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Rentals for Seniors in Long Island, NY

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    Travelers to Long Island are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 25
    5 of 5 stars (1) Excellent
    Southampton
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    1 / 18
    5 of 5 stars (1) Excellent
    East Hampton
    6 Bedrooms / 4 Bathrooms / Sleeps 16
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    1 / 12
    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 17
    5 of 5 stars (11) Excellent
    Southold
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Private Fishing...
    • Deck
    • Water Views
    • Fireplace
    • Air Conditioning
    • Waterfront
    • Stereo System
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and... View all property information
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    Location Information
    Southold, North Fork 11971
    5 of 5 stars Reviewed August 28, 2014
    We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
    5 of 5 stars Reviewed July 13, 2014
    My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
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    1 / 17
    5 of 5 stars (1) Excellent
    Southampton
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travelers have booked this property
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    • Stereo System
    • Deck
    • Air Conditioning
    • Watersports Nearby
    • Private Outdoor...
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    LOCATED IN THE VILLAGE OF SOUTHAMPTON PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH Season pass is possible with a signed lease agreement. A NICE SIZE RUSTIC COTTAGE - YOU WILL NOT FEEL CRAMPED!!!! No short stays at this time for Summer Stays View all property information
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    Southampton, Hamptons 11968
    5 of 5 stars Reviewed June 29, 2014
    The house is in a beautiful area that is convenient to everything. I felt safe and comfortable, had a very relaxing experience staying there- and the home owner couldn't be...
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    1 / 16
    Southampton
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Hot Tub
    • Pool Table
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly Renovated Private Contemporary on 2 Acres of Privacy offers 5 Bedrooms 4 Bathrooms, Heated Pool, Hot Tub and All Weather Tennis Court. Bright and Airy lots of Glass & skylights with Glass doors to beautiful Bluestone patio perfect for Entertaining! Lush gardens with landscape lighting, i... View all property information
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    Southampton, Hamptons 11968
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    1 / 19
    4 of 5 stars (1) Very good
    Peconic
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Satellite TV
    • Washer
    • Private Outdoor...
    • Fireplace
    • Dryer
    • Patio
    • Central Heating
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, the local brewery, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch with a... View all property information
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    Location Information
    Peconic, North Fork 11958
    4 of 5 stars Reviewed November 20, 2014
    Rented the house for the weekend. Miles from wineries and near by towns. House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the...
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    1 / 52
    Southampton
    6 Bedrooms / 7 Bathrooms / Sleeps 14
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    Amenities & Details
    • Washer
    • Satellite TV
    • Deck
    • Internet Access
    • Fireplace
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. This luxurious Southampton estate is set on a large private plot of land. With close proximity to Southampton village and world famous Coopers beach, the location of this... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    $580
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    1 / 16
    5 of 5 stars (1) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Washer
    • Dryer
    • Internet Access
    • Fireplace
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Very stylishly renovated on .60 acre, this East Hampton property features central air, 3 bedrooms and 2 baths. Great room with fireplace and lots of sunlight. Skylights in kitchen and living room. Top of the line Sub-zero refrigerator and wine storage. A chef's dream kitchen with two ovens and... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed August 18, 2014
    We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in...
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    1 / 7
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Internet Access
    • Refrigerator
    • Private Fishing...
    • DVD Player
    • Waterfront
    • Water Views
    • TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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    Location Information
    Southold, North Fork 11971
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    1 / 21
    North Fork
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Wi-Fi
    • Deck
    • Dryer
    • DVD Player
    • Washer
    • Satellite TV
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue harbor and... View all property information
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    Location Information
    North Fork, Long Island 11956
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    $500
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    1 / 11
    East Quogue
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    traveler have booked this property
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    • Private Outdoor...
    • Stereo System
    • DVD Player
    • Satellite TV
    • Deck
    • Internet Access
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 4 bedroom, 2 bathroom contemporary is just steps away from a private beach and marina. Some amenities include: New granite kitchen Cathedral great room with flat screen tv Hardwood floors Multi level decking In ground heated pool Patio furniture and gas grill Linens One car garage MINIMUM... View all property information
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    Location Information
    East Quogue, Hamptons 11942
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    $1,200
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    1 / 9
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Deck
    • DVD Player
    • Satellite TV
    • Internet Access
    • Horse Riding Nearby
    • There Are Tennis...
