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Holiday Rentals in Long Island, NY

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    Travellers to Long Island are booking August dates now. Secure your holiday home today, and have the perfect trip.
    1 / 14
    5 of 5 stars (2) Excellent
    Sag Harbor
    Private Room, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 25
    5 of 5 stars (14) Excellent
    Southold
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 18
    5 of 5 stars (7) Excellent
    Cutchogue
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Hempstead
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located within walking distance of The Garden City Hotel. The property is 15 Miles from Manhattan & just 25 Minutes from LaGuardia & JFK Whether you're in town for business or pleasure, This house allows you to enjoy our upscale accommodations at an exceptional value. Located just minutes from... View all property information
    Location Information
    Hempstead, Long Island 11550
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Desirable Northwest Woods home close to East Hampton Village, ocean and bay beaches and Sag Harbor. Access to community association park on Hands Creek - lovely private view with Adirondack chairs. Walk to Hands Creek and Settlers Landing. Short drive to Cedar Point Park with picnic grounds,... View all property information
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    East Hampton, Hamptons 11937
    East Hampton
    Private Room, 4 Bathrooms, Sleeps 2 | Quick View
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    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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    East Hampton, Hamptons 11936
    1 / 24
    5 of 5 stars (12) Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 14 September 2015
    We stayed at Patricia's Home at the end of August with our Daughter and another Family and their Daughter. I left the house once the entire week. It was that relaxing. The...
    5 of 5 stars Reviewed 13 August 2015
    We have vacationed in this cozy yet spacious home on two occasions. We now find ourselves excited to go back in September.The interior is so comfortable to live in. Every room in...
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    1 / 14
    3.5 of 5 stars (3) Average
    Baiting Hollow
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Charming cottage in the woods just steps from the peaceful Long Island Sound. This cottage has two bedrooms and sleeps 4. One of the twin beds is on a our porch in a common area but it is indoors. See photo. New Kitchen counters and cabinets. Built in 1950, this cottage has been passed though two... View all property information
    Location Information
    Baiting Hollow, Long Island 11933
    3 of 5 stars Reviewed 16 October 2015
    We were looking for a quiet place to stay that accepted pets. The cottage was comfortable and had room for our grandchildren to stay with us. I loved that the beach was so close...
    5 of 5 stars Reviewed 4 September 2015
    We were looking for a nice, quiet, comfortable place with most of the thing you find in a house. That was it. Enjoyed our stay, our food, beach 5 minutes walk, weather was...
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    Amagansett
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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, this classic five bedroom, four and one-half bath traditional has every amenity and plenty of style. There's lots of open space for living including a lovely great room... View all property information
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    Amagansett, Hamptons 11930
    1 / 11
    5 of 5 stars (1) Excellent
    Sag Harbor
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    About this property
    This whaling captain's house has been in my family six generations. We offer the original wing of house for weekend rental May through October. Each bedroom has a water view, and they share a dressing room/office. Enjoy the spacious porch, that includes an eating area and porch swing. if you... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed 1 week ago
    Ann was the perfect host providing the best breakfast of home made granola and fruit, muffins and bagels rounded off with fresh coffee. The house is a museum that you effectively...
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    1 / 15
    4.5 of 5 stars (2) Very good
    Remsenburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Easy summer living at this bright contemporary ranch located steps from Moriches bay in Westhampton/Remsenburg. Open kitchen- dining area, living room with fireplace, 3 bedrooms, 2 baths, central air conditioning, and a private yard with a heated swimming pool. <BR><BR>Located on a small quiet... View all property information
    Location Information
    Remsenburg, Long Island 11960
    5 of 5 stars Reviewed 16 June 2015
    I welcomed my friends from Germany to the U.S. What made the stay super sweet for them and for myself was this rental. It had everything we needed. I'm a local in Westhampton, so...
    4 of 5 stars Reviewed 14 June 2014
    We have rented the house for a long week. The contact with Christine was excellent. The info and the keys were all where they should be. The house is clean even for German...
