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North Fork Rentals for Seniors

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    Travelers to North Fork are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    32 Matching Rentals in North ForkView all 138 rentals
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    Cutchogue Beach Cottage1 / 18
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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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    Historical Orient Pt. Beach Cottage1 / 11
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Waterfront North Fork Sunny Home1 / 25
    (16)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Parking
    • Grill
    • Outdoor Dining Area
    • Air Conditioning
    • Waterfront
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2016
    A perfect location-the pleasant house,the wonderful garden,the view onto the pond, the landscap,especially Orient Beach with the wonderful playground.
    Reviewed September 11, 2016
    We had a wonderful stay at a great house on Hashamomuck Lake. Perfect location on a quiet street. Owners were also helpful and welcoming. The house was well appointed and clean...
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    About this property
    Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Hardwood floors and custom light...
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    Southold, North Fork 11971
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The Farmhouse1 / 10
    (1)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Satellite TV
    • Private Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 6, 2017
    My family rented this house for the holiday week between Christmas and New Years. The house is located within walking distance to town - which was quite great The house has...
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    About this property
    Renovated and tastefully furnished, The Farmhouse features one of the largest wrap around porches in the village and it is enviably located steps away from the town's best restaurants and bars, as well as just 3 short blocks to the beach. The space Just steps away from the center of the Greenport...
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    Greenport, North Fork 11944
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This is a one-bedroom efficiency apartment with a kitchen and bistro dining area, located in the heart of East Marion on the beautiful North Fork. It is part of the main farmhouse that dates to the late 1800's with a separate entrance that once belonged to the Stars family. Mr. Stars owned the...
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    East Marion, North Fork 11939
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Patio
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    • 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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    Cutchogue, North Fork 11935
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Victorian Seasons one bedroom duplex farmhouse1 / 10
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • DVD Player
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Loved this lovingly restored one bedroom duplex in a very charming Victorian home and highly recommend it for one to three people. The duplex was immaculate, tastefully...
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    About this property
    Victorian Seasons is a unique historic property. All work is of excellent craftsmanship and is historically accurate in restorations. This one bedroom apartment features a kitchen with stove/oven, refrigerator and necessary utensils. The bathroom is new and designed to evoke the 1930's charm of...
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    East Marion, North Fork 11939
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    • Grill
    • Housekeeping Included
    • Air Conditioning
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enter a world of tranquility and surround yourself with the beauty of nature!<BR>Decorated with an eclectic mix of antique and contemporary furniture, the home has three bedrooms, one bath, dining room, living room with large flat screen tv, sunroom with seating and dining area. Kitchen is...
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    Location Information
    Peconic, North Fork 11958
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    You will love this 4 bedroom 4.5 bathroom charmer on a quiet street. Walk to town, shops, carousel LIRR Jitney and ferry to Shelter Island Golf course and beaches 1 mile away. There are over 40 wineries nearby. The front deck has 2 Adirondack chairs to just relax. A full deck off the back over...
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    Greenport, North Fork 11944
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant and especially designed and built for one of the wealthiest bankers on the North Fork. Situated on enormous 3/4 acre property in the most prestigious setting of the National Historic District in Greenport Village. Lovingly restored to its original elegance and authentic Classic Queen...
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    Greenport, North Fork 11944
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • Porch
    • DVD Player
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    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A renovated home in the heart of the North Fork near the beach and several wineries. Please inquire about weekends, weeks or monthly/summer rental for 2015. Sleeps 8<BR><BR>Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue...
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    North Fork, Long Island 11956
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Family and Friends in Greenport1 / 23
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Balcony
    • Satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 23, 2014
    The pictures of this house do not do it justice. It is spacious although an older home, with wide floorboards, a great room with fireplace, toys for kids, deck for eating or...
    Reviewed October 14, 2013
    We just returned from renting for Columbus weekend. Very happy with the house. We needed a ground floor room & shower for my 88yr old Mother & this worked out perfect. A...
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    About this property
    Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toys and books, classic novels and wood burning...
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    Location Information
    Greenport, North Fork 11944
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a rejuvenating, fantastical getaway from the day-to-day doldrums, this gorgeous waterfront home is waiting at the very end of rustic Windward Road for you. With four main bedrooms, and a completely furnished attic that can serve as room for even more, you can bring your whole family for a...
