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Long Island House Rentals

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    Travelers to Long Island are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    358 Matching Rentals in Long IslandView all 484 rentals
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    waterview house. rocky point. long island.New york1 / 33
    (7)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Hampton Bays, south of 27A1 / 26
    (10)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hip & Stylish East Hampton Getaway1 / 24
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hamptons Retreat *Pool & Spa* Jul 21-28 Available1 / 25
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located and completely renovated! Lovely two story Victorian home - 3 bedrooms, 2 full baths with central air. The perfect place to rejuvenate and indulge. Unwind in the hot tub among hydrangeas and roses. Breakfast on the sun porch. Dine at one of many Zagat rated restaurants. Walk...
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    East Quogue, Hamptons 11942
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Waterfront Hamptons Beach House w/ Dock, Hot Tub, & Awesome Views, Walk to Beach1 / 18
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 8, 2018
    Two days before leaving Maryland for our Xmas vacation at this house, Ray contacted me to let me know a pipe had frozen, and although he got it fixed he felt more comfortable...
    Reviewed December 17, 2017
    The house we rented was very clean and in a really beautiful location. We ran into some issues with the pipes being that it’s a beach house that was rented in December...
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    About this property
    Located on the bay side of Dune Road on a scenic peninsula and surrounded by water, this contemporary is a beach lovers paradise. It's a short walk to the great Westhampton Beach, one of the top 15 ocean beaches in the country; a 5 minute drive to the village; or you can fish, swim, boat, or lounge...
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    Westhampton Beach, Long Island 11978
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Adorable home with Large PRIVATE deck- Fire Island1 / 28
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 8, 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...
    Reviewed September 8, 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...
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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...
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    Kismet, Fire Island 11706
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Shared Yard
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One large fishing cabin from the 20's has been redesigned and renovated with upcycled materials for contemporary loft style living with a Mediterranean touch. 3 bedrooms, 2 bathrooms (claw foot bathtubs), and a loft style common room with cathedral ceiling. Concrete floors and antique tiles keep...
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    Montauk, Hamptons 11954
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Fork 5 bed room home with forever farm view1 / 37
    (9)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2017
    This is a really cute house with a lot of bedrooms. The common areas are cozy but the backyard had plenty of room for a large group (10 people) to hang out and play yard games...
    Reviewed May 7, 2017
    Not a typical reviewer of places I stay, but this place wasn't typical. Bruce was a pleasure to work with. The location was excellent on a quiet street near Riverhead. Great...
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    About this property
    Five bedroom home with central air conditioning.This home has modern kitchen pillow top bed a large 52' plasma tvs.This home has tv in master and queen br bbq grill,12 gazebo with a tumbled stone patio.The patio has a table with seating for eight The view from the gazebo area is about one mile...
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    Aquebogue, Riverhead 11931
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet place for relaxation. Our home is far away from the city crowd and pollutions. It's 1 acre large area, located in treed, quiet neighborhood where sweet breeze would flow all the time and would keep the house and its gardens fresh and airy. You'll love swimming on our pool and play tennis...
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    Dix Hills, Long Island 11746
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Internet Access
    • Air Conditioning
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL BAYFRONT HOUSE AND SEPARATE GUEST COTTAGE !! Near all, restaurants, movie theaters, town, 7/11,Star Bucks, Dunkin Donuts TRAIN, fishing, ocean beaches, swimming and all water activities. BBQ, eat on the deck watch the boats go by. Private fenced in yard. Awesome views of Shinnecock...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    East Hampton/ Sag Harbor, 8 Acres, Pool, Tennis Ct, Hot tub, Sauna1 / 16
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Secure Parking
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2017
    This location was just perfect for our family. There was so much to do and enjoy. We were looking for a spot that satisfied my athletic sons, my mellow daughters and our three...
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    About this property
    8 ACRES: Rare privacy in East Hampton, NY nestled on 8 acres, Northwest pine tree forest, PRIVATE TENNIS, miles of walking trails. Truly a getaway to nature yet 3 minutes to Sag Harbor and East Hampton, shopping, and restaurants. 1 mile to glorious sunsets bay beach... ideal for little children....