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    East Marion
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Private Garden
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    About this property
    North Fork- East Marion- Charming unique twin cottages with cedar roof and historical significance. Each cottage is new and elegantly appointed. Wide plank flooring and knotty pine doors. Complete kitchen with granite counters and dishwasher. New bath with Italian tiles. Central air conditioning... View all property information
    Location Information
    East Marion, North Fork 11939
    Montauk
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • Ocean Views
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    • Sauna
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    • Pet-friendly
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    • x
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    • x
    About this property
    Situated on Montauk's most pristine stretch of oceanfront real estate, Gurney's Montauk Resort & Seawater Spa is a Hampton's icon and the only four-season resort in Montauk. With five unique dining and cocktail venues, guests can enjoy a wide range of dining options, from elegant seasonal cuisine... View all property information
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    Montauk, Hamptons 11954
    1 / 20
    5 of 5 stars (1) Excellent
    Greenport
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    PLEASE NOTE WE HAVE A MINIMUM OF THREE NIGHTS STAY POLICY. A gem of a getaway! There are four bedrooms, of which three are located upstairs. Two of the upstairs bedrooms share one new en-suite bathroom. One bedroom upstairs has it's own en-suite bathroom. The bedroom on the ground floor has an... View all property information
    Location Information
    Greenport, North Fork 11944
    5 of 5 stars Reviewed 6 August 2015
    We are a family of five and stayed in the property for a week. It had everything we needed. The house was lovely, very spacious and really well equipped. The town of Greenport is...
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    Montauk
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    About this property
    Spend your New York retreat in style by staying at this exquisite 6-bedroom, 4-bath vacation rental home. With room for 13 guests, outstanding at-home amenities and a prime location just a short walk from the beach, this home has everything you need! This phenomenal abode is outfitted with... View all property information
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    Montauk, Hamptons 11954
    Sag Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    *Summer Special: Reduced Summer Rates!*  Escape from reality in this charming 2-bed, 2-bath Sag Harbor house, which sleeps up to 6. Located just minutes from a private beach, restaurants and shopping, this darling abode is the ideal destination for those looking to explore the Hamptons! You’ll... View all property information
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    Sag Harbor, Hamptons 11963
    1 / 7
    5 of 5 stars (1) Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    LABOR DAY WEEKEND GIVEAWAY $5,500 PER WEEK or $1,200 PER WEEKEND NIGHT for shorter stay Enjoy this sophisticated, newly renovated, three-bedroom, three-bath contemporary on one of the premier lanes near Jackson Pollack's house in East Hampton. Twenty-four-hundred square feet with oak flooring... View all property information
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 10 June 2016
    My wife and I stayed in this lovely house in May 2016. A lovely quiet area approx. 1/4 mile off the main road so supremely quiet. It was very well furnished and equipped and...
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    1 / 20
    5 of 5 stars (4) Excellent
    Baiting Hollow
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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.<BR>Wireless Internet. Living room opens to to large screened... View all property information
    Location Information
    Baiting Hollow, Long Island 11933
    5 of 5 stars Reviewed 27 September 2015
    We had 4 great sunny days at Baiting Hollow. The cottage has a warm, cozy atmosphere (-> photos). The beach is gorgeous, just as perferct as you would wish for swimming...
    5 of 5 stars Reviewed 4 September 2015
    My adult daughter and I spent 3 wonderful nights in this charming cottage. We spent alot of time in the serenity of the front porch, surrounded by beautiful trees. We walked to...
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    1 / 21
    5 of 5 stars (2) Excellent
    Rocky Point
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    comfortable home overlooking the water. Perfect for vacation with families, couples, or friends. 2 bedrooms, fold out queen- sized couch in sunroom, large living room with flat screen tv. Extra flat screen TV in sunroom. Fully stocked kitchen with microwave. Linens and beach towels available. Beach... View all property information
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed 2 weeks ago
    Beautiful well kept modern 2 bedroom home. Spacious yard, BBQ grill, patio. Private beach. Looking forward to coming back next summer
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    1 / 20
    4.5 of 5 stars (2) Very good
    Bridgehampton
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Top of the Line Double bed in a well appointed Bedroom with 2 closets, door in your bedroom to your private bathroom, for 1 or 2 people. BEAUTIFUL and COOL Hamptons Artist's home. CLOSE to ART FAIRS & EVENTS, CENTRAL LOCATION and VERY PEACEFUL, walk to town and to jitney or LIRR, restaurants,... View all property information
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    Bridgehampton, Hamptons 11932
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    1 / 11
    5 of 5 stars (4) Excellent
    Greenport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Our one bedroom has 3 rooms + kitchenette. The parlor with convertible couch ( Standerd double ) sleeps two. Our Bedroom has a Queen Size Bed. Porch & Backyard garden. We are just forty yard walk to our block pier. 150 yard walk into town. The heart of Greenport Village. Bay House is on the best... View all property information
    Location Information
    Greenport, North Fork 11944
    5 of 5 stars Reviewed 2 weeks ago
    So close to everything! The place is in a great spot. Downtown Greenport is a block away and you would never know it. Very quiet and clean space for my wife and I to enjoy our...
