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Cottages in Long Island, NY

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    1 / 18
    5 of 5 stars (9) Excellent
    Cutchogue
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 10
    5 of 5 stars (1) Excellent
    East Marion
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 6
    5 of 5 stars (2) Excellent
    East Marion
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 14
    Fire Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Terrace
    • Satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Balcony
    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fire Island is a 35mile long barrier island located just off the South Shore of New York's Long Island. It is an island of many diverse communities. The house is located in a community called Lonelyville, one of the oldest on Fire Island. There are no cars permitted on Fire Island, the house comes... View all property information
    Location Information
    Fire Island, Long Island 11706
    1 / 10
    5 of 5 stars (4) Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    4 of 5 stars Reviewed 2 weeks ago
    Spent two nights at Beech Tree with my husband and grown son. Cottage is located within walking distance of town, in a nice residential neighborhood. Kitchen is well stocked, we...
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    1 / 20
    5 of 5 stars (6) Excellent
    Baiting Hollow
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Adorable 2 bedroom cottage sleeps 4 1000 ft to private beach! All new paint Full kitchen. New bathroom Master BR w/ queen bed , a/c,ceiling fan ,flat screen TV . 2nd BR w/ 2 twin beds. Living room with a/c, flat screen TV with netflix.<BR>Wireless Internet. Living room opens to to large screened... View all property information
    Location Information
    Baiting Hollow, Long Island 11933
    5 of 5 stars Reviewed September 27, 2015
    We had 4 great sunny days at Baiting Hollow. The cottage has a warm, cozy atmosphere (-> photos). The beach is gorgeous, just as perferct as you would wish for swimming...
    5 of 5 stars Reviewed September 3, 2015
    My adult daughter and I spent 3 wonderful nights in this charming cottage. We spent alot of time in the serenity of the front porch, surrounded by beautiful trees. We walked to...
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    1 / 13
    East Hampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Quite & Private -Own Entrance- 1 Bedroom with One Full Bath Charming Cottage nested in the woods on a Two acre property separate to a main House. Enter through Sliding glass doors from either bedroom or livingroom. Livingroom/Kitchenette/ Eat-in Dining. Wood Burning Brick Fireplace- Very Cozy... View all property information
    Location Information
    East Hampton, Hamptons 11937
    1 / 17
    Peconic
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Enter a world of tranquility and surround yourself with the beauty of nature!<BR>Decorated with an eclectic mix of antique and contemporary furniture, the home has three bedrooms, one bath, dining room, living room with large flat screen tv, sunroom with seating and dining area. Kitchen is... View all property information
    Location Information
    Peconic, North Fork 11958
    1 / 26
    5 of 5 stars (1) Excellent
    Mattituck
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Four bedroom/2 bathroom cozy cottage located in the heart of the North Fork. Offers 3 bedrooms and 1 bath in main house with separate guest quarters including guest room loft and private bath. Includes outdoor shower, firepit, large bbq with fridge and outdoor dining with fireplace area. Centrally... View all property information
    Location Information
    Mattituck, North Fork 11952
    5 of 5 stars Reviewed July 1, 2016
    The charming photographs of this lovely rental conveyed the atmosphere we wanted as a base for exploring Long Island. The chief purpose of our visit was for my son's wedding...
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    1 / 11
    4.5 of 5 stars (3) Very good
    Southold
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    John Andrew's Cottage is a "turnkey" experience accommodating two adults and children including: -a cozy bedroom with its full size bed, which beckons you after a sun-filled day at the private beach (within walking distance) which overlooks Shelter Island -a complete kitchen and full bath -a... View all property information
    Location Information
    Southold, North Fork 11971
    5 of 5 stars Reviewed September 8, 2015
    Our family of 4 (2 adults and 2 kids) spent Labor Day weekend at John Andrew's Cottage. We had an amazing time: the place is very clean, kitchen is fully equipped and outside...
