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Holiday Rentals in Long Island, NY

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    All 356 Rentals in Long Island
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    1 / 34
    5 of 5 stars (1) Excellent
    Center Moriches
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    1 / 10
    4 of 5 stars (1) Very good
    Water Mill
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 9
    5 of 5 stars (1) Excellent
    Cutchogue
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    1 / 20
    5 of 5 stars (2) Excellent
    Baiting Hollow
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Adorable 2 bedroom cottage sleeps 4 1000 ft to private beach! All new paint Full kitchen. New bathroom Master BR w/ queen bed , a/c,ceiling fan ,flat screen TV . 2nd BR w/ 2 twin beds. Living room with a/c, flat screen TV with netflix. Wireless Internet. Living room opens to to large screened... View all property information
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    Baiting Hollow, Long Island 11933
    5 of 5 stars Reviewed 9 May 2015
    I was looking for a place near the beach to celebrate my birthday with a couple of good friends and this cottage was perfect. The house is lovely and comfortable and while it's...
    5 of 5 stars Reviewed 7 August 2014
    I am flying home from my vacation to NY where the high point was our stay in Baiting Hollow. The cottage was more than we could have hoped for. Both my sister & I grew up in Long...
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    1 / 21
    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    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 Fork... View all property information
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    Southold, North Fork 11971
    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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    1 / 8
    5 of 5 stars (20) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Private Outdoor...
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    • Waterfront
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    • Suitable for children
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    About this property
    As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations. Cliffside Resort Waterfront Condominiums at... View all property information
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    Greenport, North Fork 11944
    5 of 5 stars Reviewed 6 August 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 25 April 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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    1 / 6
    5 of 5 stars (1) Excellent
    Fire Island
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Satellite TV
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    • Pets allowed
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    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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    Fire Island, Long Island 11706
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    1 / 8
    4.5 of 5 stars (2) Very good
    East Hampton
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Cozy -Clean- sunny Queen Size Bed - AC. Cable Tv with Premium Channels- WiFi Full bath - Bath Bath - OutDoor Shower. Complimentary Breakfast Each Morning / Self-Serve Coffee Free In-House Bicycles for your enjoyment. One Mile to Beach - Ten Min to East Hampton Village Close to Great Harbor Front... View all property information
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    East Hampton, Hamptons 11937
    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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    1 / 11
    4.5 of 5 stars (24) Very good
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Private Outdoor...
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    • Waterfront
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    About this property
    Beautiful 2 Bedroom 2 Bathroom Poolside Unit. All that Cliffside Resort and the Sound have to offer are just steps away. Additional amenities include: close to town, in-room entertainment system, kitchenette, private walkway to the sound, refrigerated wine cooler, on sound, washer & dryer... View all property information
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    Greenport, North Fork 11944
    5 of 5 stars Reviewed 2 September 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 10 June 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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    €592
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    1 / 18
    5 of 5 stars (1) Excellent
    East Hampton
    6 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    A massive, fully furnished house and landscaped yard all to yourselves... Rate: Starts at $650/night in the off-season (usually $989 on wknds) and from $6k/wknd in the summer. (We're happy to discuss discounts for longer stays). Detailed summer rates are as follows: $6k for Memorial Day wknd; $24k... View all property information
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    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 14 January 2015
    The Hamptons definitely met all our expectation, and this house was perfect for our needs and felt secluded/private but close to the beaches. We had 16 people total in our family...
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    1 / 28
    5 of 5 stars (3) Excellent
    Hampton Bays
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Smoking allowed
    • Suitable for children
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    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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    Hampton Bays, Hamptons 11946
    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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    5 of 5 stars (11) Excellent
    Southold
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
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    • Grill
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    • Private Fishing...
    • Safe
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    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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    Southold, North Fork 11971
    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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    4.5 of 5 stars (2) Very good
    Bridgehampton
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    MEMORIAL DAY WEEK, + NEXT WEEKEND AVAILABLE!! (we just had a cancellation for next weekend!) CLOSE to ART FAIRS & MUSIC EVENTS CENTRAL LOCATION , YET PEACEFUL 2 night min MAY 26 - JUNE 30, ONLY $190/night JULY $240/ night AUGUST 1-21 $280/night HAMPTON CLASSIC AUG 22-30 $1900 (... View all property information
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    Bridgehampton, Hamptons 11932
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    1 / 14
    5 of 5 stars (2) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Overview: Waterfront Water's Edge 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 Tocaro... View all property information
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    Greenport, North Fork 11944
    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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    1 / 11
    3 of 5 stars (1) Average
    Orient
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
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    • Safe
    • Water Views
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    • 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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    Orient, North Fork 11957
    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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    1 / 34
    5 of 5 stars (1) Excellent
    Southampton
    Studio / 1 Bathroom / Sleeps 4
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    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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    Southampton, Hamptons 10011
    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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    4 of 5 stars (1) Very good
    Fair Harbor
    4 Bedrooms / 1 Bathroom / Sleeps 7
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    • ?