    5 of 5 stars Reviewed 4 May 2016
    Great location, easy walk to town and right next to a pretty dock. If you travel with 4 you have to walk through the room with fold out bed to reach bathroom so might be better...
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    1 / 6
    5 of 5 stars (1) Excellent
    East Marion
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Welcome to the Victorian Seasons guest cottages, nestled between wildlife preserves and protected land. Victorian Seasons is a significantly important historic site that dates back to 1855. It is on the historic corridor in the heart of East Marion on the beautiful North Fork of Long... View all property information
    Location Information
    East Marion, North Fork 11939
    5 of 5 stars Reviewed 2 days ago
    We spend there weekend it's a nice and very clean cottage.close to the ocean and vineyard. I recommended higher this place.
    5 of 5 stars Reviewed 2 September 2015
    My family and I stayed for two nights at Victorian Seasons and don't have enough good things to say--- both about the property and the location. The cottage itself was wonderful...
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    1 / 8
    5 of 5 stars (17) Excellent
    Port Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    A true retreat! Peace and serenity....these will be your thoughts as you look out and view the harbor and magnificient woods located on 3 acres! We are minutes away from a very lively town with many restaurants, theatre and shopping! We have beautiful restaurants on the water as well!! This... View all property information
    Location Information
    Port Jefferson, Long Island 11777
    5 of 5 stars Reviewed 30 December 2015
    Absolutely stellar stunning! The home was beautiful as well as the views of Port Jefferson. We definitely highly recommend Michael and Sheila's home! We had plenty of room...
    5 of 5 stars Reviewed 2 November 2015
    This was our second trip to this beach house, and it gets better and better. The views are spectacular and the house is grand. The large open layout is so comfortable and...
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    1 / 30
    5 of 5 stars (7) Excellent
    Sound Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. Set in a quiet neighborhood, the house is located on the bluff, about 85 feet above sea level. The house is facing the sea and the views are breathtaking. Conveniently located only... View all property information
    Location Information
    Sound Beach, Long Island 11789
    5 of 5 stars Reviewed 4 weeks ago
    My immediate family and I enjoyed this gorgeous and comfortable beach home!!! We certainly enjoyed the view of the North Shore especially during the night where we could see the...
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    Wading River
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Immerse yourself in the tranquility of New York’s Long Island area when you stay at this wonderful Wading River vacation rental home, called 'The Stella House,' ideally situated just steps from a spectacular private beach! With 4 bedrooms, 2 bathrooms and enough sleeping arrangements for up to 11... View all property information
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    Wading River, Long Island 11792
    Remsenburg
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    19th Century house on 3 acres of gardens and fields. Traditional styling has been infused with modern touches and updates. Cook's professional kitchen, central air conditioning, jacuzzi, steam shower, heated swimming pool, internet and multi-room music system. Close to beach and recreation... View all property information
    Location Information
    Remsenburg, Long Island 11960
    1 / 10
    5 of 5 stars (3) Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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
    Location Information
    Sag Harbor, Hamptons 11963
    Cherry Grove
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    SPECIAL FALL RATES! SEPT. & OCT. . . . . MAGICAL!!! Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible "gay" oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night... View all property information
    Location Information
    Cherry Grove, Fire Island 11742
    1 / 12
    5 of 5 stars (3) Excellent
    Fire Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    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
    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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    1 / 10
    5 of 5 stars (1) Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
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    About this property
    This 2 story home with 3 bedrooms and 2 baths contains a master bedroom with ensuite bathroom. It's a relaxing, quiet atmosphere. Located just 5 minutes from the town and 5 minutes from the beach. Newly furnished house is a perfect summer getaway. Naturally well lit with sky lights ceilings... View all property information
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 3 weeks ago
    Just stayed here for the July 4th weekend and I would definitely stay here again! The communication with Sonya the owner was great. It's very conveniently located near the beach...