    4 of 5 stars Reviewed August 22, 2014
    my daughter (5 1/2 year old) and i had a great visit here. the cottage was cute and comfortable. having the backyard was great too. the hosts were very friendly and...
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    1 / 21
    North Fork
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    A renovated home in the heart of the North Fork near the beach and several wineries. Please inquire about weekends, weeks or monthly/summer rental for 2015. Sleeps 8<BR><BR>Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue... View all property information
    Location Information
    North Fork, Long Island 11956
    1 / 19
    5 of 5 stars (1) Excellent
    New Suffolk
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Short walk to the most gorgeous bay beach, restaurants and marina. This adorable spotless 2 bedroom beach cottage sleeps 2-5 people and has a fully equipped kitchen with dishwasher, gas stove/oven, refrigerator with freezer, cozy living room with sleeper sofa and plenty of seating, tv, cable,... View all property information
    Location Information
    New Suffolk, North Fork 11956
    5 of 5 stars Reviewed July 8, 2016
    I stayed at the Farmhouse Beach Cottage over July 4th and my friends and I instantly felt at home at the thoughtfully set up and charming cottage. Just minutes walk from the pier...
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    1 / 13
    Oyster Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • DVD Player
    • Central Heating
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cottage is on a private horse farm (riding is not available on the premises), it is less than a mile from Long Island's north shore beaches, in the heart of the Gold Cost mansion district yet only 45-minute train ride to Manhattan, a 45-minute drive to Fire Island ferries and an hours drive to... View all property information
    Location Information
    Oyster Bay, Long Island 11771
    1 / 21
    Fair Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Patio
    • Waterfront
    • Grill
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
    About this property
    An ideal spot for a comfortable, peaceful beach vacation. Our charming, renovated cottage is located in Lonelyville, on Fire Island a short drive or train ride from New York City. If you've never visited Fire Island you're in for a treat. Close to the city yet a galaxy away. There are no private... View all property information
    Location Information
    Fair Harbor, Fire Island 11706
    1 / 29
    5 of 5 stars (3) Excellent
    East Hampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Patio
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    • Pet-friendly
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    • x
    About this property
    Come and relax at this peaceful and private home on an inlet of Three Mile Harbor, East Hampton, NY. Great for families and nature lovers and close to East Hampton and ocean beaches for those looking for more action. Watch the gorgeous sunsets by the waterside fire-pit or from the deck while... View all property information
    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 1 week ago
    After trawling through many rentals, I came accross "Magical waterfront setting.."and it certainly lived up to it's title. Myself, my husband and two adult children,23yrs and...
    5 of 5 stars Reviewed August 27, 2015
    Maidstone Getaway was perfect for our family. Something for everyone. We loved the access to the water with our boat and we either kayaked or walked to the beautiful beaches on...
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    1 / 13
    5 of 5 stars (4) Excellent
    Sag Harbor
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Porch
    • Grill
    • Internet Access
    • DVD Player
    • Patio
    • Parking
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Forever Cottage is a charming, one-bedroom guest cottage plus newly added separate, modern 'boutique' Studio which rents separately, just steps from Main Street in the scenic village of Sag Harbor, NY, available to rent for weeks, weekends or longer stays- year-round. Sag Harbor is a beautiful,... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed September 18, 2014
    After spending our first night out in the Hamptons at what was described as a luxury hotel which turned out to be a 1960's rehabbed motel we were THRILLED when we got to our...
    5 of 5 stars Reviewed August 12, 2011
    This cottage was charming and centrally located. The owner lives near by and was very sweet and helpful. It rained the whole time we were there, but even so, we had the best...