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Thank you for your interest in our newly renovated modern loft vacation home. Come be neighbors with designer Donna Karen and now our newest celebrity neighbor, Hugh Jackman in the NW Woods of East Hampton. AVAILABILITY Labor Day Week, Sept 1-7, Available: Rent: 8k* June-August is fully... View all property information
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    Location Information
    East Hampton, Hamptons 11937
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    $225
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    1 / 24
    5 of 5 stars (3) Excellent
    Rocky Point
    3 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Water Views
    • Porch
    • Patio
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound and Connecticut from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3... View all property information
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    Location Information
    Rocky Point, Long Island 11778
    5 of 5 stars Reviewed June 14, 2015
    This property is exactly as described. Patty's rental is immaculate and beautifully landscaped. It had everything necessary for our stay. We found it quiet and relaxing when we...
    5 of 5 stars Reviewed July 30, 2014
    First off the house was very clean, very cozy and the view was amazing. When I showed up and my friends showed up we were all amazed of how nice the place was. Everything we...
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    1 / 20
    Oyster Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Westover is a one story stucco home with walls of floor to ceiling windows overlooking the Great Meadow Creek. It has a modern kitchen with granite countertops, subzero refrigerator and stainless steel appliances. There is a large, 600 sf living room with fireplace and wet bar and a separate small... View all property information
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    Location Information
    Oyster Bay, Long Island 11771
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    $10,000
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    1 / 34
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Playground
    • Deck
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed July 11, 2014
    I stayed last year with my husband, two kids and nanny for two weeks. We had not seen the house before we booked it and we were pleasantly surprised at how beautiful it was with...
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    1 / 11
    3 of 5 stars (1) Average
    Orient
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Fireplace
    • Grill
    • Stove
    • Internet Access
    • Porch
    • Air Conditioning
    • Water Views
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Pernchief Cottage Located In The Village Of Orient Is The Perfect Place To Summer With Family And Friends. Front Porch Offers Lovely Views Of The Bay. Wide Pine Floorboards, Great Architectural Detils Abound. Property Is Beautifully Set On 1/2 Acre With Lovely Gardens And A Tranquil Pond. Charming... View all property information
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    Orient, North Fork 11957
    3 of 5 stars Reviewed May 29, 2014
    Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price...
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    $450
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    1 / 17
    Peconic
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Watersports Nearby
    • Waterfront
    • Water Park Nearby
    • TV
    • Wi-Fi
    • Housekeeping...
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enter a world of tranquility and surround yourself with the beauty of nature! 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 remodeled... View all property information
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    Location Information
    Peconic, North Fork 11958
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    1 / 12
    Bridgehampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Private Outdoor...
    • Stereo System
    • Air Conditioning
    • Shared Tennis Court
    • Internet Access
    • Satellite TV
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New designer furnishings and linens. Separate master suite with Jacuzzi and steam shower. 3 Additional... View all property information
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    Location Information
    Bridgehampton, Hamptons 11932
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    1 / 29
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Post modern traditional farm house set on over an acre on quite Picturesque cul-de-sac walking distance to great bay beaches, boat launches, Parks, Marinas and restaurants. Five minute ride to village and ocean beaches. House has four bedrooms, three full baths, formal dinning room, library/office... View all property information
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    Location Information
    East Hampton, Hamptons 11937
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    $800
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    Hampton Bays
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Pool Table
    • Wi-Fi
    • Swingset
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min drive to bay beach, fifteen min to ocean beach... View all property information
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    Location Information
    Hampton Bays, Hamptons 11946
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    Southold
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 bedrooms, 2 full bathrooms, sleeps 6 Pristine, year round, vacation getaway, within short walk to two white, sandy, Sound beaches. Nestled in the North Fork wine country, this home away from home is everything you need to make your stay memorable. A very comfortable, clean, smoke free home.... View all property information
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    Location Information
    Southold, North Fork 11971
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    $150
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    1 / 9
    5 of 5 stars (4) Excellent
    Cutchogue
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Boat Available
    • Swingset
    • Watersports Nearby
    • Private Fishing...
    • Central Heating
    • Wi-Fi
    • Water Park Nearby
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Cozy Cutchogue Beach Cottage on the North Fork of Long Island. It has 2 bedrooms with queen sized beds and there is a sleeping loft appropriate for children over 9 years old (one queen sized bed and one twin). Deck and backyard with gas grill, outdoor picnic table, fire pit, and tire swing.... View all property information
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    Location Information
    Cutchogue, North Fork 11935
    5 of 5 stars Reviewed June 23, 2015
    Lovely comfortable house with all amenities. Clean, well decorated, and very accomodating owner. . Located 5 houses from a private beach. Would recommend it to anyone looking for...