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    East Hampton, Hamptons 11937
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful custom built 2 bedroom home offers authentic charm and elegance from the finishing to the furnishings. It is located in a waterfront community just steps to the Peconic Bay with access to launching your boat! Enjoy the view of the heated pool from a spacious deck overlooking a large...
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    Location Information
    Sag Harbor, Hamptons 11963
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Patio
    • Private Yard
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Cutchogue, North Fork 11935
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Hampton Dream House 'Serendipity' - Great Buy1 / 7
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 2017
    My wife and I stayed at this lovely place last week. Our two sons and their girlfriends also stayed. We had a fantastic time. The heated swimming pool was absolutely fabulous...
    Reviewed June 10, 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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    About this property
    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 throughout. Great light in the beautifully designer decorated double height living/dining...
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    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Serene & Private East Hampton Summer Rental w/pool1 / 19
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2016
    The owner was attentive and so lovely pointing out the all important designer shoe sale to my daughter and I (yes we did go and get a pair each haha). The house is larger than...
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    About this property
    located only 5 minutes from shops and eateries and 5 minutes to the beach. With a serene setting surrounded by mature trees, this home is a haven for ultimate relaxation and leisure. Enjoy poolside luxury by 20X40 pool in very private yard. Low Allergen Environmentchildren welcomenon smoking...
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    East Hampton, Hamptons 11937
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Relaxing East Hampton Summer Getaway1 / 10
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Cable/satellite TV
    • Private Yard
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    I stayed at the house for 4 nights with my family . The three bedrooms were a good size . The only downfall was there was a opening from one of the bedrooms into the lounge and...
    Reviewed July 5, 2016
    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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    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...
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    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Village Fringe glassy Modern with Pool and Tennis1 / 19
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 2017
    My family was looking for a quiet house to relax in a beautiful setting, and we had just this house. This sunny, bright, clean and pleasant...most of all, luxurious house with...
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    About this property
    SPECIALS: Please contact us for 2+ week early Bird specials. Peace and quiet awaits in this modern house on the village fringe, featuring a first floor master with walk in closet, wonderfull spa-style master bath, flatscreen TV and direct access to the pool and outdoor shower. The kitchen, the...
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    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Post Modern Quaint Home Near  Beach1 / 71
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    Highly recommend this house. Clean, large enough for to fit our 2 families very comfortably. Owner was very responsive.
    Reviewed September 3, 2016
    It is a very big and clean house with a big pool. Our families are so enjoy the time of staying here, and the homeowner is very helpful before and during the stay.
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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. Large deck with BBQ. Fully equipped kitchen. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Elegant Designer Hamptons Retreat in Sag Harbor1 / 28
    (5)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is 2 weeks during High Season unless you see an availability between rentals. During the off season 1 week rentals may be possible. This elegant 6000 square foot home...
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    Location Information
    Sag Harbor, Hamptons 11963
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    'Pennies From Heaven'1 / 25
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2016
    House and groundsI stayed at this property with my boyfriend and another couple for a long weekend. It was great!! It was a super easy drive from the city and upon arrival, we...
    Reviewed June 12, 2016
    We had a terrific stay with our family at this prefect private get away that offers it all . Set on a private cul de sac for peace and quiet yet minutes from town, shopping...
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    About this property
    Summer house that has it all! This 4 BR/3 Bath newly updated property, sits on a 1/2 acre lot with a newly lined in-ground pool with Trex decking surround and features an open concept main living space, entertainment space, high end finishes and tons of privacy. Local Realtors have identified this...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Quiet place for relaxation. Our home is far away from the city crowd and pollutions. It's 1 acre large area, located in treed, quiet neighborhood where sweet breeze would flow all the time and would keep the house and its gardens fresh and airy. You'll love swimming on our pool and play tennis...
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    Location Information
    Dix Hills, Long Island 11746
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cozy North Shore Beach  House * Wine Country1 / 14
    (5)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Porch
    • Outdoor Dining Area
    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2016
    This was an amazing get away. Loved the house, and the area. The beach was great and a short walk from the house. Quiet, friendly, and very clean park. Would definitely stay...
    Reviewed October 15, 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...
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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...
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    Location Information
    Baiting Hollow, Long Island 11933
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES1 / 17
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Central Heating
    • Balcony
    • Grill
    • Washer
    • Terrace
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2016
    What a lucky find. This home has everything - location, setup and an owner to gives you complete backup for your holiday break.
