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Holiday Rentals in Long Island, NY

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    €383
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    1 / 27
    Hempstead
    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    €260
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    1 / 20
    Hampton Bays
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    €456
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    1 / 10
    Bridgehampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    1 / 12
    Fair Harbor
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    Bright, charming 3-bedroom house (one room with queen, two rooms with two twins and futon in living room) with roof-top deck, 2 full bathrooms, outdoor shower, gas grill, flat screen TV w/ DISH, wifi internet, all the usual amenities. we are 1/2 way between the beach and bay. Weeks go from Friday -... View all property information
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    €3,649
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    1 / 10
    Montauk
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    About this property
    Try finding another rental so fully-stocked with all of the comforts you're used to in your own home! This is a beautiful and cozy Montauk beach home, newly-renovated with clean, hardwood floors, spacious living area and kitchen. This house includes an awesome deck, complete with full outdoor... View all property information
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    €775
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    1 / 18
    Bridgehampton
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    About this property
    4 bedroom post modern house in Bridgehampton. AC, heated pool, two-car garage on a little more than a half acre. Walking distance to Bridgehampton. 3.5 fully renovated bathrooms. View all property information
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    €730
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    1 / 14
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Secure, Private Home on an Estate Lot, over 1/4 mile from nearest Roads. Heated Pool Barn Style Home. Great for entertaining with large patios and multiple outside dining areas. Rates LD toMD $ 60,000 July $ 25,000 August $ 35,000 July to LD $ 50,000 Extended LD to September 30, 2015 $ 10,000... View all property information
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    €848
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    1 / 22
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
    • x
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    • x
    About this property
    Newly renovated in 2013, 3+ Bedrooms with a/c, (sleeps 8) 3 new full Baths, new gourmet chefs kitchen. LR w fireplace, ultra comfortable Mitchell Gold furniture. First floor separate master suite with sitting room. 2 additional bedrooms upstairs with full bath. Wireless internet, 2 flat screen... View all property information
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    €588
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    1 / 10
    Water Mill
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Beautifully furnished 3 bedroom contemporary on one private acre. 2 ½ baths, Living Room with fireplace, dining area, sun room, swimming pool and two decks. Near beach and shops, walking distance to Water Mill village and Jitney. View all property information
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    1 / 19
    5 of 5 stars (4) Excellent
    Sag Harbor
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • ?
    • x
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    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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    €1,368
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    1 / 15
    Water Mill
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    About this property
    Four bedroom 4000sf house on 8.8 acres of gorgeous, park like property, with 3 acre private pond/lake, and free form gunite pool,right in the heart of Watermill/Southampton. !0 blocks off of Montauk Hwy, 4 minutes to ocean, 5 mins to town of Southampton. Fantastic location! Also has central air,... View all property information
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    €810
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    1 / 19
    Bridgehampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    This spectacularly located house in Bridgehampton is perfect for anyone looking to escape to a lap of luxury. 2100 sqft, 2 story, 3 bedroom house in Bridgehampton on Old Sag Harbor Road with central air-conditioning, heated pool, 3 bathrooms, BBQ, WiFi, fireplace, central air, stainless steel... View all property information
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    €11,860
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    1 / 25
    East Hampton
    Studio / 1 Bathroom / Sleeps 2
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    About this property
    JUNE 1st-JUNE 30th 3014 ONLY!! $13,000 Spectacular writer's cottage on the bay. Wake up enjoy your coffee and have a swim in the pristine beautiful GARDINER'S BAY completely private and looking on to GARDINER'S ISLAND! Fully equipped with everything you need including outdoor shower, full indoor... View all property information
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    €3,193
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    1 / 7
    Bridgehampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
    • x
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    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Perfect for families with children as well as entertaining. Beautiful Bluestone deck and patio. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New... View all property information
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    1 / 10
    Westhampton
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • x
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    About this property
    This has been our family's retreat for many years. It is our home away from home and we hope it will be yours as well. We have four queen bedrooms and one bunk bed room. There is also an extra private room that we use a queen inflatable mattress when we have a large group. This is the perfect... View all property information
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    €328
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    1 / 17
    Cherry Grove
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • ?