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    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    We only have one summer week left and want to close the books. For the week starting July 29th we take 1800 USD off the standard rate!!! i.e. 5000 USD (instead of 6800 USD) plus 200 cleaning fee. Be quick! Peace and quiet awaits in this modern house on the village fringe, featuring a first... View all property information
    Location Information
    East Hampton, Hamptons 11937
    Sagaponack
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
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    Sagaponack, Hamptons 11962
    1 / 18
    5 of 5 stars (9) Excellent
    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Newly renovated home perfect for family get-away and for girls or guys week get-aways. As past owners of The Black Whale Motel in Hampton Bays for 16 successful years, we are well aware of what vacationers are expecting from their rental. We have tried to include everything needed to enjoy your... View all property information
    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed 3 August 2015
    This house turned out to be the perfect house for my wife and I, and our dog Maggie,,,,,,It was most comfortable and had all the necessary things needed for a good beach...
    5 of 5 stars Reviewed 26 July 2015
    We (family of 4, two teenage kids, boy 15 and girl 17) rented the above accommodation for 10 days in June. I could not recommend this house highly enough as I place from which to...
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    1 / 19
    5 of 5 stars (9) Excellent
    Southold
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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,... View all property information
    Location Information
    Southold, North Fork 11971
    5 of 5 stars Reviewed 2 July 2015
    My husband and I just stayed in this beautiful house with two friends who are a couple. The photos of the house on this site are accurate and, for once, we were not at all...
    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Large Hamptons Beach House located in Quogue, NY. Features all new kitchen with quartz countertops, wine refrigerator, large American-style Fridge/freezer. two dishwashers, two sinks, bar, barstools, farmstyle table seats 10, flat screen tvs, wifi, beautiful porch. Adjoining cottage features LR,... View all property information
    Location Information
    Long Island, New York 11959
    Southampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located east of the canal on the beautiful Peconic Bay, over 100 feet of sandy beach, walk down the shore to for food, drinks and entertainment! Beautiful, crystal clear water, 5000 sq ft custom Waterfront “GREEN” House, 5 bedrooms, 5 baths , CAC, hardwood floors, in-ground heated pool, Outdoor... View all property information
    Location Information
    Southampton, Hamptons 11946
    1 / 14
    5 of 5 stars (5) Excellent
    Greenport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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, I do not charge resort fees... View all property information
    Location Information
    Greenport, North Fork 11944
    5 of 5 stars Reviewed 4 weeks ago
    Used for a girls weekend away and couldn't have been happier. The view was beautiful, the condo was fully stocked, comfortable, and CLEAN!! Only a few minutes from Greenport. Had...
    5 of 5 stars Reviewed 21 July 2015
    My family (husband, 8 month and 16 year old daughters) and I recently stayed at this condo/resort and were pleased with all aspects of the condo/resort. The condo was newly...
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    1 / 30
    5 of 5 stars (7) Excellent
    Kismet
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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 for people watchers . Fire Island boasts no private cars in the summer until Sept 15 so the kids have freedom to wander safely after... View all property information
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    Kismet, Fire Island 11706
    4 of 5 stars Reviewed 8 June 2016
    Dennis was really helpful before with directions and how to get in the place. Everything was really clean and there were a ton of great things to help keep us like outdoor...
    5 of 5 stars Reviewed 9 September 2015
    I had never been to FI before, and neither had a bunch of my friends. We rented this house with not many expectations in mind but some beach time and needless to say, all of our...
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    1 / 24
    Orient
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Enjoy gorgeous water views of Gardiner's Bay from this immaculate Victorian home situated on 1 acre. This spacious and beautifully decorated home comfortably accommodates 8 adults. Beds: 1 King Bed, 2 Queen Beds, 1 Double Bed View all property information
    Location Information
    Orient, North Fork 11957
    1 / 12
    3 of 5 stars (1) Average
    Sag Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    The Sea Breeze House is located in the enchanting community of Sag Harbor. The house is located just steps from the only private beach in the Hampton. You can walk or bike to town. Watch the sunset from the front porch, enjoy the evening sea breeze. The Space: The Sea Breeze House is a chic,... View all property information
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    Sag Harbor, Hamptons 11963
    3 of 5 stars Reviewed 2 weeks ago
    Caretaker was difficult to get hold of. Had to make many phone calls and e mails and to complain TripAdvisor. First time renting house made my experience unpleasant.