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    Location Information
    Orient, North Fork 11957
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Terrace
    • Balcony
    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1,100 Square Foot house with 400 square foot deck in the backyard. House is part of community with rights to a private beach with a private barbecue/recreation area only a few minutes walk away. 10 minute walk to Orient Beach State Park which has the following activities: Biking,...
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    Orient, North Fork 11957
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the late 1800s this lovely house is in the center of our quaint town of East Marion. We are just two miles from Greenport, a bustling port town, where you can catch the Shelter Island Ferry or the last stop on the LIRR, and just 4 miles from Orient and the Cross-Sound Ferry to...
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    East Marion, North Fork 11939
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Fork cottage getaway with private beach1 / 26
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 1, 2016
    The charming photographs of this lovely rental conveyed the atmosphere we wanted as a base for exploring Long Island. The chief purpose of our visit was for my son's wedding...
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    About this property
    Four bedroom/2 bathroom cozy cottage located in the heart of the North Fork. Offers 3 bedrooms and 1 bath in main house with separate guest quarters including guest room loft and private bath. Includes outdoor shower, firepit, large bbq with fridge and outdoor dining with fireplace area. Centrally...
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    Mattituck, North Fork 11952
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed and built in 2003, this cozy house has water views of Peconic Bay, enormous glass skylights, fully equipped kitchen, two bedroom, two bath, washer, dryer, Wifi, flat screen tv, private rose garden, private parking, a kayak, two bicycles, public swimming dock at end of block, and is one...
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    Greenport, North Fork 11944
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    • Patio
    • DVD Player
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    • Housekeeping Included
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful Year-Round Escape in the Middle of Wine Country It's starting to warm up so come to the North Fork - Sip local wine on the front porch or watch the waves at the private beach which is just a short walk away. Relax and kick back in our 3 bedroom house in Long Island's North Fork. Close...
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    Southold, North Fork 11971
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This is a newly renovated 3 bedroom cottage in the beautiful historic district of East Marion. Two new full bathrooms, beautiful full kitchen & dining room, den & living room. Bedroom #1 has 1 queen bed, bedroom #2 has 1 full bed and bedroom #3 has 1 twin. There is a sofa bed in the living room...
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    East Marion, North Fork 11939
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    This newly renovated 1905 North Fork farmhouse comes with lots of light, clean lines, and deeded beach access. A new gourmet kitchen, back deck, and large fenced in backyard make it ideal for entertaining, barbecuing, or spending a lazy afternoon in the summer hammock. Use the house as a base to...
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    East Marion, North Fork 11939
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large beach front with 5 bedrooms (2 ensuite), 4 living rooms, 3.5 baths This is the perfect home for the extended family vacation, with not only 5 bedrooms, including 2 with ensuite bathrooms but 4 separate sitting/family/den or game rooms plus a pool room! The unique layout offers areas to gather...
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    Southold, North Fork 11971
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    3 Bedrooms 3 Bathroom home for rent. Beautiful landscape and privacy on a full acre with gigantic fenced in backyard with playground. 5 minute walk or 1 minute drive to private community Peconic Bay beach. Excellent condition and comfort. Weber Grill, sun filled deck , quality entertainment system....
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    Southold, North Fork 11971
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Renovated Waterfront Cottage with private beach and spectacular views! The house sits on the edge of the bluff with views of a secluded cove on the sound and has access to an infinity deck where you can relax and enjoy the water views, the sunsets, the landscaped garden and the birdlife all around...
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    East Marion, North Fork 11939
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cottage w/ Beaches, 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 - Let me know your Weeks !! Labor Day Weekend...
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    Southold, North Fork 11971
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    A Cottage on the Lake1 / 23
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    East Marion, North Fork 11939
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Orient Point Waterfront Home1 / 24
    (15)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Orient, North Fork 11957
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Orient, North Fork 11957
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Beautiful, Renovated Home on Cul-de-sac with Heated Pool Near Bay Beaches1 / 24
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Laurel, North Fork 11948
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Renovated Home On Private Country Lane Close To Beaches, Lighthouse & Wineries1 / 23
    (9)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Southold, North Fork 11971
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Spacious Historic Downtown Greenport Apartment1 / 21
    (15)Very good
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Greenport, North Fork 11944
    Condo/Apartment - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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