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Vacation Rentals in Medford, NY and nearby

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    The following rentals are within 25 kilometres of Medford, Long Island, New York.

    1 / 24
    5 of 5 stars (2) Excellent
    Wading River
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Cherry Grove
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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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    1 / 8
    5 of 5 stars (17) Excellent
    Port Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • Waterfront
    • Shared Garden
    • Air Conditioning
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    A true retreat! Peace and serenity....these will be your thoughts as you look out and view the harbor and magnificient woods located on 3 acres! We are minutes away from a very lively town with many restaurants, theatre and shopping! We have beautiful restaurants on the water as well!! This... View all property information
    Location Information
    Port Jefferson, Long Island 11777
    5 of 5 stars Reviewed 30 December 2015
    Absolutely stellar stunning! The home was beautiful as well as the views of Port Jefferson. We definitely highly recommend Michael and Sheila's home! We had plenty of room...
    5 of 5 stars Reviewed 2 November 2015
    This was our second trip to this beach house, and it gets better and better. The views are spectacular and the house is grand. The large open layout is so comfortable and...
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    1 / 24
    5 of 5 stars (6) Excellent
    Rocky Point
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
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    • Air Conditioning
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    • Secure Parking
    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound and Connecticut from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3... View all property information
    Location Information
    Rocky Point, Long Island 11778
    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...
    5 of 5 stars Reviewed 20 September 2015
    This beach house was perfect for us. Just a short stroll to a lovely private beach with safe swimming for the children. It's in a really quiet location, yet a short drive to shops...
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    1 / 24
    5 of 5 stars (1) Excellent
    Mastic Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Hot Tub
    • Ocean Views
    • Waterfront
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
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    About this property
    This property is not a rental house; it is a wonderful retreat. On your first night you arrive to find a well appointed, carefully prepared home. There is a welcome basket, there are snacks and drinks in the fridge. We welcome you here to enjoy this beautiful escape from the hustle and bustle of... View all property information
    Location Information
    Mastic Beach, Long Island 11951
    5 of 5 stars Reviewed 23 June 2015
    This was an amazing experience. A beautiful house on the beach with all the modern conveniences. Our hosts were so thoughtful and generous to share this amazing property with us!
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    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Washer
    • Parking
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    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. Fully-furnished sectioned to have a private... View all property information
    Location Information
    East Patchogue, Long Island 11772
    Remsenburg
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    19th Century house on 3 acres of gardens and fields. Traditional styling has been infused with modern touches and updates. Cook's professional kitchen, central air conditioning, jacuzzi, steam shower, heated swimming pool, internet and multi-room music system. Close to beach and recreation... View all property information
    Location Information
    Remsenburg, Long Island 11960
    Coram
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • Elder access
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    About this property
    Ground floor private entry. Centralized location for Long Island Attractions. Great vaction spot close to New York City's famed sites, Long Island can hold its own when it comes to attractions. With sugar-fine beaches, the glamourous Hamptons, famed golf courses and much more, Long Island has much... View all property information
    Location Information
    Coram, Long Island 11727
    1 / 51
    5 of 5 stars (5) Excellent
    Wading River
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    • Waterfront
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This 6 Bedroom luxury Beach House is located directly on the beach. This home is a perfect location for bachelorette parties, family reunions, and couple's retreats. You can visit the great Long Island wineries, golf . This luxurious 6 Bedroom beach house is among our most desirable homes. This... 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 20 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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    Wading River
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Hot Tub
    • Balcony
    • Grill
    • Satellite TV
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    • Internet Access
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Wading River
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Ocean Views
    • Satellite TV
    • Waterfront
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    • Grill
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Ocean Bay Park
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • DVD Player
    • Satellite TV
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    • Balcony
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Kitchen being remodeled this Spring. 5 bedroom, 1 full with tub shower combo and 2 half bathrooms home. Large wrap around trex deck ( no splinters), 2 outdoor showers. Bamboo floors throughout,gas BBQ, sleeps 12. Fully equipped with everything you'll need including new bikes, a wagon, beach chairs,... View all property information
    Location Information
    Ocean Bay Park, Fire Island 11770
    Wading River
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Grill
    • Porch
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    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    About this property
    Built in 1806, this antique home is 5 minute drive to the beach on the north fork of Long Island. Picturesque vineyards with live music venues, local farms and La Plage restaurant are minutes away. The Hamptons and south fork beaches are just 30 minutes away. New York City is 1.5 hours away. A... View all property information
    Location Information
    Wading River, Long Island 11792
    1 / 41
    5 of 5 stars (7) Excellent
    Wading River
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • DVD Player
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Grill
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
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    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 18 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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    Fire Island Pines
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Shared Outdoor Pool...