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    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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    Fair Harbor, Fire Island 11706
    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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    5 of 5 stars (3) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    Fire Island Pines, Fire Island 11782
    5 of 5 stars Reviewed 18 September 2014
    As fall rapidly descends upon us urban dwellers, my heart is drawn back to the last glorious summer weekend we spent at Joe's home. The amenities, people, and proximity to that...
    5 of 5 stars Reviewed 20 August 2014
    Even more wonderful than last time, if that's even possible! Beautiful home with positive energy throughout. So many amenities that you'll need to come back a 2nd or 3rd time to...
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    1 / 24
    5 of 5 stars (3) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Located on a private road, set in 4 acres of woodland, this very smartly laid out contemporary makes for a perfect Summertime rental. The master bedrooms are on either side of the house, and are separated by a large, double height living, open kitchen, and dining area with sunlight streaming in... View all property information
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    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 11 April 2015
    We stayed there in September but it was still warm enough to go swimming everyday. The pool was our favorite part, especially the evening swims in the candlelight after a grilled...
    5 of 5 stars Reviewed 9 April 2015
    The house is in a great location north of Rt 27 in the Northwest Woods and is an easy drive to mulitiple beaches and the lovey town of East Hampton. The House had everything we...
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    1 / 18
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Grill
    • Hot Tub
    • Housekeeping...
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
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    About this property
    Newly renovated contemporary saltbox, flooded with light and extra large bedrooms. 2 master bedrooms measure over 15 x 20 feet. Skylights abound. Nestled in a grove in Springs, this is a delightful getaway where you can barbecue, swim, or lounge in the hammock. Close to both East Hampton... View all property information
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    East Hampton, Hamptons 11937
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    4.5 of 5 stars (2) Very good
    Sayville
    3 Bedrooms / 2 Bathrooms / Sleeps 9
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    • Air Conditioning
    • Dishwasher
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    • Fireplace
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    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    (30 minutes from the Hamptons. 60 min from NYC) House, 3 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6-9) 3 Br 2 full bath 2 story home. Vaulted 16 foot ceilings with 5 large skylights. One bathroom has an amazing steam shower and over sized heated whirlpool bathtub with jets for spa-like... View all property information
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    Sayville, Long Island 11772
    4 of 5 stars Reviewed 8 July 2014
    My friends and I loved the house! It is simply stunning and quite roomy. I went with a group of 11. I would recommend a smaller group (so that everyone can sleep on a comfortable...
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    5 of 5 stars (2) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    Location Information
    Fire Island Pines, Fire Island 11782
    5 of 5 stars Reviewed 6 September 2014
    I loved all the amenities that they offered. The food was like dining in a four-star restaurant every night. Only a few houses away from the beach so I could hear the ocean waves...
    5 of 5 stars Reviewed 20 August 2014
    Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food...
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    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    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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    East Hampton, Hamptons 11937
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    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A very spacious 1 bedroom private Apartment like, Bedroom can be configured to accommodate 2, 3, 4 or 6 comfortably, Private full bathroom, Open Area consists of living area, kitchenette, Mid size refrigerator, counter top with sink and cabinets, Toaster oven, microwave, Coffee machine etc.. ,... View all property information
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    Location Information
    Port Jefferson Station, Long Island 11776
    5 of 5 stars Reviewed 24 December 2014
    We were born and raised on Long Island and go back every couple of years to visit. Most of the time we stay at a hotel or maybe an Inn / B&B. We came across this rental and it...
    5 of 5 stars Reviewed 8 October 2014
    Both owners were very personable and made us feel so comfortable. Attention to detail and making our visit feel like home was definitely accomplished beyond expectations.