    Reviewed September 24, 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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    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....
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    Location Information
    Southold, North Fork 11971
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cottage in the historic district1 / 11
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2017
    Great location. Very convenient to town, beaches and attractions. Claudie and Andrew were great hosts
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    About this property
    Perfect get away in the heart of the village. Newly renovated carriage house in the historic district. 2 bedrooms, kitchen, dining room, living room, full bathroom, private yard. Located in the Historic District of Sag Harbor Village. Only 10 minutes walk to the center and 15 minutes to the...
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    Location Information
    Sag Harbor, Hamptons 11963
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beachy Keen - East Hampton NY1 / 15
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2016
    We stayed for four days. The house is very nice and just as depicted in the photos. Pam was very gracious and very accommodating. She was very flexible with arrival and...
    Reviewed August 4, 2016
    Very cute and homey house, great hosts and a good location in the Hamptons. Close to Sag Harbor and East Hampton and close to the water. The pool is really nice and clean and...
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    About this property
    Spend time relaxing by the heated pool or enjoying the nearby beautiful ocean and bay beaches of the Hamptons. This charming air-conditioned home is sited on a privately landscaped half acre property. An open light filled great room floor plan with double height ceiling. Ample decking for lounging...
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    Location Information
    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    A Chef's Dream Kitchen1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 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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    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...
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    Location Information
    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    WATERFRONT BEACH HOUSE - SOUND BEACH1 / 34
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Waterfront
    • Parking
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2017
    My family and I stayed at Shay's Beach House last week. We were pleased to find a cozy home with everything we needed as described. There were 4 adults, and 4 kids aged 6...
    Reviewed July 25, 2017
    I spend my vacation with my family of 4 people at "Waterfront Beach House - Sound Beach” and I assure that it’s everything you want it to be.The House is a dream and the...
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    About this property
    WATERFRONT BEACH HOUSE - SOUND BEACH - Long Island Located on the bluff with amazing views of the Long Island Sound around the year. 1:15 min drive (60 miles) from Manhattan. 25 min. from the Hampton crowd. Weather you're coming to visit family in the area, attending a wedding / event at...
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    Location Information
    Sound Beach, Long Island 11789
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 bedroom Private Family Get Away1 / 45
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed March 5, 2018
    Carrie was a wonderful host and left my crew some champagne and cookies for the weekend! We used the house for a bachelorette party in the Hamptons in August and It was perfect...
    Reviewed December 4, 2017
    Our family of 9 adults & 4 children spent two wonderful nights at this house. We had more than enough room & felt comfortable. There was even a room for 93 year old...
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    About this property
    Private, spacious 5 bedroom, 3 bath home w/yard for relaxing, entertaining & sports. In deck heated pool w/safety fence. Huge kitchen, premium cable, wi-fi, fireplace. Neighborhood ideal for families - long walks, bike rides, wildlife watching. Large great room with skylights includes open kitchen,...
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    Westhampton Beach, Long Island 11978
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Southold, NY Beach Cottage, Walk to Beautiful Founders Landing Beach, Farm Stands, Wine, Shopping, Let us know your dates! BI - Weekly Rental - Bring the Dog(s) & Work Here! WIFI & CABLE Beautiful Restful Retreat! Come experience award-winning wineries, antique shops, art galleries, Summer 2017...
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    Location Information
    Southold, North Fork 11971
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sag Harbor designer home, Chef's kitchen & one block from the water1 / 14
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 12, 2017
    We loved everything about this place. From the outdoor fire pit to my elderly parents having the time of their lives. Everything was impeccable. We look forward to returning...
    Reviewed March 23, 2017
    Our family enjoyed a great week in Sag Harbor and wonderful accommodations. The house is as advertised, nicely and warmly decorated with beautiful pool and outdoor grounds. The...
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    About this property
    For a truly authentic experience of Sag Harbor, stay at this delightful 5-bedroom, 2-bathroom designer's home with oversized heated pool and ideally situated just 2 blocks from Long Beach . With 2,800-square feet of living space and enough sleeping accommodations for up to 10 guests, this residence...