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    1 / 6
    Southampton
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
    • Wi-Fi
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This private and quiet waterfront cottage is the perfect Hamptons retreat for one or two people. A short drive to the ocean beach or Main Street in the village for strolling and dining. Located near Southampton Village, the cottage is convenient for wine tasting excursions, antique hunting,... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 24
    Southampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 3 bedroom waterfront cottage is a perfect family getaway. Located in a small beach community between Southampton and Sag Harbor, it is surrounded by water - from the dining room you look right out onto a serene lake, from the first floor you can see both lake and the bay beach. You are only a... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 14
    Cutchogue
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This newly renovated cottage has a spacious living room, large eat-in-kitchen, 2 bedrooms; one with queen-sized bed, the other with two twins, and one full and one half bath. There is a waterview across the street from the relaxing 'pebble lounge' the garden seating area in front of the house.... View all property information
    Location Information
    Cutchogue, North Fork 11935
    1 / 5
    Southold
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • DVD Player
    • Waterfront
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    • Grill
    • Hot Tub
    • Wi-Fi
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southold, North Fork 11971
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    1 / 10
    4 of 5 stars (4) Very good
    Montauk
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Air Conditioning
    • Grill
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    • Balcony
    • Porch
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    This newly renovated cottage in the heart of Montauk is 1000 feet from the ocean beach. It is a free standing cottage with a large back yard for entertaining. It has been in our family for over 70 years. It has central heat and air, with hard wood floors and modern. It is located between the... View all property information
    Location Information
    Montauk, Hamptons 11954
    4 of 5 stars Reviewed 4 weeks ago
    The cottage was very clean, well equipped and inviting. The location was terrific, only a block from the beach and town. We enjoyed the open floor plan and the lovely yard. We...
    3 of 5 stars Reviewed May 25, 2016
    Nice, clean 2 bedroom 1 bathroom cottage just across the street from the ocean with small but adequate yard for dogs. Generous arrival and departure times. Beds are comfortable...
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    1 / 17
    Sag Harbor
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Ocean Views
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Wonderful Sag Harbor VillageWaterfront Cottage for Rent 3 bedrooms, 4 queen size beds , 1 1/2 baths, A/C, Screaming Water views, multi level Decks, Private Sand beach, with Kayaks and fire pit. All inclusive utilities, Maid service (weekly) and wonderful clear Water and sandybeach. Grill,... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 14
    Montauk
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Shared Indoor Pool
    • Internet Access
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    It is a 1000 sq foot cottage which is private, surrounded by hedges with the master suite, kitchen, main room and decks all over looking the ocean. Very warm and cozy, with wood beam ceilings, modern kitchen with all new appliances including dish washer. This cottage has been in our family for... View all property information
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    Montauk, Hamptons 11954
    1 / 7
    Montauk
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Charming 1 bedroom cottage on scenic Lake Montauk. Located on East Lake Drive, our bright and cheerful cottage is perfect for one or two people, and offers a peaceful atmosphere, private beach and beautiful sunset views over the lake from our front deck.<BR>Features 1 bedroom with queen size bed... View all property information
    Location Information
    Montauk, Hamptons 11954
    1 / 11
    Southampton
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Enjoy the best of both worlds! Wake up and take your kayak or stand up paddle board across the street and out in the beautiful N. Sea Harbor & then head into nearby Southampton village for a nice relaxing lunch. Finish the day by soaking in the hot tub with a glass of wine & enjoying the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 16
    Baiting Hollow
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    • Ocean Views
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Seasonal rental within a 5 minute walk to private beach, ten minute walk to Giorgio's. 5 minute drive to local horse riding farm and ten minutes drive to local north fork wineries. 10 minute drive to downtown Riverhead, Long Island rail road, outlets and restaurants.... View all property information
    Location Information
    Baiting Hollow, Long Island 11933
    1 / 11
    Amagansett
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our home is right on the sand, just a block away from a beautiful, uncrowded ocean beach in one of the worlds most famous resort communities. Clean and comfortable. Upstairs deck and downstairs patio off large kitchen. Living room, three bedrooms, two full bathrooms, washer and dryer, outdoor... View all property information