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    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This stunning home sits hilltop surrounded by beautiful landscaping. It has an open living plan with plenty of natural lighting. It's a fully furnished 3 bedroom 3 bathroom ranch that can sleep up to 6. Includes fireplace, central air, dehumidifier system, hardwood floors through out, sisal... View all property information
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    East Hampton, Hamptons 11937
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    €303
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    1 / 35
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy privacy and peace on a beautiful Northwest Woods parcel with various outdoor entertaining spaces, including large deck with pool. Private 5 bedroom 2700sq foot house. Historic architecture, modern interior design mixed with the landscape's natural beauty provide living at its finest. This... View all property information
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    East Hampton, Hamptons 11937
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    €273
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    1 / 19
    5 of 5 stars (4) Excellent
    Fire Island Pines
    1 Bedroom / 4 Bathrooms / Sleeps 2
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Welcome to Fire Island Pines Retreat. We are a gay guesthouse on Fire Island Pines, a gay community off the coast of Long Island. We pride ourselves on offering extremely comfortable accommodations at reasonable prices, and look forward to welcoming you to Fire Island Pines. Our home is very... View all property information
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    Location Information
    Fire Island Pines, Fire Island 11782
    5 of 5 stars Reviewed 17 August 2014
    I booked the Fire Island Pines retreat at the last minute as I was looking for a nice private room on a busy holiday weekend in the Pines, and wanted nice accommodations, some...
    5 of 5 stars Reviewed 3 August 2014
    Stunning Fire Island hideaway that is steps from the beach. Beautiful landscaping throughout the property, 360 degree views from the spacious roof deck, and a super friendly owner...
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    5 of 5 stars (1) Excellent
    Hampton Bays
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • 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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    Hampton Bays, Hamptons 11946
    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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    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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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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    Location Information
    Southold, North Fork 11971
    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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    Shirley
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Luxury Long Island 4-bed home, in Shirley NY, Located on the corner of a quiet street, close to the beach, parks, shopping, night entertainment and movie theater. Mini-golf course in backyard, I/G pool, fire pit, BBQ, 4 BRs available for rental or entire house. The house is about 2,900 SF, on an... View all property information
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    Shirley, Long Island 11967
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    1 / 24
    5 of 5 stars (9) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • 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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    Location Information
    East Hampton, Hamptons 11937
    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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    1 / 34
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 11 July 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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    5 of 5 stars (2) Excellent
    Fire Island
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • 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
    Located in Lonelyville, Fire Island. 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... View all property information
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    Location Information
    Fire Island, Long Island 11706
    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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    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travellers have booked this property
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    • 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 home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000... View all property information
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    Location Information
    Sag Harbor, Hamptons 11963
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    1 / 19
    5 of 5 stars (4) Excellent
    Sag Harbor
    1 Bedroom / 1 Bathroom / Sleeps 3
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Forever Cottage is a charming, one-bedroom guest cottage plus newly added separate, modern 'boutique' Studio which rents separately, just steps from Main Street in the scenic village of Sag Harbor, NY, available to rent for weeks, weekends or longer stays- year-round. Sag Harbor is a beautiful,... View all property information
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    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed 18 September 2014
    After spending our first night out in the Hamptons at what was described as a luxury hotel which turned out to be a 1960's rehabbed motel we were THRILLED when we got to our...
    5 of 5 stars Reviewed 13 August 2011
    This cottage was charming and centrally located. The owner lives near by and was very sweet and helpful. It rained the whole time we were there, but even so, we had the best...
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    5 of 5 stars (1) Excellent
    Southampton
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    • 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 OF SOUTHAMPTON PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH Season pass is possible with a signed lease agreement. A NICE SIZE RUSTIC COTTAGE - YOU WILL NOT FEEL CRAMPED!!!! No short stays at this time for Summer Stays View all property information
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    Location Information
    Southampton, Hamptons 11968
    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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    4.5 of 5 stars (2) Very good
    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • 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
    Our one bedroom,kitchenette/ dining room & foldout queen size couch in living downstairs sleeps four comfortable . Backyard garden. Just forty yard walk to our block pier. 150 yard walk into town. The heart of Greenport Village on the best block in our Village no need for your once you arrive... View all property information
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    Location Information
    Greenport, North Fork 11944
    4 of 5 stars Reviewed 4 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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    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This one-level modern, stylish light-filled ranch home, 2450 square ft. interior offers an expansive open floor plan - indoor and outdoor spaces for summer living and entertaining. Features 4 well sized bedrooms including master bedroom and bath with oversized Jacuzzi bath-tub, 3 en-suite... View all property information
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    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 16 April 2015
    I had a wonderful experience staying at the East Hampton vacation home. It was very comfortable and accommodated my 7 friends. The furnishings were new and the entire house was...
