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Holiday Rentals in Montauk, NY

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    Travellers to Montauk are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 22
    5 of 5 bubbles (6) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    3.5 of 5 bubbles (6) Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    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
    5 of 5 bubbles Reviewed 30 August 2016
    Great location! Cottage was also very clean and well kept, perfect for our family beach vacation. Will definitely go back
    4 of 5 bubbles Reviewed 30 July 2016
    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...
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    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Royal Atlantic Beach Front Resort , Montauk 1 Bedroom Suite For Rent Minimum of 2 Night Stay Sleeps 4 126 S Emerson Ave, Montauk, NY 11954 ONE BEDROOM VIP SUITE: Located directly across the street from the beach. It has a private balcony facing the pool courtyard. This suite features an open... View all property information
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    Montauk, Hamptons 11954
    1 / 14
    5 of 5 bubbles (3) Excellent
    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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    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
    5 of 5 bubbles Reviewed 24 September 2016
    My husband and I come to Montauk every September - the light is beautiful, beaches less crowded, and we love the combination of warm days and slightly chilly nights. This is a...
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Private Outdoor...
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    • x
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    • x
    About this property
    Contemporary Chalet with pool, beautifully furnished, is now available for Montauk's most beautiful season of all … Indian Summer. Accepting reservations for Sept & Oct. 3 Bedrooms / 2 full baths + Outdoor shower Room. Huge wrap around cedar deck. AC in every room (never needed). Perfect central... View all property information
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    Montauk, Hamptons 11954
    1 / 25
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • x
    About this property
    Spend your New York retreat in style by staying at this exquisite 6-bedroom, 4-bath vacation rental home. With room for 13 guests, outstanding at-home amenities and a prime location just a short walk from the beach, this home has everything you need! This phenomenal abode is outfitted with... View all property information
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    Montauk, Hamptons 11954
    1 / 22
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Central Heating
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    • x
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    • x
    About this property
    Steppingstones is a community of spacious condo's, well appointed, overlooking Montauk Harbor. It's the little things that count, like new TV's, your own washer & dryer, 2.5 bathrooms, 2 bedrooms, secure WiFi, Weber propane gas grill on the second floor balcony, fireplace, steps away from a... View all property information
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    Montauk, Hamptons 11954
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This spectacular 4-bedroom 2-bathroom house is just a short walk (2 blocks) from one of the most beautiful ocean beaches in the Hampton’s. The house is modern and spacious with cool ocean breezes and plenty of natural light. The house is set with spacious cathedral ceilings, many skylights and two... View all property information
    Location Information
    Montauk, Hamptons 11954
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    1 / 8
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Private Garden
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    About this property
    PLEASE READ: This house is only available for one 2 week period (14 consecutive days) between Memorial Day and Labor Day of 2016. Unfortunately, the rental cannot be longer than 14 days and cannot be broken up into different time periods. If the listing is active, then the house is still available.... View all property information
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    Montauk, Hamptons 11954
    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    Mother Daughter type house. second floor rental with private entrance to a 2 bedroom 1 1/2 bath full kitchen, living room dining room 1000 square feet space. 2 decks + outside shower and barbecue grill. free wifi and cable. access to private beach in Montauk, New York. close to harbour and... View all property information
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    Montauk, Hamptons 11954
    1 / 41
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Shared Garden
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    • Outdoor Dining Area
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    About this property
    One large fishing cabin from the 20's has been redesigned and renovated with upcycled materials for contemporary loft style living with a Mediterranean touch. 3 bedrooms, 2 bathrooms (claw foot bathtubs), and a loft style common room with cathedral ceiling. Concrete floors and antique tiles keep... View all property information
    Location Information
    Montauk, Hamptons 11954
    1 / 10
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Try finding another rental so fully-stocked with all of the comforts you're used to in your own home! <BR><BR>This is a beautiful and cozy Montauk beach home, newly-renovated with clean, hardwood floors, spacious living area and kitchen. This house includes an awesome deck, complete with full... View all property information
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    Montauk, Hamptons 11954
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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
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    Montauk, Hamptons 11954
    1 / 30
    5 Bedrooms, 8 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ​This magnificent oceanfront estate in Montauk on Long Island's eastern tip is truly one-of-a -kind. This 5 bedroom, 7 bath home has been cleverly designed to maximize the spectacular ocean views from every possible vantage point. The open floor plan includes a living room with cathedral... View all property information
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    Montauk, Hamptons 11954
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Balcony
    • Ocean Views