    5 of 5 stars Reviewed June 21, 2015
    We had an outstanding vacation at Julie's cottage. The house is a gem, and was all that was promised. The proximity to the beach and shopping were a bonus. Julie's instructions...
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    $550
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    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Stereo System
    • Deck
    • DVD Player
    • Air Conditioning
    • Fireplace
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    WEEKLY SUMMER RENTAL IN EAST HAMPTON, WITH POOL, ONLY $4500 for the week! Home is charming and has 4 bedrooms, 3 bathrooms , 6 Beds, and the POOL. Comfortably fits 6 Adults. Everything is provided to make your stay in 'The Hamptons' an enjoyable one. Rental will be either Friday to Friday,... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed November 26, 2014
    Friends and I recently stayed in this friendly true family home in an excellent long island location. One felt immediately at home on entering the property which is in a pleasant...
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    $470
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    1 / 26
    5 of 5 stars (6) Excellent
    North Fork
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Game Room
    • Ocean Views
    • Swingset
    • Waterfront
    • Wi-Fi
    • Ping Pong Table
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. Set in a quiet neighborhood, the house is located on the bluff, about 85 feet above sea level. The house is facing the sea and the views are breathtaking. Conveniently located only... View all property information
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    Location Information
    North Fork, Long Island 11789
    5 of 5 stars Reviewed June 11, 2014
    Had an awesome 3 day weekend with friends and family with great weather. The reviews from others are spot on. The view is incredible. The deck that ran the length of the house...
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    $400
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    1 / 28
    5 of 5 stars (4) Excellent
    Hampton Bays
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Stereo System
    • Fireplace
    • Satellite TV
    • Deck
    • Internet Access
    • There Are Tennis...
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completely renovated 4 bedroom home on quiet street in Hampton Bays. In town location. Walk to shops and dining. 3.5 miles to Atlantic Ocean and 1.0 miles to Shinnecock Bay. Large property with lovely deck and furniture. Handicap accessible with bedroom and wet room on first floor. Deck... View all property information
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    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed May 27, 2015
    everything was just perfect for two married couples. one more couple or kids could fit comfortably in 3rd BDr. Close enough for beachs and main streets where you can find nice...
    5 of 5 stars Reviewed August 1, 2014
    Great house to rent, they have everything you would need for a weekend away and its close to Ponquogue beach. About 2 mins from Hampton Bays town which has restaurants, take out...
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    East Quogue
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Tennis Court
    • Deck
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Contemporary with major renovations in 2013. Open and bright, with great room and fireplace, expansive decks open out from bedrooms and from kitchen and living room. Heated swimming pool and Har Tru Tennis Court. Home is all on one level, and the pool has a child safety fence. The house has an... View all property information
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    East Quogue, Hamptons 11942
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    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveler have booked this property
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    Amenities & Details
    • Playground
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Deck
    • Internet Access
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    ANY 2-7 SUMMER NIGHTS IS $3900 JUNE -SEPT WEEKS $2200 October-April Weeks $900 RENTAL WEEK BEGINS ON FRIDAY AT 4 PM- THURSDAY AT 11AM $3900 October -April Weeks $900 PRISTINE RENOVATED WITH BEAUTIFUL WATER VIEWS. ACCESS TO CLEARWATER BEACH A MEMBERS ONLY PRIVATE BEACH, PICINC, BARBQUE AND... View all property information
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    East Hampton, Hamptons 11937
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    $300
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    5 of 5 stars (5) Excellent
    Kismet
    4 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
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    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    • DVD Player
    • Washer
    • Dryer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our wonderful cottage comes with all the expected amenities for the total vacation experience. It has two decks, a large private rear deck and fun smaller front deck for people watchers . Fire Island boasts no private cars in the summer until Sept 15 so the kids have freedom to wander safely after... View all property information
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    Kismet, Fire Island 11706
    5 of 5 stars Reviewed June 22, 2015
    Stayed at this house for a weekend in June and it was just what we were looking for! A 2 minute walk to the beach and SO easy to find from the ferry. The house was absolutely...