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    5 of 5 stars (3) Excellent
    Sag Harbor
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents... View all property information
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    Sag Harbor, Hamptons 11963
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    1 / 24
    Southampton
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    'This home is perfectly located in Southampton. It is a 4 Bedroom and it sleeps 10 people. The house is perfectly located in the heart of the Hamptons and has a large yard that is private and just beautiful. There is a nice HUGE built in Jacuzzi in the yard for you to enjoy as well as a BBQ on a... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    €528
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    1 / 16
    5 of 5 stars (1) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • 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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    Location Information
    East Hampton, Hamptons 11937
    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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    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    • 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
    About this property
    This charming East Hampton home is kept Guest ready year round, fully furnished with all the amenities of a Five Star Hotel. It is a Four bedroom (4) and Three (3) Bathroom home with POOL. Minimum 2 night stays permitted now thru May 21st, 2015, and again from September 8th until December 31st,... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    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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    5 of 5 stars (3) Excellent
    Sag Harbor
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Washer
    • Wi-Fi
    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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    Location Information
    Sag Harbor, Hamptons 11963
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    5 of 5 stars (2) Excellent
    Southold
    2 Bedrooms / Sleeps 6
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    • 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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    Location Information
    Southold, North Fork 11971
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    €319
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    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Children's Pool
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Historic home in Greenport Village walking distance to restaurants, water, shopping etc..bike or short drive from vineyards. Large yard with outdoor patio with BBQ and outdoor shower. 2 family home with two separate duplex units that can be rented separately or together. Perfect for family... View all property information
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    Greenport, North Fork 11944
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    €546
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    1 / 15
    5 of 5 stars (2) Excellent
    Bellport
    6 Bedrooms / 5 Bathrooms / Sleeps 14
    traveller have booked this property
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    • Air Conditioning
    • 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
    We are pleased to offer 'Bellport Landing', a gracious 1880's home located in the heart of Bellport Village. Bellport Landing offers all the beauty and charm that you would expect to find in a historic/antique home, plus modern conveniences, such as wifi and flatscreen TV's. Featuring six... View all property information
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    Location Information
    Bellport, Long Island 11713
    5 of 5 stars Reviewed 7 August 2014
    Absolutely wonderful place to have our family get-together. The house is gorgeous, comfortably furnished, and thoughtfully appointed. The kitchen is amazing! Sue and Steve are...
    5 of 5 stars Reviewed 23 June 2014
    Bellport is an absolutely magical place - a real find. As visitors from the UK we were utterly spellbound by its old world and understated charms - such a perfect respite from the...
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    5 of 5 stars (1) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    Location Information
    Fire Island Pines, Fire Island 11782
    5 of 5 stars Reviewed 15 August 2014
    So comfortable and peaceful! Living a NYC you can get amped up by the tiniest thing... And believe me, I tried to keep working when I got there, but Joe and the other guests got...
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    5 of 5 stars (2) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
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    • 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
    • x
    • ?
    About this property
    Quogue Village Modernist 4BR, 3BR recently renovated in rustic modern style. Huge chef's kitchen boasts 6 burner range, Gaggia espresso, Shun cutlery. Expansive 800sf pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach rights. View all property information
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    Location Information
    Quogue, Hamptons 11959
    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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    5 of 5 stars (2) Excellent
    East Marion
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Contemporary 4 bedroom 3 bath house with private Long Island Sound beach access and community tennis and bocce courts in East Marion. Secluded lot with swing set. 2 adult bikes and 2 kids bikes, beach chairs and toys included. Cook's kitchen, large deck. 10 rooms total, including master bedroom... View all property information
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    Location Information
    East Marion, North Fork 10014
    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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    East Hampton
    1 Bedroom / 3 Bathrooms / Sleeps 2
    travellers have booked this property
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Sunny First floor bedroom with a Real comfortable King Size Bed. Refrigerator/Microwave - Closet Space Use of New Back Deck w/private outdoor shower and half bath. Full Bath on Second Floor. Complimentary continental self-serve breakfast included. Free use of in-house bicycles. Flat screen tv... View all property information
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    Location Information
    East Hampton, Hamptons 11936
    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.