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Sunrise House is an ocean view home with 5 lovely bedrooms, within walking distance to the town of Montauk. We are literally steps from a beautiful beach that is all but secluded. We have three 300 sq. ft. master suites with breathtaking ocean views, fireplaces and all have ensuite bathrooms flat... View all property information
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    Montauk, Hamptons 11954
    1 / 15
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
    About this property
    MONTAUK: EAST HAMPTON: SUMMER VACATION RENTAL: BEAUTIFUL HOME: BEAUTIFULLY FURNISHED Large, spacious and 5 Bedrooms, 5 Full Baths, Post-Modern Two Story Home nestled atop the Panorama Hills of Montauk between the Ocean and Long Island Sound. The Second Floor main living space includes a sun... View all property information
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    Montauk, Hamptons 11954
    1 / 5
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Terrace
    • DVD Player
    • Balcony
    • Ocean Views
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A beautiful home in Montauk is available for the hottest month of the summer! Enjoy ocean views, private beach access, an outdoor patio with a gas grill, wifi, washer and drier and many more benefits that will make your summer amazing. Montauk is the place to be this summer, The Surf Lodge and many... View all property information
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    Montauk, Hamptons 11954
    1 / 12
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Wonderfully relaxing home with view of the Atlantic Ocean and morning sunrise.Our home is walking distance to town and the beach.Gentle afternoon breezes surround you as you relax with a glass of wine, barbecuing your dinner on the outside deck ,contemplating the day you just spent at the... View all property information
    Location Information
    Montauk, Hamptons 11954
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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    4BR House Minutes From Ocean & Across From Montauk Downs (golf, Tennis, Pool) This newly listed and furnished 4 bedroom, 2 bathroom beach house in Montauk is ready for August through Labor Day weekend. Also available in September. The property is across from Montauk Downs - public tennis, golf,... View all property information
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    Montauk, Hamptons 11954
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This post and beam house is only a walk away from Montauk’s famous Ditch Plains Beach, home to surf casters, surfers, and sun bathers. With the backyard secluded by thickly forested wetlands, and sound of the surf as background you will find relaxation and activity blended perfectly to provide an... View all property information
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    Montauk, Hamptons 11954
    1 / 6
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Beach house located in the Hither Hills community which own 60 acres of ocean front with private parking areas. Three large bedrooms, one and a half baths and outdoor shower. Upstairs is one huge combo kitchen, living and dining room, vaulted ceiling, skylights, three sliding doors, and decking... View all property information
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    Montauk, Hamptons 11954
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • x
    About this property
    Stay in Montauk, but hide from the club scene at our clean and roomy beachhouse Our spacious and modern condo townhouse on the golf course is perfect for one or two families to share. There are two master suites, and a kids room with 5 beds. 2 full bathrooms and one half, ensure there is never a... View all property information
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    Montauk, Hamptons 11954
    1 / 7
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Terrace
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    • x
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    About this property
    DIAMOND BEACH HOUSE ,IS LOCATED IN THE CULLEN SHORES AREA.ONE BLOCK, TO PRIVATE BEACH . HOME HAS TWO DECKS, NEW APPLIANCES ,CEILING FANS THREW OUT. .AND AC IN BACK ROOM SLEEPS 9 .OUTDOOR SHOWER. PRIVATE BACKYARD .THERE IS THE CROWS NEST LOOKOUT, OF THE SOUND .AMAZING SUNSETS TO ENJOY. CIRCULAR... View all property information
    Location Information
    Montauk, Hamptons 11954
    1 / 4
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Porch
    • DVD Player
    • Washer
    • Patio
    • Internet Access
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Brand New Renovation 2 blocks from Ditch Plains Beach! 2,600 Square Feet, 4 Bedrooms, 3 full bathrooms, outdoor shower, back patio with gas grill, awning, storage shed for bikes/boards. Brand new finishes throughout! $6750 per week July, 1wk min. Beds: 1 King Bed, 2 Double Beds, 3 Twin Beds View all property information
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    Montauk, Hamptons
    1 / 35
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    This Vacation Home is located on the furthest east end location of Long Island, on a hillside, and with splendid views of the Atlantic Ocean from its decks. It is close by Hither Hills State Park, where those who are interested in native island animal and vegetation habitat are offered a unique... View all property information
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    Montauk, Hamptons 11954
    1 / 30
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
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    • x
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    About this property
    Charming 4 bedroom house in MTK, on a quiet cul de sac is just 1.5 miles away from the beach and village. No pool. Beds: 1 Queen Bed, 1 Double Bed, 4 Twin Beds, 1 Sofa Bed View all property information
    Location Information
    Montauk, Hamptons 11954
    5 of 5 bubbles Reviewed 23 May 2016
    We absolutely loved this house. Matteo was great throughout the entire booking process, and the owners were very nice and accessible if necessary during the stay. They worked with...
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    1 / 20
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    WE ARE ONLY ACCEPTING RESERVATIONS OF AT LEAST A MONTH. Designer renovated beach house from the 1963’s masterfully restored keeping the original charm with a clean, modern design. One of a kind designed by a German architect and New York based interior designer Alejandro Alcocer. The house... View all property information
    Location Information
    Montauk, Hamptons
    5 of 5 bubbles Reviewed 4 weeks ago
    We stayed in Montauk for 4 nights at this beautiful house. We met Martina when we arrived and she was very friendly and helpful explaining us where to eat and what to see around...
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