    5 of 5 stars Reviewed June 16, 2015
    My best friend is getting married at the end of this month so I rented the house for us and the rest of the bridal party for a bachelorette weekend getaway. The house was...
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    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    traveler have booked this property
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    • Washer
    • Internet Access
    • Fireplace
    • Patio
    • Central Heating
    • Grill
    • Waterfront
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This home has been fully renovated and has been meticulously furnished. 3 bedrooms and 2 modern bathrooms Modern eat in kitchen with butcher block counter & breakfast bar Sliding doors out to large backyard 1 queen bedroom 1 bedroom with 2 fulls 1 master suite with wet bar and additional private... View all property information
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    East Hampton, Hamptons 11937
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    5 of 5 stars (2) Excellent
    Fire Island
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Deck
    • Washer
    • Water Views
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Located in Lonelyville, Fire Island. Magnificent views - the best of the best, contemporary house built in the 90's. Rated one of the ten best island beaches in USA . Car free island, only bicycles. A safe place for children. Only 1 hour, 10 minutes by train, car or private van to ferry dock from... View all property information
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    Fire Island, Long Island 11706
    5 of 5 stars Reviewed August 11, 2014
    We loved staying at this house on Fire Island. It was wonderful waking up to the waves and seeing deer just outside the door. We would love to return!
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    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Internet Access
    • Shared Tennis Court
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This property is only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000... View all property information
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    Sag Harbor, Hamptons 11963
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    1 of 5 stars (1) Terrible
    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Waterfront
    • Dishwasher
    • Refrigerator
    • Water Views
    • Satellite TV
    • Stove
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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    Southold, North Fork 11971
    1 of 5 stars Reviewed September 2, 2012
    The photos in the add looked good, particularly the garden and the proximity of the lake. We rented the place for four days. When we arrived, the first thing that struck us was...
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    Hampton Bays
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Private Outdoor...
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Your own private summer resort. This house has it alll, you won't want to leave! Waterfront dock, jacuzzi, sparkling pool, multiple patios, 2 outdoor grills, and multiple balconies are key outdoor features. State of the art kitchen, large country dining room table, 2 fireplaces, 2 open airy... View all property information
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    Hampton Bays, Hamptons 11946
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    $600
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    5 of 5 stars (1) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Hot Tub
    • Stereo System
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Private Tennis Court
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Family moments and memories are made in peace and solitude, away from the heat and noise. Live softly. The Village of Quogue is just one hour and forty minutes from the Midtown Tunnel, one town east of Westhampton. Quogue is known for a family atmosphere both in the quaint village and on the... View all property information
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    Quogue, Hamptons 11959
    5 of 5 stars Reviewed June 2, 2014
    Our stay at Vince's place was wonderful! Vince was responsive via email and phone and very accommodating regarding our arrival and departure times. The place is located a short...
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    East Hampton
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Cozy and comfy this house is the perfect place to enjoy the Hamptons in the fall. While it may not be warm enough to swim in the ocean it's the perfect time to take a walk on the beach, enjoy wine tastings, lectures at Guild Hall, the Parrish Museum, shopping, a movie, Starbucks and so much more.... View all property information
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    Location Information
    East Hampton, Hamptons 11937
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    $7,500
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    Amagansett
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Great Hamptons style in Amagansett's Bell Estate. Less than two miles to ocean beaches and one mile from the bay, close to town, has every amenity and plenty of style. Overlooks a 60-foot heated gunite pool. Details include marble baths, wide plank Walnut flooring, cathedral ceilings, sound system,... View all property information
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    Amagansett, Hamptons 11930
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    $225
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    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Waterfront
    • Refrigerator
    • Water Views
    • Patio
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    This cottage is beautifully located on Great Pond on one-half acre in the heart of Long Island's North Fork. The lakefront is secluded from neighboring properties and is superb for swimming, boating and fishing. Swimming in Long Island Sound is just six blocks away at Kenney's Beach. Dine on the... View all property information
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    Southold, North Fork 11971
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    $2,800
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    Cherry Grove
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Water Views
    • Stereo System
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Internet Access
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    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 and swim in our heated pool by day. Oversized modern... View all property information
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    Location Information
    Cherry Grove, Fire Island 11742
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    Oyster Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Waterledge is a charming two story house located on a 30 acre waterfront estate in Oyster Bay, 34 miles from Manhattan. The house has a large deck facing the Great Meadow Creek and 100 acre wild bird sanctuary. Waterledge was renovated last winter and has a new kitchen with granite countertops,... View all property information
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    Oyster Bay, Long Island 11771
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    $3,800
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    5 of 5 stars (1) Excellent
    Long Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Ping Pong Table
    • Ocean Views
    • Game Room
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Children's Pool
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    WE ARE LISTED ON TWO OTHER VACATION RENTAL SITES WHERE YOU MAY VIEW OUR 19 REVIEWS ON WELL KNOWN V R B 0. C O M & H O M E A W A Y . C O M After an 8 year continuous, home renovation, a group of up to 10 can experience this remarkable 3,000 square foot perfectly situated within 2 minutes drive... View all property information
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    Long Beach, Long Island 11102
    5 of 5 stars Reviewed June 29, 2015
    ONE word SUBLIME!!! And 2 awsome hosts: Donna and Armin. Nothing has been spared for this beautiful beach rental. When we arrived, Armin was waiting for us to make us visit the...
