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Holiday Rentals in Long Island

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    Travellers to Long Island are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 488 Rentals in Long Island
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    Hampton Bays, south of 27A1 / 26
    (11)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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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 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...
    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...
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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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sag Harbor with water views & perfect sunsets1 / 11
    (8)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Porch
    • Ocean Views
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    We felt very fortunate to have found this property! We have dear friends nearby who were hosting a birthday celebration and their house was full... our rooms were lovely and we...
    Reviewed 12 July 2017
    Combine a shore-front location with a welcoming inn-keeping couple, a historic house lovingly maintained and furnished in period comfort, and you get Payne House--a...
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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. One bedroom has a water view, the second bedroom is larger at the front of the house, and they share a dressing room/office. The room at the front of...
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    Sag Harbor, Hamptons 11963
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ground floor private entry. Centralized location for Long Island Attractions. Great vaction spot close to New York City's famed sites, Long Island can hold its own when it comes to attractions. With sugar-fine beaches, the glamourous Hamptons, famed golf courses and much more, Long Island has much...
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    Coram, Long Island 11727
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Secure Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very cozy house with lots of trees around. Only 7 minute drive to the beach. The house has Two bedrooms, one queen bed in the master bedroom, a trundle bed in the second bedroom. Also a comfortable sofa bed in the living room. There is plenty of space in the backyard with a patio table...
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    East Quogue, Hamptons 11942
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Shared Garden
    • 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
    Holiday Rental House - 3 Bedrooms, 2 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 27 August 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Romantic Luxury Winery Apartment1 / 9
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Cable/satellite TV
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    • Internet Access
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2017
    This part of Long Island has not been spoiled. Farms and Vineyards. Peace and Quiet. Relaxing for miles. There are Beaches near. Mostly rocky. Good for sailing. Take a drive...
    Reviewed 8 June 2015
    The apartment is directly above the tasting room of the winery. The apartment is in great shape, everything is excellent and clean.The queen size bed is comfortable if a bit...
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    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,...
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    Jamesport, North Fork 11947
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Internet Access
    • Air Conditioning
    • Private Garden
    • 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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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    Spectacular waterfront furnished one bedroom1 / 9
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Porch
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2017
    nice, neat and very tidy 1 bed room with a stunning panorama water view in the front of your room. spent 4 nights there and never got enough from thatwater view.Kieth and...
    Reviewed 3 July 2017
    This location was lovely and quiet after spending a week in Manhattan. Keith and his wife were great hosts and they helped us explore Long Island with some good advice and...
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    About this property
    Enjoy Long Island's pristine beaches, listen to an outdoor waterfront concert at Nikon theater venue,or relax in the back yard of this decorator furnished one bedroom/one full bath apartment situated on a canal. Spectacular sunsets. 45 min by train to NYC and 30 min from JFK or Islip airports....
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    Bellmore, Long Island 11710
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cutchogue Beach Cottage1 / 18
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Grill
    • Patio
    • Central Heating
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2016
    We had a very happy stay here. Contact with Julie was first class, the house is very tastefully decorated and comfortable. It is ideally situated to explore further but has...
    Reviewed 8 August 2016
    We so enjoyed our time here. You really can't find a more homey cottage and the close proximity to the great beach and scenic hilltop playground was tops. Julie was wonderful...
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    About this property
    Cozy Cutchogue Beach Cottage on the North Fork of Long Island. It has 2 bedrooms with queen sized beds and there is a sleeping loft appropriate for children over 9 years old (one queen sized bed and one twin). Deck and backyard with gas grill, outdoor picnic table, fire pit, and tire swing....
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    Cutchogue, North Fork 11935
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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 10 August 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 4 August 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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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Private Garden
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    All in all a decent apartment. The owner expect you to clean and dry the sheets before check out (or pay 100$), which kind of ruins the 'check out' day. Not a big fan of wall to...
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    About this property
    Ocean Beach, Fire Island, NY Summer Rental. Steps from beautiful ocean beaches, shops, restaurants, night life, ferries and all the Capital City of Fire Island has to offer. Weekly Rental Only Please. (Ocean Beach Regulation) Credit Cards, Pay Pal, Zelle, Venmo...