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    Sag Harbor, Hamptons 11963
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Tranquil Montauk House Near Ocean, Bay, Sports1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    4BR House Minutes From Ocean & Across From Montauk Downs (golf, Tennis, Pool) This newly listed and furnished 4 bedroom, 2 bathroom beach house in Montauk is ready for August through Labor Day weekend. Also available in September. The property is across from Montauk Downs - public tennis, golf,...
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    Montauk, Hamptons 11954
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    North Fork House with Private Beach Access1 / 14
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed July 23, 2017
    We have been renting in the North Fork for 7 years and this was by far the best house ever. We stayed for 2 weeks in July and Jane, the owner, was super responsive with all...
    Reviewed July 27, 2016
    With access less than a block away to a very private, quiet beach on Long Island Sound, this is a beautiful contemporary in a lovely neighborhood with a gorgeous backyard for...
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    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...
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    East Marion, North Fork 10014
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    East End Retreat - Steps to the beach! - Northfork - Monthly Rentals Available!1 / 38
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2017
    My girlfriends and I all stayed at the East End Retreat in Baiting Hollow recently. We were a group of 8 meeting for a friend reunion and luckily we found this perfect house...
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    About this property
    Monthly Rentals Available! East End Retreat is your quintessential North Fork summer getaway! This house has expansive water views, a huge deck for entertaining, and its own private stairs leading down towards beach!! Located in a private beachfront community and minutes from all that the...
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    Baiting Hollow, Long Island 11933
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Northwester - near East Hampton Village1 / 12
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
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    Reviewed January 24, 2015
    The Northwester, as this airy and cheery property is known, is a private oasis which feels like home. I only wish I had a kitchen as beautiful as this one! The kitchen, which...
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    About this property
    In its ideal setting in the beautiful Northwest woods, this property combines serenity and close proximity to East Hampton village (two miles). This three bedroom, two bath contemporary, which is sited on two-thirds of an acre, features a bright, light interior with vaulted ceilings, skylights,...
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    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cherry Grove Oceanfront with Heated Pool1 / 23
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2016
    My partner and I stayed at this house in the off-season in October. We had such an awesome stay. The homeowners were super friendly and accommodating. Anything we needed they...
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    About this property
    THE MOST DESIRABLE LOCATION IN CHERRY GROVE. NOW TAKING RENTALS FOR 2019 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...
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    Location Information
    Cherry Grove, Fire Island 11742
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Walking distance to harbor. 10 minutes north to bay beaches, 10 south to downtown East Hampton and ocean beaches. Upside down house with master bedroom and bath, 25x15 room with grand piano and kitchen upstairs, deck; 3 bedrooms and 2 baths downstairs. Light and airy!
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    East Hampton, Hamptons 11937
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a quiet shy acre beautiful parcel sits this updated light filled home in a Development with wide street for walking. With 4 Master Ensuite bedrooms, spacious with 2 masters with king beds and private baths, one with queen bed and private baths and the other with two twin beds and private bath...
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    Location Information
    Sag Harbor, Hamptons 11963
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3BR/2BA- Private Heated Pool Steps to Moriches Bay1 / 21
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Christine's house was perfect for our family stay in the Hamptons after a busy week with a family wedding in Brooklyn/New York. The children really enjoyed the pool and the...
    Reviewed June 16, 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...
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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. Located on a small quiet block,...
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    Remsenburg, Long Island 11960
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    Bridgehampton Blue House RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and pool heater set to 85 degrees between Memorial Day and Labor Day* PLEASE NOTE THAT THIS HOME IS ON THE MARKET FOR SALE AND IT IS...
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Prefer family 2+, group over 27 years inquire for avail. w your details min. 2/3 nights depends date. Early check-in free if house ready late check out to 8pm for fee if avail. at check-in. No pets & check-in out SAT for short rentals or fee, price based 2 guests/bedroom if you need less bedrooms...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sag Harbor Village Fringe, Great Location1 / 18
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 29, 2018
    Was very happy with house , I had a wedding in Sag harbor and close proximity to town was perfect. Lovely property just wish it was warm enough to use the pool....
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    About this property
    This property has just gone through a hi-end renovation. It has a beautiful updated Viking kitchen, amazing yard with a 50 ft gunite pool with shallow end 'tanning bed', great for kids and adults alike! There are four bedrooms, 3 full baths in the main house, plus an additional full bath in the...
