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Holiday Apartments in Shelter Island Heights

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    Don't let other travellers get your favourite Shelter Island Heights area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 45 Rentals in Shelter Island Heights
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    Shelter Island Heights
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Shelter Island Heights
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Shelter Island Heights
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 10 kilometres of Shelter Island Heights.
    Waterfront Condo C204 at The Cliffside Resort1 / 14
    (11)Excellent
    Greenport, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2018
    Very nice, spacious apartment. Tranquil surroundings. Small pebble stone beach with a serene atmosphere. Beautiful sunsets. Very bucolic. Communication with the owner was...
    Reviewed 12 February 2018
    Great accommodations, beautiful view, FANTASTIC SUNSETS, what’s not to like!As a repeat customer staying here in Spring, Summer and Fall I give stars.
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    About this property
    Overview: Waterfront Water's Edge suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes, I do not charge resort fees...
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    11944, Greenport, North Fork
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful French Country Cottage1 / 23
    (4)Excellent
    East Marion, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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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    11939, East Marion, North Fork
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beach House In Wine Country; walk to beach, large sun room, outdoor dining1 / 16
    (2)Excellent
    Southold, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Porch
    • Grill
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 May 2015
    An absolutely stunning and beautiful home. Clean, comfortable, fully updated, this house is perfect for peace and relaxation. The bright and spacious sun room is perfect for...
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    About this property
    Walk to our private beach just houses away, kick back with a local bottle of pinot in our beautiful sunroom, barbecue in the backyard or cook your favorites in our new kitchen and dine al fresco on the patio, dining room or eat at the counter and entertain the cook. We provide 2 comfortable...
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    11971, Southold, North Fork
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful Classic North Fork Home, wrap around porch, pool, walk to beach1 / 19
    (1)Excellent
    Southold, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    Wow! Can’t say enough about this house. Stayed here with my girlfriend and her parents and we couldn’t have been happier. There is so much to do on the north fork but we chose...
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    About this property
    Walk to beach, wrap around porch, inground pool, jacuzzi, fire pit & much more North Fork Vida House Our just listed, circa 1987, traditional, classic home is situated on almost an acre of land in Southold NY, right in the middle of LI Wine Region and just 10 minutes from the village of Greenport...
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    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Victorian Seasons one bedroom duplex farmhouse1 / 28
    (4)Excellent
    East Marion, NY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • DVD Player
    • Terrace
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    Beautiful fully appointed, clean, antiques unit that had everything we needed for a two-day getaway. Close to good restaurants (in Greenport) and beautiful beaches and parks...
    Reviewed 5 July 2018
    Had a wonderful time .beautiful landscape views . Accommodating and Friendly Staff it was such a lovely stay
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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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    11939, East Marion, North Fork
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Relaxed Village Farmhouse1 / 17
    (1)Excellent
    Greenport, NY
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    • 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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    11944, Greenport, North Fork
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Unique  English Country Cottage1 / 22
    (2)Excellent
    East Marion, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2018
    Very cute, clean, neat, comfortable cottage in a peaceful setting with beautifully manicured surroundings. Definitely coming back again!
    Reviewed 12 August 2016
    The house was beautifully maintained inside and out with a fantastic outdoor area to sit chill and enjoy barbecues and watch the local wildlife with a pretty rocky road beach a...
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    About this property
    . North Fork- East Marion- Charming unique twin cottages with cedar roof and historical significance. Each cottage is new and elegantly appointed. Wide plank flooring and knotty pine doors. Complete kitchen with granite counters and dishwasher. New bath with Italian tiles. Central air...
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    Location Information
    11939, East Marion, North Fork
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    North Fork House with Private Beach Access1 / 14
    (6)Excellent
    East Marion, NY
    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 5 September 2018
    I just returned from the most fantastic vacation in this lovely home in a quiet neighborhood just outside of Greenport. We were 2 families with 3 children ranging from 9 - 11...
    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...
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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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    10014, East Marion, North Fork
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Orient, NY
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Suitability
    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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    11957, Orient, North Fork
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Victorian Seasons Stirling1 / 44
    (5)Excellent
    Greenport, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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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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    11944, Greenport, North Fork
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Southold, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning views, master suite, deck, sunrooms, private lane and beaches Completely renovated and handicapped accessible throughout with wrap around deck, extra wide doorways, new kitchen, two and a half new bathrooms with tubs and showers and large master bedroom suite overlooking the Ashamomaque...