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    About this property
    Long season in 2 bedroom unit in oceanfront house. 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 and... View all property information
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    €388
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    1 / 7
    East Hampton
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • x
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    • x
    About this property
    Cozy and comfy this house is the perfect place to enjoy the Hamptons in the fall. While it may not be warm enough to swim in the ocean it's the perfect time to take a walk on the beach, enjoy wine tastings, lectures at Guild Hall, the Parrish Museum, shopping, a movie, Starbucks and so much more.... View all property information
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    €684
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    1 / 10
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Safe
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    • x
    • x
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    About this property
    3 bedroom 2 bath shingle home 1200 ft to secluded bay beach. Large dining with adjacent living room and sunroom. Family room with large tv and French door to garden. Outdoor shower nestled in bamboo. Wisteria covered pergola with teak table and seating. Well appointed home! View all property information
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    €912
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    1 / 13
    Sagaponack
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Grill
    • Hot Tub
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    • Pets allowed
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    • Suitable for children
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    • x
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    • Elder access
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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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    €455
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    1 / 8
    Southold
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Grill
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Stunning views, master suite, deck, sunrooms, private lane and beaches Completely renovated and enlarged to double the footprint this winter with new kitchen, two and a half new bathrooms with tubs and showers and large master bedroom suite overlooking the Ashamomaque inlet in Southold, with... View all property information
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    €867
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    1 / 22
    Southampton
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
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    About this property
    Contemporary designer home for the well seasoned traveler. Enjoy a gourmet kitchen while your guests relax by the fireplace in the open dining area, in the large comfy entertainment room, or on the wood deck custom dining area for more than 10 people. Designer renovated split-level home offers 4... View all property information
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    €639
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    1 / 25
    East Quogue
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    About this property
    **PLEASE NOTE 7-NIGHT MINIMUM STAY IS REQUIRED BETWEEN MEMORIAL DAY AND LABOR DAY, NO EXCEPTIONS. ** This is a 6BR / 4.5BA luxury home located in the Village of Quogue, that sleeps up to 12 people. The house has a heated inground swimming pool (seasonal), all-season tennis court, pool table,... View all property information
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    €433
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    1 / 9
    East Quogue
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
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    • x
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    About this property
    Contemporary home on an acre of wooded land. Amenities include central air-conditioning and heat, wood-burning fireplace, heated in-ground pool, fenced-in backyard, sunroom. Located near local and high-end shopping and dining, farm stands, beaches, wildlife reserve, hiking, and outdoor activities... View all property information
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    €4,561
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    1 / 8
    Amagansett
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Beautiful, comfortable home with great privacy on a corner lot one block from the beach in Amagansett Dunes. South of 27, nestled in a quiet, family friendly neighborhood, the home is one block from a white sandy beach used exclusively by neighbors, as public parking is not allowed. The home,... View all property information
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    €228
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    1 / 26
    Montauk
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Grill
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    • Waterfront
    • Water Views
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    • x
    • x
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    • x
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    About this property
    BOOK HERE https://www.airbnb.com/rooms/1027833 OPEN- April 1st to November 30th MINIMUM STAY- 7 day for June- September 2 days for April-May, & October- November *** exceptions are made for unrented days in a week already in progress. NO PETS This listing is for a well renovated, minimally... View all property information
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    €456
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    1 / 15
    Hampton Bays
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    • x
    About this property
    WEEKLY 2015 (FRI to FRI or SUN to SUN).HOLIDAY weeks HIGHER or other date configuration over a week please inquire with exact number of guests and age range for a quote April 3000$/week,May 3500$/week,June 3600$/Week July 3900$/Week August 3900$/Week September 3600$/Week Utilities* EXTRA for weekly... View all property information
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    €274
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    1 / 15
    Southold
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
    About this property
    3 bedrooms, 2 full bathrooms, sleeps 6 Pristine, year round, vacation getaway, within short walk to two white, sandy, 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
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    €78
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    1 / 23
    Long Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • x
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    • x
    • x
    About this property
    This is a private, clean, quiet and beautiful apartment which allows for unwinding and relaxation in a completely private space one floor up. It is all inclusive which means no sharing common areas such as kitchen and bathroom. Kitchen: Fully equipped kitchen with new granite countertops with... View all property information
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    1 / 15
    Westhampton
    3 Bedrooms / 3 Bathrooms / Sleeps 5
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    • x
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    • x
    About this property
    3 Bedrooms, 2.5 baths, fully furnished home with formal sunny dinning room, walk thru kitchen, private drive and deck, one car garage, laundry room on one acrea in Westhampton, NY. Fully equipped kitchen includes gas stove, microwave, toaster, coffee machine, dishwasher, fridge with automatic ice... View all property information
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    €137
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    1 / 3
    Southampton
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton guest house suite. Getaway and visit Southampton towns and shops Great restaurants. Centrally located near vineyards,minutes drive to Southampton town and Coopers beach, the bay beach is 2 minutes away, you can walk it about 1 mile.... View all property information
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    1 / 6
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Waterfront
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    • Suitable for children
    • ?