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    Ocean Beach, Fire Island 11770
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Porch
    • Central Heating
    • Secure Parking
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CLEAN, QUIET, LARGE BEDROOM - GREAT DEAL - AFFORDABLE PRICE! One Queen Size bed that accommodates Two people Perfectly! Bright and Airy room! Large 52in Hunter Ceiling fan directly above the bed as well as soothing cross breezes from the oversized windows that overlook the sunny front garden....
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    East Hampton, Hamptons 11937
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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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 25 June 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 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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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hampton accommodations  21 / 8
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Secure Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2015
    Cori's a lovely hostess and her place is immaculate. The outside shower rocks and the deck is super relaxing . She's well versed in all that the east end has to offer from the...
    Reviewed 16 September 2014
    Great choice for a stay in the East Hampton Area!Clean Comfortable room with queen size bed that will give you a good nite sleep!Italan tiled full bath also clean and...
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    About this property
    Cozy -Clean- sunny Queen Size Bed - AC. Cable Tv with Premium Channels- WiFi Full bath - Half Bath - OutDoor Shower. Complimentary Breakfast Each Morning / Self-Serve Coffee Free In-House Bicycles for your enjoyment. One Mile to Beach - Ten Min to East Hampton Village Close to Great Harbor Front...
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    East Hampton, Hamptons 11937
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Luxury Hamptons Quogue Village 4BR Modernist Retre1 / 30
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2017
    We just found out about this and it's a wonderful property. The town of Quogue houses some of the most successful people inNew York and is astronomically expensive.The Quogue...
    Reviewed 4 August 2014
    I recently stayed at the Luxury Hamptons Quogue Village 4BR Modernist Retreat with my girlfriend, her sister's and brother in law, and had the best time. The house is new and...
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    About this property
    Quogue Village Modern 6BR, 4WC recently renovated in rustic modern style. Light and airy with skylights and large windows and doors. Huge chef's kitchen boasts 6 burner range and double sinks. Expansive 40 ft pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach...
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    Quogue, Hamptons 11959
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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 24 April 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Seahaven resort motel is conveniently located in Southampton.Near to beaches l,golf course and shopping. All the rooms have queen or king beds,mini refrigerator and microwave. Situated in Southampton, this motel is within 3 mi (5 km) of Meschutt Beach, Shinnecock Hills Golf Course, and Shinnecock...
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    Southampton, Hamptons 11968
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    'Amazing Summer Getaway In East Quogue'1 / 22
    (5)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Central Heating
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    The pictures shown don't do this house justice. This is a beautiful home and the host Sal was very helpful and accommodating. He answered any and all questions and even mailed...
    Reviewed 23 May 2017
    This homey 8-bedroom house is on a beautiful, quiet street, just a short drive from wineries, the beach, great restaurants with ocean views, and the town of South Hampton. I...
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    About this property
    Beautiful two level 4,100 sq. ft. home in East Quogue is sure to accommodate all your summer get away needs. If you enjoy spending quality time together our home provides a large backyard with an in-ground heated pool, and a new BBQ. Than come hang out inside in our game room that holds a...
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    Location Information
    East Quogue, Hamptons 11942
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 8
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    Hamptons Retreat  *Pool & Spa*1 / 28
    (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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    Location Information
    East Quogue, Hamptons 11942
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Healthy Home by Beautiful Beach1 / 19
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Washer
    • Ocean Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 February 2018
    What a great place to stay. Very comfortable and clean. Scott is a great host and is there when you need him. Very close to everything but far enough to let you relax and...
    Reviewed 8 February 2018
    Scott went out of his way to make sure I was comfortable. Very convient location, adorable roomI would rate my stay a 10 out of 10
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    About this property
    Great beach place centrally located 4 blocks from restaurants, beach, and train. Great surfing and convenient to NYC. Apartment is kept very clean and offers filtered drinking water and plant filtered air. All natural cleaners used in this home. Full kitchen and laundry in unit. One of the only...
