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Holiday Rentals and Homes in Port Jefferson, NY

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    1 / 8
    5 of 5 stars (18) Excellent
    Port Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    The following rentals are within 25 kilometers of Port Jefferson, Long Island, New York.

    1 / 22
    Wading River
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    5 of 5 stars (2) Excellent
    Rocky Point
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 16
    Rocky Point
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Spectacular beachfront property with panoramic view of Long Island Sound!! Beautiful 2 bedroom/2.5 bath + basement whole house rental on private cul-de-sac. Eat in kitchen w/ dishwasher. Bedrooms: 1 king, 2 twins. Vaulted ceilings. Balcony. Beautifully landscaped grounds with magnificent... View all property information
    Location Information
    Rocky Point, Long Island 11778
    1 / 33
    5 of 5 stars (7) Excellent
    Rocky Point
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Secure Parking
    • Air Conditioning
    • Internet Access
    • Patio
    • Private Garden
    • Porch
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed 4 weeks ago
    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 the...
    5 of 5 stars 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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    1 / 12
    East Setauket
    5 Bedrooms, 8 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A wonderful summer getaway with stunning waterfront views, a few steps away from private beach access. This house sits on 2 full acres of land with steps leading down to the beach great for getting jet skiing, getting a tan or fishing, secluded from the busy streets of Long Island. Including a full... View all property information
    Location Information
    East Setauket, Long Island 11733
    1 / 18
    Bellport
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Washer
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This house has it all! 3 bedrooms with plenty of space for addition guests to sleep in the den. 2 bathrooms. Big living room, dining room, eat in kitchen. The den boasts a large screen TV with surround sound. Patio with furniture and gas grill. Heated pool! Dish washer in kitchen. Washing machine,... View all property information
    Location Information
    Bellport, Long Island 11951
    1 / 27
    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Private Garden
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    • Pet-friendly
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    • x
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous 2nd Floor Private entrance apartment with its own deck over looking the Great South Bay - Large bedroom - Bath & Living spaces , Kitchen w/washer dryer. All emendates, central heat & ac- w/internet , direct tv , private parking on 5 acres estate, 10 min to Village, train, 20 min Airport... View all property information
    Location Information
    East Patchogue, Long Island 11772
    1 / 30
    5 of 5 stars (7) Excellent
    Sound Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Parking
    • Ocean Views
    • Washer
    • Air Conditioning
    • Waterfront
    • Wi-Fi
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. Set in a quiet neighborhood, the house is located on the bluff, about 85 feet above sea level. The house is facing the sea and the views are breathtaking. Conveniently located only... View all property information
    Location Information
    Sound Beach, Long Island 11789
    5 of 5 stars Reviewed 28 June 2016
    My immediate family and I enjoyed this gorgeous and comfortable beach home!!! We certainly enjoyed the view of the North Shore especially during the night where we could see the...
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    1 / 17
    4 of 5 stars (1) Very good
    Wading River
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Ocean Views
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Most guest are regulars but we do have few dates available each year. This stunning beach home is magnificent, located right on the beach. Our Home was remodeled in 1997, and freshly painted this year 2012, 2 Full baths, Full kitchen/dining area and family room. Has 3 bedrooms Everything fully... View all property information
    Location Information
    Wading River, Long Island 11792
    4 of 5 stars Reviewed 15 March 2016
    We stayed at this house twice,two summers in a row. We liked the location, and the first time we enjoyed our stay. The house was clean, and we had whatever we needed. It had 3...
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    1 / 22
    Sound Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Internet Access
    • Satellite TV
    • Waterfront
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful home has an open floor plan for dining and entertaining with spectacular water views from every room. The beach is pristine and the area is quiet and family friendly. It is perfect for swimming, fishing, walking or just enjoying nature. There is an outside deck with a table and... View all property information
    Location Information
    Sound Beach, Long Island
    1 / 19
    4 of 5 stars (1) Very good
    Sayville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Private Outdoor...
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    • ?
    • Smoking allowed
    • x
    About this property
    ***FULL WEEKS ONLY - NO WEEKENDS*** SPRING/SUMMER 2016 are NOW HERE! This will be an early Season! Spring & Summer 2016 are around the corner - warm, cool ocean breeze, flowers blooming, peaceful & fun. Enter thru the arbor over the pond & view this beautiful house which is surrounded by... View all property information
    Location Information
    Sayville, Long Island 11782
    1 / 37
    5 of 5 stars (8) Excellent
    Rocky Point
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Hot Tub
    • Waterfront
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    This breath taking seaside cottage neighbors a 50 acre preserve with trails that lead to scenic views along the bluffs. This house was originally a boathouse that was pulled up from the beach and put onto a lot that was carved out of a huge sand dune. It has been completely renovated with an open... View all property information
    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed 2 days ago
    We loved this lovely small cottage that was exactly as advertised. The small enclosed back yard was perfect for the 1 year old to play. We enjoyed the hot tub, beachcombing on...