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    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES1 / 17
    (2)Excellent
    Southold, NY
    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 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 25 September 2015
    We had a wonderful time at Hickory House. The location in Southold is perfect for visiting the beach, wineries and farmers markets as well as Greenport and Mattituck. The home...
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    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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    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Farmhouse1 / 15
    (1)Very good
    Greenport, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 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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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Greenport, NY
    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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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Southold, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
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    • Balcony
    Suitability
    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
    11971, Southold, North Fork
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Southold, NY
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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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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    11971, Southold, North Fork
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Five Bedroom Italianate Great House - The Gem of East Marion1 / 39
    (3)Excellent
    East Marion, NY
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    We spent a long weekend at this beautifully restored property and the combination of location, expansive private land, and owners hospitality was unmatched. Like taking a walk...
    Reviewed 6 July 2018
    We stayed here with our infant son , my parents, my sister and her three kids and my other sister and her husband. There was plenty of room for all of us. Our nieces loved...
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    About this property
    Welcome to the Victorian Seasons Main House, 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. This...
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    Location Information
    11939, East Marion, North Fork
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
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    CHARMING ONE-BEDROOM EFFICIENCY APARTMENT IN THE HEART OF EAST MARION1 / 21
    (1)Excellent
    East Marion, NY
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 6 September 2017
    Irene and her husband are personable, responsive to any requests and delightful to deal with. Irene saw to it that all our needs were attended to. All i did is ask whether...
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    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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    11939, East Marion, North Fork
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Greenport Home w/Furnished Patio - Walk Downtown!1 / 24
    (1)Very good
    Greenport, NY
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2018
    We booked this for a family Wedding! Was really close to the coast and just a few mins walk to the shops so suited us! Would be good for young families but as we were 7 adults...
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    About this property
    Spend your summer days in Long Island as you relax in 'Jason's Haven,' a 3-bedroom, 1-bathroom vacation rental home that sleeps 6. Nestled within the historical town of Greenport, this home provides a unique New York experience, sans big buildings and bustling sidewalks. Whether you spend your...
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    11944, Greenport, North Fork
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Shorecrest Beach House, 4 bedroom private beach front, new renovation1 / 32
    (3)Excellent
    Southold, NY
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Washer
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    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    We were absolutely blown away by how lovely our stay was at this beach front cottage right on the water in Southold! From the gorgeous sunsets seen from the porch over the water...
    Reviewed 24 July 2018
    This beach house is located right on the north shore of the long island sound, perfectly placed in the middle of the North Fork close to all the beautiful wineries and breweries...
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    About this property
    Newly renovated with two new full bathrooms, new kitchen and second floor bedroom/family room with glorious views overlooking the Long Island Sound, the Shorecrest Beach House has never looked so good! The Shorecrest beach house is located on a grassy bluff overlooking the ocean and available for...
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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Greenport, NY
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    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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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Southold, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • DVD Player
    • Waterfront
    • Parking
    • Grill
    • Hot Tub
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique country cottage is situated on a spring-fed fresh water lake one block from Kenney's Beach - a sandy Long Island Sound beach staffed by Southold Town lifeguards. Designed to maximize the beauty of its pristine surroundings, the entire back of the house has French doors opening onto a...
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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Victorian Seasons 1 bedroom Carriage House Duplex1 / 21
    (1)Excellent
    East Marion, NY
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    Great hospitality and amazing place to relax and unwind . The landscaping Grounds were beautiful highly recommended
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    About this property
    Welcome to the Victorian Seasons One bedroom Carriage House Duplex. 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...
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    Location Information
    11939, East Marion, North Fork
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Southold, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    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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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Southold, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Parking
    • Patio
    • DVD Player
    • Grill
    • 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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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    East Marion, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    11939, East Marion, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greenport, NY
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Balcony
    • Porch
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    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entirely renovated, spacious and quiet farmhouse two blocks from the marina, and a 5 minute bike ride to the beach or town. With original hardwood floors, modern kitchen with Viking appliances, two fireplaces, grill, and al fresco dining under a pergola. Located in Greenport, NY, the middle of wine...