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    Long Beach, Long Island 11561
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    Relaxed Village Farmhouse1 / 17
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    Beautiful home in a great location. Very comfortable bedding and areas to relax. The backyard feels like you've been transported to Italy as you sip wine under the grapes...
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    About this property
    1903 Village Farmhouse, full of character, light and air. A place to relax, unwind and drink wine on the front porch, say hello to our neighbors or take an afternoon nap. Walk into the village for shopping and dinner or ride your bike to the beach. Visit one of the many local wineries and stop...
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    Location Information
    Greenport, North Fork 11944
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Fork House with Private Beach Access1 / 56
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Parking
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 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 27 July 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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    Location Information
    East Marion, North Fork 10014
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Private Garden
    • Porch
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    My wife and I were looking for a quiet peaceful getaway to relax. We found exactly what we were looking for in this rental. We had the option of a sparcely populated beach on...
    Reviewed 24 September 2015
    Patty is the nicest person you will ever meet. Her house is in pristine condition and is positioned at a short walk from the sparsely populated private beach. Very relaxing and...
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    About this property
    Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound, and Connecticut, from the kitchen, dining area, bedroom, and back yard.Heat and Central air conditioning, cable, internet, Netflix,phone. electric stove/oven, toaster, coffee maker,microwave,convection toaster oven,...
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    Location Information
    Rocky Point, Long Island 11778
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Housekeeping Included
    • Internet Access
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the JFK PARADISE located approximately 6 to 9 minutes away from JFK Airport by uber or cabs. This lovely 2 Bedrooms Studio Apartment is Newly Renovated With lots of space. perfect for a weekend getaway or simply a quick overnight layover. The room is very large and contains a Queen size...
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    Location Information
    Elmont, Long Island 11003
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beech Tree Cottage1 / 32
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Garden
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    With a full kitchen and living room, outdoor terrace and perfect so-close-you-can-walk-to-town setting, you will be so happy you snagged this spot! I’m picky, and I know what’s...
    Reviewed 7 August 2016
    Spent two nights at Beech Tree with my husband and grown son. Cottage is located within walking distance of town, in a nice residential neighborhood. Kitchen is well stocked, we...
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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...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 bedroom Private Family Get Away1 / 45
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Children's Pool
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The kids loved the pool! beaches are only a few miles away. We needed a few items and were happy to know that their were a shopping mall right around the corner!
    Reviewed 5 March 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...
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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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    Location Information
    Westhampton Beach, Long Island 11978
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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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
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    • Terrace
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2016
    What a lucky find. This home has everything - location, setup and an owner to gives you complete backup for your holiday break.
    Reviewed 24 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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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton Family Retreat with Cottage1 / 41
    (5)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 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 6 August 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
    2 night minimum weekends, 3 night minimum all holiday weekends. Hot tub and pool are closed for the winter season.. Hot tub closes Dec. 1st., 2018 Pool closes Oct. 1st. 2018 Please note! The base rates listed are off season ONLY, higher Memorial Day to Labor Day. Beautiful wooded property and...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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
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    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 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 7 May 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
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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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
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2014
    We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in...
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach Cottage in Wine Country ,Walk To private bea1 / 20
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Patio
    • Air Conditioning
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2017
    Our stay and location exceed our expectations, from our daily walks to the beach with our 7 year old son, to buying farm fresh produce at the local farms. One would never assume...
    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...
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    About this property
    Adorable 2 bedroom cottage sleeps 4 1000 ft to private beach! All new paint Full kitchen. New bathroom Master BR w/ queen bed , a/c,ceiling fan ,flat screen TV . 2nd BR w/ 2 twin beds. Living room with a/c, flat screen TV with netflix. Wireless Internet. Living room opens to to large screened...
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    Location Information
    Baiting Hollow, Long Island 11933
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seahaven resort motel is conveniently located in Southampton.Near to beaches l,golf course and shopping. All the rooms have queen or king beds,mini refrigerator and microwave. Situated in Southampton, this motel is within 3 mi (5 km) of Meschutt Beach, Shinnecock Hills Golf Course, and Shinnecock...