    • x
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    • ?
    About this property
    This home has been fully renovated and has been meticulously furnished. 3 bedrooms and 2 modern bathrooms Modern eat in kitchen with butcher block counter & breakfast bar Sliding doors out to large backyard 1 queen bedroom 1 bedroom with 2 fulls 1 master suite with wet bar and additional private... View all property information
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    €639
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    Hampton Bays
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Great location with incredible views of the Tiana and Shinnecock Bay. Waterfront, boat dock, boat ramp, heated pool, fishing - right in your back yard! Spacious home with en-suite bathrooms in all bedrooms. Walking distance to shopping, transportation. Location, location, location !! The house is... View all property information
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    1 / 3
    East Hampton
    4 Bedrooms / 4 Bathrooms / Sleeps 7
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    About this property
    Located on a lovely, quiet street south of the highway, the house is within walking distance of the town and the gorgeous local beaches. It's spacious and airy with a terrace out back, a fireplace in the living room, a/c in two of the bedrooms, and wifi and cable. Extremely comfortable and roomy!... View all property information
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    1 / 24
    Quogue
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Safe
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    • ?
    • x
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    • x
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    About this property
    A graceful waterfront, ocean breeze country estate for rent. This beautiful waterfront retreat has been architecturally redesigned with modern accents. It has a magnificent heated gunite pool with a vanishing edge & jacuzzi along side a crab orchard stoned terrace. This charming house has 5... View all property information
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    East Quogue
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
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    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • x
    About this property
    Four Bed, four bath. Great for two families. + .Nice pool, basketball hoop, bikes, bogie boards, beach chairs, croquet, badmition, x box in basement, pool table, outdoor speakers, nice bar b que, great lounges by pool, big back deck close to Southampton beaches, close in hamptons. August 9th... View all property information
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    Hampton Bays
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Gym
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    About this property
    Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min drive to bay beach, fifteen min to ocean beach... View all property information
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    Amagansett
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
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    • Grill
    • Gym
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    About this property
    Enjoy privacy in the perfect setting. Next to hundreds of acres of reserve in a breathtaking American Beech forest, this house is ideal for entertaining indoors and out. Features eat in kitchen, formal dining, screened in porch, four en suite bedrooms, den, bonus room and walkout basement with full... View all property information
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    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    The Space The Old Schoolhouse tells a family story, dating back to the 1880's. This charming farmhouse, built by the Burt family in the 1880's, was first used as a schoolhouse, then transformed into a farmhouse. The Burt family updated the house in 2005 with the most energy efficient systems, so... View all property information
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    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Waterfront
    • Water Views
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    • Pets allowed
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    • ?
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    • x
    About this property
    This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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    Water Mill
    4 Bedrooms / 4 Bathrooms / Sleeps 9
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
    About this property
    Why rent 12 Bob White Drive in Water Mill summer of 2015? Secluded location only 15 minutes from villages of Sag Harbor, Bridgehampton, closeness to Southampton beaches without the traffic [15 minutes] Architect designed house that maximizes light and useful 2500 square feet This house is... View all property information
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    Sag Harbor
    1 Bedroom / 2 Bathrooms / Sleeps 3
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    • Balcony
    • Dryer
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    • Shared Outdoor Pool...
