out your front door. Sit on the screen porch while the sun sets over beautiful Tiana Bay. Walk the crescent beach and hear the gulls. This is the quintessential beach cottage we all dream about - 2 bedrooms, one bath, immaculate, with... View all property information
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5 of 5 stars Reviewed 5 September 2014
This cottage was like a dream. Beautiful landscaping with butterfly bushes and colorful flowers surrounding propery. Birdwatchers paradise and swan family made frequent visits...
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$988
Per Night
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Amagansett
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Great Hamptons style in Amagansett's Bell Estate. Less than two miles to ocean beaches and one mile from the bay, close to town, has every amenity and plenty of style. Overlooks a 60-foot heated gunite pool. Details include marble baths, wide plank Walnut flooring, cathedral ceilings, sound system,... View all property information
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From
$349
Per Night
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1 / 16
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Southampton
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
LOCATED IN THE VILLAGE PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH. A NICE SIZE COTTAGE YOU WILL NOT FEEL CRAMPED. It has a lovely flow for entertainment with multiple seating areas. Living area, fireplace area, dining area. Eat in kitchen and a large... View all property information
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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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$349
Per Night
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1 / 17
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Peconic
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, enjoy the bounty of land and sea, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch... View all property information
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4 of 5 stars Reviewed 20 November 2014
Rented the house for the weekend. Miles from wineries and near by towns. House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the...
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From
$145
Per Night
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1 / 34
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Southampton
Studio, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Housekeeping...
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
***THIS PROPERTY IS AVAILABLE FOR A WINTER RENTAL STARTING OCT. 1 2014 TO APRIL 30 2015 PLEASE INQUIRE. Cute well decorated cottage in the North Sea area of Southampton. North Sea is a historic area of Southampton, NY. The cottage is located just behind one of Long Island's largest bodies of... View all property information
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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
$581
Per Night
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1 / 22
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Sag Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This lovely 3 bedroom, 2 bath home in the Village of Sag Harbor is located conveniently 1 mile from Sag Harbor's Main Street and a 1/2 mile to Haven's Beach,1 mile to public golf course and 10 min to Sag Main Ocean. No car necessary, you can hop a bus anywhere on the East End and North Forks! This... View all property information
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From
$2,034
Per Night
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1 / 11
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Southampton
6 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Fabulous Bay Front Villa on a private acre in Southampton close to village & Beaches. Beautiful fountain to greet you and your guests to the water front retreat with high end finishes. Vaulted ceilings, Professionally decorated and 6 Bedrooms with 4 1/2 baths with Jetted Tubs & Steam Shower. All... View all property information
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$1,162
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Long Beach
5 Bedrooms, 4 Bathrooms, Sleeps 11
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the... View all property information
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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
$407
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Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Fireplace
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
  • x
About this property
Open Year Round: The Farmhouse is located in the hamlet of Cutchogue on the North Fork of eastern Long Island. Centrally located to vineyards, beaches and restaurants. The Farmhouse Bed and Breakfast offers 4 suites elegantly decorated with antiques, fine linens and private baths. We pride... View all property information
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5 of 5 stars Reviewed 9 November 2014
Bob and Joyce were friendly and helpful hosts. Their recommendations for dining, wine-tasting and activities were perfect and made it easy for us to enjoy the best of the area...