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    Southampton, Hamptons 11968
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seahaven resort motel is conveniently located in Southampton.Near to beaches l,golf course and shopping. All the rooms have queen or king beds,mini refrigerator and microwave. Situated in Southampton, this motel is within 3 mi (5 km) of Meschutt Beach, Shinnecock Hills Golf Course, and Shinnecock...
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    Location Information
    Southampton, Hamptons 11968
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 4 September 2017
    Highly recommend this house. Clean, large enough for to fit our 2 families very comfortably. Owner was very responsive.
    Reviewed 3 September 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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Victorian Seasons Stirling1 / 44
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    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 5 July 2018
    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
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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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 Garden
    • Secure Parking
    • Children's Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 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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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seahaven resort motel is conveniently located in Southampton.Near to beaches l,golf course and shopping. All the rooms have queen or king beds,mini refrigerator and microwave. Situated in Southampton, this motel is within 3 mi (5 km) of Meschutt Beach, Shinnecock Hills Golf Course, and Shinnecock...
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    Location Information
    Southampton, Hamptons 11968
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Relaxing East Hampton Summer Getaway1 / 20
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Cable/satellite TV
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 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 5 July 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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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Chic Bridehampton Pristine Designer Home + Free Pool Heating!1 / 20
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Parking
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    This house is amazing! We celebrated a girls weekend with 6 people, and it was perfect for us — so spacious, clean, bright and beautiful. Every guest was blown away by the house...
    Reviewed 9 October 2017
    Some friends and I rented this property for a wedding weekend. This is a lovely home with a lot of space to lounge and relax and located nearby the Bridgehampton downtown area.
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    About this property
    Bridgehampton White 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** OVERVIEW OF HOME: 3 bedrooms 3 bathrooms Finished Basement with...
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    Location Information
    Bridgehampton, Hamptons 11932
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beautiful French Country Cottage1 / 23
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Patio
    • DVD Player
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    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 May 2018
    If you love the North Fork you will absolutely love staying here. This cottage embodies everything that I wanted for my time spent here which happened to also be my birthday...
    Reviewed 13 March 2018
    My family of four stayed in one of these twin cottages. They are mirror images of each other with separate entrances and patios. Plenty of parking right outside and just...
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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 Island....
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    Location Information
    East Marion, North Fork 11939
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    We take the hassle out of business travel. Along with all of our convenient amenities, furnished apartments and pet friendly rentals in Islip, NY, The Islip Inn offers a laundry service on hand that can pick up and return your items within 24 hours! Each room in The Islip Inn, on Long Island, New...
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    Location Information
    Islip, Long Island 11751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
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    • Ocean Views
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 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 25 July 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Sag Harbor with perfect water view and sunset1 / 14
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Outdoor Dining Area
    • Ocean Views
    • Secure Parking
    • Air Conditioning
    • Waterfront
    • Porch
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    My family have just spent 7 days at a charming whaling cottage in Sag Harbor.The position to town was great and the tranquility of the home was ideal.The owners Anne and Dave...
    Reviewed 7 July 2016
    Ann and Dave offer this lovely, historic home to guests and provide everything needed for a wonderful stay. The porch overlooking the water is heavenly. You really feel like...
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    About this property
    Historic whaling captains home. We are the sixth generation to live here. It is a quick walk from our house to the village of Sag Harbor, where you will find restaurants, boutiques, antique stores, marinas and much more. If you wish to stay around the house, we have a dock, hammock and the best...
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    Location Information
    Sag Harbor, Hamptons 11963
    Private Room - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    WATERFRONT Estate on Shelter Island. Fully Renovated. 100 Ft DOCK1 / 30
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 25 October 2017
    Real nice inside and out. Great views. Fishing off private dock. Crabs too, better in summer. Quiet, peaceful. Can cook indoors or out. Good for families.
    Reviewed 21 September 2016
    This house was fantastic. It felt more like a home than a rental house. The garden is massive and runs down to the water with a jetty. The kitchen is really well equipped and...
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    About this property
    WINTER SPECIAL: Stay for long weekend or Week for $999, plus utils, taxes. Any week, except holidays. 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...
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    Location Information
    Shelter Island, Hamptons 11964
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1
    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.

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