    • Hot Tub
    • Ocean Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Just 90 minutes from Manhattan, but worlds away from NYC! In the Fire Island Pines, an idyllic gay community (but friendly to all) on the beach with no cars, just the deer roaming wild. The cabana is small but very self contained. BBQ on the deck overlooking the ocean. 5 minutes walk to 'town'... View all property information
    Location Information
    Fire Island Pines, Fire Island 11782
    1 / 14
    Patchogue
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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
    1 / 51
    5 of 5 stars (4) Excellent
    Wading River
    3 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
    • Waterfront
    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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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    Mount Sinai
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Private Garden
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    • Smoking allowed
    • Elder access
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    About this property
    Walk to the Shore, Great vacation spot, near beach. Driving distance to New York City. Quiet, short drive to Wine County. Tree-Lined Property Just A Stone's Throw From Mt Sinai Harbor And The Li Sound. Diamond Condition, Recently Renovated Three-Bedroom And Two-Bath Cape. This property is located... View all property information
    Location Information
    Mount Sinai, Long Island 11766
    1 / 11
    Ocean Beach
    4 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
    • Satellite TV
    • Air Conditioning
    • Porch
    • Outdoor Dining Area
    • DVD Player
    • Internet Access
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    WE ARE OPEN FOR BUSINESS SUMMER 2015 Thank you for your interest. Town rules require MINIMUM ONE-WEEK RENTALS. This one-level house includes four bedrooms and one bathroom. It is for FAMILIES ONLY, AND NO PETS ARE ALLOWED(sorry, our daughter has serious allergies). Also, for the same reason we... View all property information
    Location Information
    Ocean Beach, Fire Island 11770
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    Cherry Grove
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Elder access
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    About this property
    SPECIAL FALL RATES! SEPT. & OCT. . . . . MAGICAL!!! Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible 'gay' oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night... View all property information
    Location Information
    Cherry Grove, Fire Island 11742
    1 / 19
    Sayville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Private Outdoor...
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    • Balcony
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    • Pet-friendly
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    About this property
    ***FULL WEEKS ONLY - NO WEEKENDS*** SUMMER 2015 IS AT IT'S HEIGHT!!!! 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 numerous decks & balconies, and... View all property information
    Location Information
    Sayville, Long Island 11782
    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    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 / 15
    4.5 of 5 stars (2) Very good
    Remsenburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Easy summer living at this bright contemporary ranch located steps from Moriches bay in Westhampton/Remsenburg. Open kitchen- dining area, living room with fireplace, 3 bedrooms, 2 baths, central air conditioning, and a private yard with a heated swimming pool. Located on a small quiet block,... View all property information
    Location Information
    Remsenburg, Long Island 11960
    5 of 5 stars Reviewed 16 June 2015
    I welcomed my friends from Germany to the U.S. What made the stay super sweet for them and for myself was this rental. It had everything we needed. I'm a local in Westhampton, so...
    4 of 5 stars Reviewed 14 June 2014
    We have rented the house for a long week. The contact with Christine was excellent. The info and the keys were all where they should be. The house is clean even for German...
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    1 / 15
    5 of 5 stars (2) Excellent
    Bellport
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Porch
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    • Pet-friendly
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    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 / 37
    5 of 5 stars (7) Excellent
    Rocky Point
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
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    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 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...
    4 of 5 stars Reviewed 13 July 2014
    The house was great, had almost everything, everything easy to use. Enjoyed the Jacuzzi, fire pit, and kayaks. Right in the middle of the island so nothing too far away. The house...
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    Ocean Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Pet-friendly
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    About this property
    Newly remodeled Fire Island summer home with panoramic views of ocean, bay, and nature preserve. Spectacular sunset views from spacious patio and roof decks. Fully furnished with brand-new appliances, patio furniture, and whimsical decor. Located in the quiet, family-friendly beach community of... View all property information
    Location Information
    Ocean Beach, Fire Island 11706
    Fire Island Pines
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to the Fire Island Pines. A gay community that is friendly to all. Beautiful beaches, great clubs, serenity steps from the beach. A view of the ocean from every room. Great for entertaining, or a quiet repose. All amenities included. A seven minute walk to the harbor. Enjoy a place... View all property information
    Location Information
    Fire Island Pines, Fire Island 11782
    East Setauket
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    • x
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    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 / 38
    5 of 5 stars (3) Excellent
    Center Moriches
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    4 bedrooms plus den ~ sleeps 10 people very comfortably! PLEASE READ ENTIRE LISTING FOR PRICING ! SEND ME AN MESSAGE AND I WILL RESPOND WITH A PRICE QUOTE. DO NOT SEND A RESERVATION REQUEST. THANK YOU! Summer 2015 prices are: $1900 for the weekend (3 nights), $2300 for holiday weekends(4 nights)... View all property information
    Location Information
    Center Moriches, Long Island 11940
    5 of 5 stars Reviewed 25 July 2015
    What a great place. We immediately felt at home and found every ammenity one could think of. The pictures don't nearly do justice to the size and beauty of this home. My only...
    5 of 5 stars Reviewed 16 July 2015
    The Webby Beach House was perfect for our family vacation of 6 that included 3 generations. The nature park, beach, and play ground all with in walking distance meant there was...
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    Wading River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Waterfront
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    Wading River
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Patio
    • Outdoor Dining Area
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Wading River
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Waterfront
    • Internet Access
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Mastic Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Nicely equipped kitchen plus Outdoor Bar B Que almost everything you need like flatware dishes pots and pans are supplied. You will have the house to yourselves except In the basement I have a woodworking shop which I may access from the outside entrance occasionally, but I won't be working there... View all property information
    Location Information
    Mastic Beach, Long Island 11951
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    Saint James
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Central Heating
    • Porch
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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