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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    The Victorian Seasons Cape1 / 34
    (1)Excellent
    East Marion, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    Had an Amazing stay .lovely grounds . Fell in love with the Gazebo and great hospitality. Very accommodating staff . Highly recommend.. enjoyably stay - Walking distance to a...
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    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 queen and bedroom #3 has 1 twin. Located close to beaches, ferry, Jitney...
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    Location Information
    11939, East Marion, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Greenport, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic Greenport Village has been recently renovated and is in walking distance to all. This is a 2 family home that can be rented separately or together. Pricing here is for house 2. One bedroom has a queen and the other can be configured as a king or two twins. Parking, beach access, convenient...
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    11944, Greenport, North Fork
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Southold, NY
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Ocean Views
    • Porch
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this idyllic beachfront located directly on the Sound in Southold NY, only 1 hour 45 minutes from NYC. Open-air, camp-style rooms are part of the house's simple charm. Linger over meals with family and friends on the screened-in porch, watch mesmerizing sunsets, swim in the salt water,...
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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Greenport, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
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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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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Greenport, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated ranch private home with spacious deck, large teak dining set, new grill, CAC, washer/dryer, front porch, fully equipped kitchen, wall mounted flat screen TVs in every bedroom and family room, farm dining room table. Nicely appointed home within walking distance to gorgeous private...
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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Marion, NY
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    Location Information
    11939, East Marion, North Fork
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Greenport, NY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Explore the historic seaport of Greenport Village from this recently remodeled 1-bedroom, 1-bathroom vacation rental apartment. Comfortably sleeping 2 guests, this home is ideal for guests seeking a cozy retreat. Located in the heart of downtown, you won’t find a better location to explore all the...
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    Location Information
    11944, Greenport, North Fork
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Greenport, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Parking
    • Grill
    • Children's Pool
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic home in Greenport Village walking distance to restaurants, water, shopping etc..bike or short drive from vineyards. Large yard with outdoor patio with BBQ and outdoor shower. 2 family home with two separate duplex units that can be rented separately or together. Perfect for family...
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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Southold, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests are sure to enjoy a memorable vacation in this Pristine 3 bedroom/2 bath contemporary property in a quiet bay front community located steps away from a private beach facing Shelter Island and across from a well known North Fork vineyard. This property is located on a quiet dead end street...
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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Southold, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to Southold, a picturesque and unspoiled mecca nestled along the shore of secluded Long Island creek. Located only 5 minutes from the fantastic Greenport with over 50 wineries and incredible restaurants nearby, Long Island is a foodie’s heaven. Walk to the beach from the 2-bedroom,...
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    Location Information
    11971, Southold, North Fork
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Greenport, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the scenic seaside village of Greenport in this 2-bedroom, 2-bathroom vacation rental apartment that comfortably sleeps 4. Located in the heart of Greenport Village, enjoy quick access to fine restaurants, exceptional shopping and numerous local attractions. Boasting 1,850 square-feet of...
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    Location Information
    11944, Greenport, North Fork
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Greenport, NY
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking distance to Greenport Village, Sound and Bay Beaches! 1200 sq ft Victorian cottage perfect for a retreat from the heat. Large patio, new kitchen and bath! 1840s historic poet's house, perfect for couples, small family or single seeking reprieve from Manhattan. Original hardwood floors, 2...
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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Marion, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On your next visit to the Hamptons area, be sure to secure this updated and relaxing retreat in the heart of East Marion. This classic Cape Cod 3-bedroom, 2.5-bathroom vacation rental home accommodates up to 8 travelers, and sits within walking distance to a secluded beach and community park with...
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    Location Information
    11939, East Marion, North Fork
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Greenport, NY
    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
    Explore the charming seaside village of Greenport from this quaint 1-bedroom, 1-bathroom vacation rental apartment with sleeping accommodations for 2. Only a couple of blocks from downtown, enjoy quick access to numerous restaurants, boutique shops and local attractions. Your ultimate North Fork...
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    Location Information
    11944, Greenport, North Fork
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Greenport, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater...
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    Location Information
    11944, Greenport, North Fork
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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