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    • Wi-Fi
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    About this property
    Read the article in Newsday about one of my houses, by Alex Mc Cord of the Real Housewives of NY ,She has been renting from me every time she is out here. THIS home was also written up in the NY Post Earlier this year in an article on June 24th 2010 called 'Be My Guest' as new great places to stay!... View all property information
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    Cutchogue
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • x
    About this property
    In the heart of the North Fork in Wine Country, Our Exclusive Suites have all of the amenities: Private Entry, King size bed, Dining area, Wi-Fi, Living Area, A/C, Wine refrigerator, Private Balcony/Deck overlooking the vineyard, 42″ Flat screen HDTV, Custom marble bath with shower, Bathrobes, iPod... View all property information
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    1 / 12
    East Hampton
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Safe
    • Washer
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
    • x
    About this property
    This is a beautiful cottage in East Hampton Village, New York. There are 2 bedrooms, one with queen size bed and one with 2 twin beds, 1 bath, kitchen, laundry room, living room, indoor porch, outdoor seating and gas grill. The home is completely and beautifully furnished. Internet access, TV... View all property information
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    1 / 5
    Montauk
    Studio / 1 Bathroom / Sleeps 4
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    • Shared Outdoor Pool...
    • Waterfront
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    • Pets allowed
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    • x
    • x
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    About this property
    Waterfront condo for rent. New hardwood floors freshly painted with a queen size bed and pullout sofa. Condo complex is gated with a pool, hit tub, tennis courts and walking trails. Weekly rentals only from Friday -Friday. View all property information
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    1 / 56
    Lido Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 11
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    • Air Conditioning
    • Balcony
    • Children's Pool
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    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • ?
    About this property
    PLEASE SEE HOMEAWAY (LISTING # 323667) AND VRBO FOR OUR 18 5STAR REVIEWS!!! We allow up to 1 more visitor for a total of '12' for additional rental charges. After an 8 year continuous, home renovation, a group of up to 12 can experience this remarkable 3,000 square foot perfectly situated... View all property information
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    Hampton Bays
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
    About this property
    Your own private summer resort. This house has it alll, you won't want to leave! Waterfront dock, jacuzzi, sparkling pool, multiple patios, 2 outdoor grills, and multiple balconies are key outdoor features. State of the art kitchen, large country dining room table, 2 fireplaces, 2 open airy... View all property information
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    1 / 11
    East Hampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • ?
    • ?
    About this property
    Memorial Day to June 22: $15,000 August 24 to Labor Day: $12,000 Great summer rental in East Hampton. 4 bedrooms and 2 baths. Sleeps 8 comfortably (4 queen beds) and up to 10 people total (twin sofa bed and upstairs couch available). •Modern, clean, and spacious •Quiet, comfortable, and peaceful... View all property information
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    Jamesport
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • x
    • x
    About this property
    Spend a relaxing few days at our romantic vineyard and winery in our newly finished 650 sq. ft. luxury apartment situated on beautiful Manor Lane in Jamesport. Our one bedroom (queen size bed), bath w/shower, large open living room, kitchenette, cathedral ceiling, flat screen TV, Cable, WiFi,... View all property information
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    Shelter Island
    3 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Large Shelter Island Farmhouse Close to all - steps from the golf course and beach 46 West Neck Road - overlooks Town Golf Course+ 1 Block to Sunset Beach + Town Boat Launch 3 bedrooms with AC (one queen, 2 twins, bring sheets + towels), 2 baths + outdoor shower, Dining Room, Living Room, Large... View all property information
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    5 of 5 stars (2) Excellent
    East Hampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • x
    About this property
    This spacious Cape Cod design features four large, exquisitely furnished bedrooms, two full baths, stunning eat-in kitchen, sunny family/living room with fireplace, and separate dining room. A swimming pool, central air-conditioning, and high speed wireless internet access are just some of its... View all property information
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