    Location Information
    Amagansett, Hamptons 11930
    1 / 20
    Shelter Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
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    • x
    About this property
    With it's Caribbean flair, 3 waterfalls, 2 pools and 75' Koi pond, our Vacation home is possibly the most Romantic Hamptons Hideaway Vacation Cottage Home Rental ever. Located in the Estate Section of Shelter Island. Available weekly, monthly or for the entire season contact us early for your... View all property information
    Location Information
    Shelter Island, Hamptons 11965
    1 / 30
    Southampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Every season is beautiful here, so relax and get away from it all. Situated at the gateway to the Hamptons, the Easterner Motel is located in charming, bucolic Shinnecock Hills, just five miles from Southampton Village and the famous, stunning beaches of Southampton, and beyond, all the way to the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 13
    Southampton
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Getaway to this charming Cottage on the water with spectacular views!! 3 Bedrooms & Baths in the main house with a separate<BR>guest cottage with Bedroom, Kitchen & Bathroom. Heated water front Gunite Pool, Hot Tub, Dock plus Kayaks & Bikes. Close to the village of Southampton, beaches and all the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 9
    Sag Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Minutes from Sag Harbor Village, beaches, and steps to Sag Harbor Cove. This charming 3 bedroom cottage is situated on a quiet dead end street.. Living room with fireplace, family room with hand hewn beams, sunny eat-in-kitchen, wide pine flooring,and CAC. This half acre property has a heated... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 19
    East Hampton
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    • x
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    • x
    About this property
    Bright, airy home with recent top to bottom renovations. New kitchen and bath. Entire home was recently painted throughout, and all new furniture, mostly from Restoration Hardware. Full dining room seats 6. Comfortable living room with fireplace during cooler months. Tons of windows which offers... View all property information
    Location Information
    East Hampton, Hamptons 11937
    1 / 17
    Southold
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • Balcony
    • Wi-Fi
    • Ocean Views
    • Washer
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    This charming cedar shingled beach cottage is located 45 feet from Long Island Sound with steps leading down to its own private beach. The cottage is surrounded by a wood deck perfect for watching spectacular sunsets...each night, a unique palette of pink, blue and violet sky as the sun drops into... View all property information
    Location Information
    Southold, North Fork 11971
    1 / 13
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Porch
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    AVAILABLE Summer and Beyond. Wonderful, delightful, story book style cottage with white picket fence for your vacation pleasure ! This adorable 4 bedroom home is fully renovated, charming shabby chic decor. There is a heated pool and large driveway. BRAND NEW OUTDOOR SHOWER for sunwatering your... View all property information
    Location Information
    East Hampton, Hamptons 11937
    1 / 12
    Southampton
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Porch
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    • Parking
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Charming century-old wood-frame and shingled cottage located in a former artists' colony in Southampton, NY, close to beaches, shopping and sight-seeing. Has been well-maintained and steadily upgraded to respond to modern expectations. Tenants may bring a dog. I am looking for seasonal or monthly... View all property information
    Location Information
    Southampton, Hamptons 06880
    1 / 12
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    Location Information
    Water Mill, Hamptons 11976
    1 / 14
    Cutchogue
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This newly renovated cottage has a spacious living room, large eat-in-kitchen, 2 bedrooms; one with queen-sized bed, the other with two twins, and one full and one half bath. There is a waterview across the street from the relaxing 'pebble lounge' the garden seating area in front of the house.... View all property information
    Location Information
    Cutchogue, North Fork 11935
    1 / 11
    5 of 5 stars (1) Excellent
    Southold
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Satellite TV
    • Patio
    • Air Conditioning
    • Porch
    • Grill
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southold, North Fork 11971
    5 of 5 stars Reviewed May 3, 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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    1 / 8
    Southold
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Parking
    • Porch
    • DVD Player
    • Patio
    • Grill
    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This charming summer cottage is unique in the sense that it is located in the private community of Reydon Shores, and is just walking distance to a private beach and marina. The special feature is its wrap around enclosed porch with a view of the Peconic Bay. If you enjoy the peaceful country... View all property information
    Location Information
    Southold, North Fork 11971