    5 of 5 stars Reviewed 20 April 2015
    Thirteen of us stayed at this spectacular house to celebrate my 50th Birthday. Virginia and Debbie could not have been nicer! The house was amazing! Fully stocked kitchen...
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    1 / 36
    Sound Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Internet Access
    • Parking
    • Waterfront
    • Air Conditioning
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our two homes are next to each other with spectacular views of Long Island Sound. Each home has 2 bedrooms, 2 bathrooms and one sofa bed. Both houses have open floor plans and together can comfortably accomodate 12 people. Both homes are new construction with all new appliances and furniture. There... View all property information
    Location Information
    Sound Beach, Long Island
    1 / 15
    5 of 5 stars (2) Excellent
    Bellport
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Porch
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    We are pleased to offer 'Bellport Landing', a gracious 1880's home located in the heart of Bellport Village. Bellport Landing offers all the beauty and charm that you would expect to find in a historic/antique home, plus modern conveniences, such as wifi and flatscreen TV's. Featuring six... View all property information
    Location Information
    Bellport, Long Island 11713
    5 of 5 stars Reviewed 7 August 2014
    Absolutely wonderful place to have our family get-together. The house is gorgeous, comfortably furnished, and thoughtfully appointed. The kitchen is amazing! Sue and Steve are...
    5 of 5 stars Reviewed 23 June 2014
    Bellport is an absolutely magical place - a real find. As visitors from the UK we were utterly spellbound by its old world and understated charms - such a perfect respite from the...
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    1 / 51
    Wading River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Waterfront
    • Patio
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This is a 4 Bedroom Beach House sleeps 10 comfortable in beds. There are 2 living room areas. This beach house has amazing views and 2 screened in porches with outside dinning table on the beach porch and amazing views from the stationed hammock. Wake up in the morning and sit outside with a cup of... View all property information
    Location Information
    Wading River, Long Island 11792
    1 / 24
    Wading River
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Hot Tub
    • Balcony
    • Grill
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Being one of our beach homes, this beautiful one bedroom is located directly on the beach. With a brand new kitchen and out door hot and cold shower! This home sleeps 5 people with sofa bed and cot. Everything is fully furnished with towels, linens and everything you would need. The only thing you... View all property information
    Location Information
    Wading River, Long Island 11792
    1 / 35
    4.5 of 5 stars (8) Very good
    Wading River
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • DVD Player
    • Waterfront
    • Satellite TV
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    • Grill
    • Hot Tub
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    1 Br Beach Cottage Sleeps 4, 1Full bath, 1 outdoor shower! Fully equipped kitchen w/Appliances Brand new affordable beach cottage guest house, located directly on the beach! This stunning 1 Br beach guest house is magnificently located right on the beach, with a large patio/deck with a large BQ... View all property information
    Location Information
    Wading River, Long Island 11792
    5 of 5 stars Reviewed 19 June 2015
    Had an amazing time! Virginia & Debbie could not have been any nicer to us!! The cottage was so cute, and very comfortable. Then there's the great water views from cottage, and...
    5 of 5 stars Reviewed 19 June 2015
    We stayed for 1 week, my husband, our doggie and I. We had a beautiful and relaxing week. The cottage is tiny but incredibly charming, with everything you can possibly need...
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    1 / 30
    Wading River
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Immerse yourself in the tranquility of New York’s Long Island area when you stay at this wonderful Wading River vacation rental home, called 'The Stella House,' ideally situated just steps from a spectacular private beach! With 4 bedrooms, 2 bathrooms and enough sleeping arrangements for up to 11... View all property information
    Location Information
    Wading River, Long Island 11792
    1 / 43
    Wading River
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
    • Air Conditioning
    • Satellite TV
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    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This luxurious beach house was just rebuilt brand new! This house is beautifully decorated. 1 King master large room 3 Queen rooms 3 Full 1 Queen sofa There are 3 bathrooms , 3 Full baths , 1 Shower on deck outside! wow! The home has central Air and heating it is available all year round and... View all property information
    Location Information
    Wading River, Long Island 11792
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    1 / 58
    Wading River
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Spectacularly furnished luxurious 6 bedroom Beach House on the beach. This one of a kind home has everything you need for a vacation/holiday to remember. This is our new addition to the website. The name of this house is The Waters Edge. This beach house has a fabulous feeling of a home with... View all property information
    Location Information
    Wading River, Long Island 11792
    1 / 80
    5 of 5 stars (5) Excellent
    Wading River
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Satellite TV
    • Grill
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    • Waterfront
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    The Mermaid Inn 2 King Br, 3 Queen Br, 1 Full , 1 Queen Sofa Bed 3 Bathrooms / one outdoor shower Game Room River Rock gas Fireplace Beautiful Sunroom with amazing water views Spectacularly furnished luxurious Beach House on the beach. This one of a kind home has everything you need for a... View all property information
    Location Information
    Wading River, Long Island 11792
    5 of 5 stars Reviewed 3 May 2015
    We could not have chosen a better home to stay in for my sister's bachelorette weekend. The house was beautifully decorated and much more spacious than the images show. Pictures...
