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Montauk Holiday Rentals

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    Travellers to Montauk are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 34 Rentals in Montauk
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    Tranquil Montauk House Near Ocean, Bay, Sports1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Montauk Royal Atlantic Beach Resort1 / 5
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home is located in a quiet neighborhood, just a short walk to the nearest ocean beach or town. For the beach, I have two beach carts, a wagon, lots of beach chairs, boogie boards, sand toys, etc. There are Tonka trucks to use at the beach or in the gravel driveway. BEACHES: KIRK PARK...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Terrace
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
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    • Porch
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Try finding another rental so fully-stocked with all of the comforts you're used to in your own home! 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 outdoor...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    Your vacation starts here at this lovely four bedroom home with water views of Long Island sound. A short ride to the beach or relax around the heated pool. Sleeps 8 people comfortably with its 4 bedrooms and 2 bathrooms. Located by Montauk Panoramic, a short bike ride to popular attractions:...
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Our house is a short walk (quarter mile - 2 blocks) to one of the most beautiful private beaches in the Hamptons (access to Hither Hills Private Beach with parking key and permit included). The house is tucked away from the road surrounded by beautiful trees. It's an upside down layout...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean Front Cottage Montauk for rent1 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • Patio
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    This was a small cottage with a spacious feeling. The ceilings were high and it was the perfect size for 4 people. We were able to cook breakfast everyday and it had most of the...
    Reviewed 29 August 2017
    great location. close to everything. very family friendly. very clean, BBQ, outdoor shower as well as 1 full bath and 1 ½ bath. I would recommend this to my friends.
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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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The professionally styled, newly renovated/furnished upside down house is on a private wooded acre with ocean views from the living areas and is one block to ocean beach and Gurney’s. The open living/dining/kitchen and master bedroom suite are on the top floor. An additional bedroom suite, 2...
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Patio
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    • Air Conditioning
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Is a smartly furnished, relaxing house close to everything that beautiful Montauk has to offer. We just purchased the house In April 2015 and did an extensive renovation... new bathrooms, new floors, new A/C, painted, and new appliances. The house Is warm and relaxing and is drenched in...
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    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Patio
    • DVD Player
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury rental overlooking Lake Montauk. Close to all that Montauk has to offer. Golf ,Beaches, a short walk. New beds, appliances, washer dryer and full kitchen for your cooking pleasure. Full wrap around deck for the sun bathers and a private deck for the Yoga people. Lovely Waterview of Lake...
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid 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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the summer in this faithful restoration of an original ‘60s’-era Leisurama designed by architects Raymond Loewy and Andrew Geller. This quiet 2+ BR is located across the street from a nature preserve and offers fantastic bird-watching opportunities. There is an additional daybed in a...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Balcony
    • Ocean Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Private Garden
    • Grill
    • Parking
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy 1950's beach bungalow with fireplace... Newly renovated, sun lit 2 bed 1 bath house. The perfect spot for a Montuak Summer get away. The house has A/C, dishwasher, washer and dryer and all of your beach essentials. The house sits on a fenced in half acre of property with a 400 sq ft deck with...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cottage by the Sea1 / 5
    (6)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2016
    Great location! Cottage was also very clean and well kept, perfect for our family beach vacation. Will definitely go back
    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...
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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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    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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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy Tudor will make you feel at home as soon as you drive through the hedges, as if entering in to a fairy tale. Just far enough(1 mile) from the hustle as bustle of town but close enough to ride your bike to the beach. It offers 3 large bedrooms(two have queen sized beds, one has two twin...
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    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Gorgeous 5 bedroom beach house in Culloden1 / 10
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Balcony
    • Air Conditioning
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    • Wi-Fi
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My wife and I along with our four children stayed a week at this home. We loved the private beach across the street so loading up the car was unnecessary. There are so many...
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    About this property
    Sunsets abound from the deck of this beautiful beach house. Spacious rooms and large deck with 2 tables, umbrellas, chairs and grill will make your vacation one to remember. Steps to private beach will leave a lasting memory for you to want to come back again and again. A short walk leads you to...
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    Montauk, Hamptons 11954
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Two bedroom cottage with vaulted ceilings set on a double lot, last house on a dead end quiet road with a pond and a nature preserve across the road. Lots of outdoor living/dining space. Outdoor shower, gas grill, herb/flower gardens, washer/dryer. 5 minute walk to private neighborhood sound beach...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master with private entrance and...
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    Montauk, Hamptons 11954
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Internet Access
    • Hot Tub
    • Patio
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 including an outdoor swimming pool, fire, and a prime location just a short walk from the beach, this home has everything you need for the...
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    Montauk, Hamptons 11954
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Terrace
    • Washer
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pack your bags for an unforgettable seaside retreat at this charming 2-bedroom, 2-bathroom vacation rental home! At this marvelous Montauk escape, you'll find all the comforts of home, including cozy furnishings, a furnished deck, outdoor shower, and sleeping arrangements for 6. With its fantastic...
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    Montauk, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny home with three queen bedrooms, one bath, plus outdoor shower. LR, Kit, Air Conditioning throughout, 288 sq. ft. deck with deck furniture, private yard. Weber gas grill, 55 in. plasma TV with Cable, Blueray, WiFi. Very clean. Small neighborhood, Quiet street, Our home is 500 feet from...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master with private entrance and...
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master with private entrance and...
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    Montauk, Hamptons 11954
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master with private entrance and...
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    Montauk, Hamptons 11954
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Housekeeping Included
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montauk House Rental Photos and Description 3 Bedrooms, 2 Bathrooms, Sleeps 6, Outdoor Shower, No Short-TermRentals, No party group Designer renovated beach house from 1963 masterfully restored keeping the original charm with a clean, modern design. One of a kind designed by a German architect...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • Balcony
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find luxurious living in the Northeast when you stay at this 2-bedroom, 2-bath vacation rental villa which sleeps 5 in Montauk. This zen-style home is the perfect respite to return to after a day exploring downtown or walking the beach - just minutes away! From the peaceful wraparound deck, to the...
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    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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