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    Sag Harbor, Hamptons 11963
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hamptons private beach front home + pool1 / 17
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Washer
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    • Private Outdoor Pool (Unheated)
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurnished and upgraded Hamptons Beach House. Amazing bay views from every room. Heated pool and private sandy beach. Ideal for large families. Swim in the bay or your own pool. This home is on the border of Shinnecock Hills and Hampton Bays making it very desirable due to its...
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    Hampton Bays, Southampton 11946
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New Chic Saltwater Dark Bottom Pool with Tanning Ledge! Whisper quiet retreat for all seasons in updated contemporary saltbox in East Hampton's NW Woods. Close to beach and charming EH and Sag Harbor! Rental contract required. RR # 161918 Also has wood burning fireplace and firewood...
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    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Housekeeping Included
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    • Terrace
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home is located in a quiet neighborhood, just a short walk to the nearest ocean beach or town. For the beach, I have two beach carts, a wagon, lots of beach chairs, boogie boards, sand toys, etc. There are Tonka trucks to use at the beach or in the gravel driveway. BEACHES: KIRK PARK...
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    Location Information
    Montauk, Hamptons 11954
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton Family Retreat with Cottage1 / 41
    (4)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 30, 2017
    Relaxing weekend. Leanne has very thoughtfully planned out the house, there are grills, gas fire pits, a roof decks. The furniture is very comfortable. The floor plan is great...
    Reviewed August 6, 2015
    The best vacation ever! The main house, the cottage, the pool, the kitchen, the cabana, everything met or exceeded our expectations. The kitchen was stocked with everything...
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    About this property
    Please note: WEEKLY / MONTHLY ONLY IN JULY, AUGUST, THUR LABOR DAY! 3 night minimum for New Year's Eve weekend, and all holiday weekends, Friday to Monday at $800 per night, main house only. (cottage is booked) Please note, hot tub and pool are closed for the winter season. Hot tub reopens...
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    Location Information
    East Hampton, Hamptons 11937
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    A warm two-bedroom, 1 ½ baths, beach cottage with amazing ocean views – a hidden gem on Fire Island. This house is located just steps from the beach off a private boardwalk. The deck has an outdoor table, lounge chairs and outdoor shower and BBQ. A ranch style house with an an open area for the...
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    Ocean Beach, Fire Island 11770
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    Sunshine Bungalow Shelter Island Retreat1 / 26
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed June 11, 2017
    Having spent just a day at Sunshine Bungalow, I still couldn't recommend this place highly enough. If you are planning a quick weekend getaway or just looking for a nice...
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    About this property
    '1 Master bedroom with King size bed and another bedroom with 2 Queen size beds. Sleeps 6. Newly renovated with top of the line furniture, this house is close to: world renown Sunset Beach restaurant by famed owner Andre Balazs, Commander Cody's, Marie Eiffel Dockside Market, Mashomack Preserve,...
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    Shelter Island, Hamptons 11964
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Stunning and Spacious. Walk to Harbor and Sunsets!1 / 18
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This striking custom-built Cape Cod design offers space and luxury in a pristine, immaculate vacation home. Virtually new, it features 4 expansive, luxurious bedrooms, 3 1/2 beautifully tiled baths, a designer kitchen with Corian counter tops, state-of-the-art appliances, Mexican tile, and wide oak...
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    Location Information
    Springs, Long Island 11937
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Victorian Seasons Stirling1 / 44
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    Reviewed 1 week ago
    I stayed here with two families for a weekend getaway and our jaws dropped when we saw this stunning property. Walking through the door felt like stepping back in time into the...
    Reviewed 2 weeks ago
    Amazing stay at Victorian seasons and beautiful hospitality walking distance to Greenport village .. The grounds were breathtaking surrounded by beautiful gardens and amazing...
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    About this property
    Elegant and especially designed and built for one of the wealthiest bankers on the North Fork. Situated on enormous property in the most prestigious setting of the National Historic District in Greenport Village. Lovingly restored to its original elegance and authentic Classic Queen Anne...
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    Location Information
    Greenport, North Fork 11944
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Built in 1828 for a ship’s captain, this historic property remains as one of the oldest structures in the village. Original details abound. Large, bright & airy rooms. Brand new furnishings. Perfect for entertaining or a quiet weekend retreat. The Space Located on a tree lined street this...
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    Greenport, North Fork 11944
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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