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    Manhasset
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    This is an amazing cozy sunny studio in an amazing location. Centralized to everything you need in an elevator building located at East 61st Street, between 3rd Ave. and 2nd Ave. The apartment has hardwood floors, modern kitchen with full size appliances, tiled bathroom, closet, and a large... View all property information
    Location Information
    Manhasset, Long Island 10065
    Amagansett
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    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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    Amagansett, Hamptons 11930
    Shelter Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Beautifully renovated waterfront cottage from early 1800s. Marble baths, two master suites. Sweeping waterfront lawn. 100 foot dock. Swimming, boating, grill on back deck. Beaches easy bike ride or walk. All amenities. Flat screen TVs in all bedrooms, wood burning fireplace. Restaurants, bars,... View all property information
    Location Information
    Shelter Island, Hamptons 11964
    1 / 14
    Cutchogue
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    This newly renovated cottage has a spacious living room, large eat-in-kitchen, 2 bedrooms; one with queen-sized bed, the other with two twins, and one full and one half bath. There is a waterview across the street from the relaxing 'pebble lounge' the garden seating area in front of the house.... View all property information
    Location Information
    Cutchogue, North Fork 11935
    1 / 17
    5 of 5 stars (1) Excellent
    Southold
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    3 bedrooms, 2 1/2 baths, sleeps 6 private Pristine, year round, vacation getaway, within 5 minute walk to two white, Sound beaches. Nestled in the North Fork wine country, this home away from home is everything you need to make your stay memorable. A very comfortable, clean, smoke free home.... View all property information
    Location Information
    Southold, North Fork 11971
    5 of 5 stars Reviewed 25 September 2015
    We had a wonderful time at Hickory House. The location in Southold is perfect for visiting the beach, wineries and farmers markets as well as Greenport and Mattituck. The home...
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    1 / 33
    5 of 5 stars (5) Excellent
    Hampton Bays
    7 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Huge 7 bedroom contemporary with 4 1/2 baths, huge deck, in-ground pool, outdoor bar, 7 person hot tub, gas BBQ. Spectacular recreation room, wonderful for entertaining. Fully loaded kitchen, 10 minute drive to ocean beach, near restaurants, clubs and all. This luxury home is available for... View all property information
    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed 4 January 2016
    This house was amazing, it had enough bedrooms and bathrooms for me and my family. It also was great for the kids giving them their own game room downstairs while we got to enjoy...
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    1 / 23
    4.5 of 5 stars (3) Very good
    Greenport
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toys and books, classic novels and wood burning... View all property information
    Location Information
    Greenport, North Fork 11944
    5 of 5 stars Reviewed 24 September 2014
    The pictures of this house do not do it justice. It is spacious although an older home, with wide floorboards, a great room with fireplace, toys for kids, deck for eating or just...
    4 of 5 stars Reviewed 15 October 2013
    We just returned from renting for Columbus weekend. Very happy with the house. We needed a ground floor room & shower for my 88yr old Mother & this worked out perfect. A few steep...
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    1 / 24
    Greenport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    This charming 1947 beach cottage comfortably sleeps 8 people. Walking distance to the beach and to the town of Greenport, this is the perfect summer cottage. Central air, new appliances, cable, internet, record player and professionally decorated, this cottage provides all the amenities for a... View all property information
    Location Information
    Greenport, North Fork 11944
    1 / 23
    5 of 5 stars (3) Excellent
    Hampton Bays
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    • x
    About this property
    Only 600 feet from one of the most beautiful (private) Hampton's beach. Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated... View all property information
    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed 4 January 2016
    Our family had a lovely time during our stay at this house, the amenities were great and we had a warm welcome when we got there. the pool, hot tub, and game room were all above...
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    5 of 5 stars (2) Excellent
    Water Mill
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This beautiful home is in a great location, was just renovated and is luxuriously furnished and thoughtfully appointed (including original art, and luxury linens, kitchenware and dishes new for 2016). Perfect for relaxation and entertaining, highlights include: -Large open concept family room... View all property information
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    Water Mill, Hamptons 11976
    5 of 5 stars Reviewed 1 week ago
    All I can say is WOW! Patrick's home is a dream!! Patrick has done an amazing job decorating this home. It was so comfortable inside and out from tasteful furnishings, a beautiful...
    5 of 5 stars Reviewed 1 week ago
    This has it all, in a Perfect location, convenient to Hamptons shopping, beaches, restaurants, with the quiet of a private retreat. The house has large open rooms for...
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    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.