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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$1,030
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Fire Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Magnificent views - the best of the best, contemporary house built in the 90's. Rated one of the ten best island beaches in USA . Car free island, only bicycles. A safe place for children. Only 1 hour, 10 minutes by train, car or private van to ferry dock from New York City, or 15 minutes from... View all property information
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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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$174
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Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Comfy, fresh ROOM and your own PRIVATE BATHroom in a BRIDGEHAMPTON Artist's Home! 3 night minimum DOUBLE OCCUPANCY OK NOTE: we just installed a fabulous new TOP OF THE LINE double bed for a great night's sleep. Morning Coffee on request WINTER 2014-2015 WEEK special, $600 + cleaning fee. MONTH... View all property information
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From
$997
Per Night
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Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Large, private and clean house in the woods with swimming pool, outdoor 10 people jacuzzi and complete kitchen on walking distance to the beach and 5 minutes drive to town. House inside indulge formal foyer, living room,TV room, work out area, office space ,formal dinning-room, eat-in kitchen and... View all property information
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From
$575
Per Night
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Sag Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
From its commanding position on Main Street in the heart of Sag Harbor village, this spectacular vintage Victorian is an authentic testament to the history of Sag Harbor. With distinctive architecture and classic styling, the impressive house features the Upstairs Apartment with five rooms,... View all property information
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From
$697
Per Night
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East Hampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Peaceful location on wooded acre with access to water, dock (could accomdate up to 24' boat) and kayaks for your use. On peaceful inlet of Three Mile Harbor, East Hampton, NY. Wrap-around deck with tables and chaises, gas and charcoal grills, and hammock. Great for families and nature lovers.... View all property information
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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
$674
Per Night
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East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Very stylishly renovated on .60 acre, this East Hampton property features central air, 3 bedrooms and 2 baths. Great room with fireplace and lots of sunlight. Skylights in kitchen and living room. Top of the line Sub-zero refrigerator and wine storage. A chef's dream kitchen with two ovens and... View all property information
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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
$471
Per Night
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1 / 10
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East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Grace cottage is a lovely 3-bedroom, 'shabby-chic' style house in a quiet residential neighborhood in the Springs section of East Hampton . It is 5 miles from the ocean and closer to the bay beaches, a fun bike ride. Convenient to the villages of East Hampton, Amagansett, Sag Harbor, all known... View all property information
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From
$465
Per Night
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East Hampton
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Magnificent gardens and grounds on 2 plus acres. Short distance to the ocean and the village. The home has 5 bedrooms, 4 baths, solarium, library, gourmet kitchen. Library, family room, exercise room, heated pool, pool house, 2.5 car garage. Very private setting available year round or for the... View all property information
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From
$726
Per Night
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Amagansett
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Charming mid-century modern house south of the highway. Completely renovated in 2014. Short walk to ocean beach and Amagansett village. Large property with new deck and grill. Light filled open floor plan kitchen, dining room, living room. Dishwasher, clothes washer and dryer. Master bedroom with... View all property information
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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
$203
Per Night
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North... View all property information
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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
$1,867
Per Night
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Sag Harbor
5 Bedrooms, 8 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This property is only for the very discerning renter. It is a designer's own homeowners. Please read rental rates before inquiring. Minimum rental is one week during High Season unless you see an availability between rentals. During the off season 4 day rentals may be possible. This elegant 6000... View all property information
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From
$291
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East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Just outside East Hampton Village, the Hamptons Brazil Guest House is a charming Bed & Breakfast, a cozy cottage owned and maintained by native Brazilian and long-time Hamptons resident Heloisa Brandao. A renowned Interior Designer, established artist, Heloisa provides guests with an attractive... View all property information
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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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$291
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Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
The Space The Old Schoolhouse tells a family story, dating back to the 1880's. This charming farmhouse, built by the Burt family in the 1880's, was first used as a schoolhouse, then transformed into a farmhouse. The Burt family updated the house in 2005 with the most energy efficient systems, so... View all property information
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From
$168
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Montauk
Studio, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Sauna
  • Shared Indoor Pool
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Rates from $145 to $375/night! Gorgeous, remodeled large air conditioned studio unit that sleeps up to 4 with two Queen beds. This Ocean Vista [development] unit was totally remodeled a few years ago. Unit is approximately 28' X 11' which includes sleeping and livingroom area (one large room) with... View all property information
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4 of 5 stars Reviewed 18 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 20 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
$465
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Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
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Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Internet Access
  • Safe
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Pernchief Cottage Located In The Village Of Orient Is The Perfect Place To Summer With Family And Friends. Front Porch Offers Lovely Views Of The Bay. Wide Pine Floorboards, Great Architectural Detils Abound. Property Is Beautifully Set On 1/2 Acre With Lovely Gardens And A Tranquil Pond. Charming... View all property information
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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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From
$291
Per Night
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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1 of 5 stars Reviewed 2 September 2012
The photos in the add looked good, particularly the garden and the proximity of the lake. We rented the place for four days. When we arrived, the first thing that struck us was...
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From
$349
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Come experience a Northfork summer, golfing, biking, beaching, Estate sale hunting, in the Heart of Wine Country, Long Island. Centrally Located in the Town of Southold, South of the main road, 3 houses from the water in the elite Founders Landing section of North Fork, The cottage is minutes'... View all property information
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From
$232
Per Night
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East Hampton
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Two story Cottage with covered balconies and great wooded views. Cozy Adirondack furniture, outdoor grill.Pavilion with firepit and outdoor spa/hot tub open year round. Private and peaceful, next to 100's of acres of nature preserve and miles of hiking and biking trails. Have golf clubs,bikes and... View all property information
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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.