    5 of 5 stars Reviewed 21 March 2015
    My sister and I recently rented the 6 bedroom Luxury Beach House on the North Fork from Debbie and Virginia. They could not have been any more accommodating. They were great to...
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    1 / 55
    5 of 5 stars (4) Excellent
    Wading River
    3 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This luxurious 3 Bedroom beach house is among our most desirable homes. This home was just rebuilt and is only 2 years old. It's a 3 bedrooms and sleeps 12 people with a sofa bed. This house is beautifully decorated with fine furniture 1 bedroom with queen size bed and bathroom. The second bedroom... View all property information
    Location Information
    Wading River, Long Island 11792
    5 of 5 stars Reviewed 5 November 2015
    We were flying in to Long Island (Garden City) from Houston for a weekend wedding at Westbury Manor, and decided to spend a few days out on the North Fork to unwind. We chose to...
    5 of 5 stars Reviewed 27 January 2015
    This last visit to Long Island's North Shore with Luxury Beachfront Getaway was our second stay & at a different location. One of Debbie and Ginnie's spots in Rocky point was our...
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    1 / 24
    5 of 5 stars (3) Excellent
    Wading River
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Spectacularly furnished luxurious 5 bedroom Beach House on the beach. This high end one of a kind home has everything you need for a holiday to remember. Perfect home for a family reunion or get together or a bachelorette or all girl weekend getaway or couples retreat. Come and visit this beach... View all property information
    Location Information
    Wading River, Long Island 11792
    5 of 5 stars Reviewed 14 February 2016
    Stayed in this amazing beach home with our large extended family (7 adults, 4 kids). We have never found a home on the beach that met our needs - with enough rooms for...
    5 of 5 stars Reviewed 19 February 2015
    My friends and I recently stayed here and had a great time! The house is beautiful, charming, clean and is right on the water, so the views are amazing. Ginny is a gracious host...
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    1 / 47
    4.5 of 5 stars (2) Very good
    Wading River
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Grill
    • Patio
    • Air Conditioning
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    • Balcony
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This beach house has panoramic views and a large wrap around deck, with a screened in porch. Full kitchen, full bath, outdoor shower. Your true beach house! Directly in the sand. This home is a 4 bedroom Beach House with an additional queen size sofa bed and roll away beds if needed. It is... View all property information
    Location Information
    Wading River, Long Island 11792
    5 of 5 stars Reviewed 1 July 2015
    My family spent a wonderful 4 days at this lovely spot. This is a classic beachfront cottage and not a luxury rental and for us, was perfect. If you are looking for quiet, this is...
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    1 / 5
    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment for the summer beginning Memorial Weekend, May 22nd ending Labor Day weekend September 8th. The location is in the pocket of everywhere you would want to be for the summer. Right on a private beach and access to all of the Hampton Beaches. <BR><BR>Fully-furnished sectioned to have a... View all property information
    Location Information
    East Patchogue, Long Island 11772
    1 / 24
    Northport
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Immerse yourself in the tranquility of Long Island’s North Shore by staying at this wonderful Northport vacation rental home, ideally situated within easy reach of beautiful beaches, area attractions, and Northport Village’s shops and cafes! Offering 2 bedrooms, 2 bathrooms, and enough room to... View all property information
    Location Information
    Northport, Long Island 11768
    1 / 30
    East Patchogue
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    2 story Beach front home with private sandy beach, available for monthly/weekly rental 3BR / 2Ba 1750ft2 available now dogs are OK furnished house washer dryer Set directly on the Great South Bay, our home is located on a very quiet dead end street. The views are absolutely spectacular, and... View all property information
    Location Information
    East Patchogue, Long Island 11772
    1 / 24
    Wading River
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • Outdoor Dining Area
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    • Pet-friendly
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    • ?
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    • x
    About this property
    If you’re looking to get away from this city, New York’s stunning Long Island area will not disappoint and this lovely Wading River vacation rental cottage is the perfect home base for experiencing everything this picturesque region has to offer! This studio cottage has 1 bathroom and enough... View all property information
    Location Information
    Wading River, Long Island 11792
    1 / 14
    Saint James
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Central Heating
    • Porch
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    Beautiful 4 bedroom 2 bath Long Island home nestled in the historic village of Saint James on the North Shore. This space is the main floor of a ranch house located a convenient 60 miles away from New York City but a world away in vacation experience. It is easily accessible by car or train.... View all property information
    Location Information
    Saint James, Long Island 11780
    1 / 12
    Patchogue
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Quaint and beachy single story bungalow/cottage in the Ocean Ridge section of Davis Park, Fire Island (east of marina). Large deck wrapping from west side to south side. Sleeps 8+; 3 queen bedrooms and 1 bedroom with 2 single beds. Two built in couches also suitable for sleeping. 2 bathrooms plus a... View all property information
    Location Information
    Patchogue, Long Island 11772