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    5 of 5 stars (3) Excellent
    Long Beach
    5 Bedrooms / 4 Bathrooms / Sleeps 11
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    Amenities & Details
    • Internet Access
    • Water Views
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the... View all property information
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    Long Beach, Long Island 11561
    5 of 5 stars Reviewed February 25, 2015
    We saw the house before we rented so there were no surprises except the extra little items provided. Our family has rented often before and items like condiments, towels, bed...
    5 of 5 stars Reviewed July 15, 2014
    What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this...
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    $725
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    East Quogue
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • DVD Player
    • Private Outdoor...
    • Fireplace
    • Deck
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Four Bed, four bath. Great for two families. + .Nice pool, basketball hoop, bikes, bogie boards, beach chairs, croquet, badmition, x box in basement, pool table, outdoor speakers, nice bar b que, great lounges by pool, big back deck close to Southampton beaches, close in hamptons. August 9th... View all property information
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    East Quogue, Hamptons 11942
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    $575
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    5 of 5 stars (5) Excellent
    Montauk
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    travelers have booked this property
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    • Private Outdoor...
    • Internet Access
    • Shared Tennis Court
    • Satellite TV
    • Air Conditioning
    • Deck
    • Fireplace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    *** Please see Summer 2015 (May - October) availability, minimum stay requirements and pricing information at the end of this listing before contacting *** Thinking of spending time in Montauk? Great idea! Enjoy all the East End has to offer from the comfort of a huge, newly renovated 6BR house... View all property information
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    Montauk, Hamptons 11954
    5 of 5 stars Reviewed December 6, 2014
    We rented this house for a week because our son was being married in Montauk. It was perfect for our needs. We were able to accommodate extended family members with enough space...
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    Great Neck
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Stereo System
    • There Are Tennis...
    • Air Conditioning
    • Elevator/Lift access
    • Wi-Fi
    • TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful studio apartment, fully equipped, located in the heart of upscale town, Long Island, NY - with full size bed and queen size sleep sofa, bathroom, kitchen and balcony. Close to shopping, restaurant, movies, and train station ( LIRR). Traveling time by train to Manhattan is around 25... View all property information
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    Great Neck, Long Island 11021
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    $385
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    4.5 of 5 stars (2) Very good
    Remsenburg
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Internet Access
    • Dryer
    • Washer
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
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    Location Information
    Remsenburg, Long Island 11960
    5 of 5 stars Reviewed June 16, 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 June 14, 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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    Quogue
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    traveler have booked this property
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    • Dryer
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    About this property
    4 upstairs bedrooms [ 2 Queen, 1 double (full), 1 single (twin)], 4 bathrooms [1 full, 3 showers, 2 of which en suite], attractive sitting room with 3 double full length glass doors giving onto a wide porch on two sides, separate dining room, fully equipped kitchen with modern appliances plus... View all property information
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    Quogue, Hamptons 11978
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    $475
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    East Quogue
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
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    • Stereo System
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Washer
    • Satellite TV
    • Fireplace
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Contemporary home on an acre of wooded land. Amenities include central air-conditioning and heat, wood-burning fireplace, heated in-ground pool, fenced-in backyard, sunroom. Located near local and high-end shopping and dining, farm stands, beaches, wildlife reserve, hiking, and outdoor activities... View all property information
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    Location Information
    East Quogue, Hamptons 11942
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    $500
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    Montauk
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    • Washer
    • Dryer
    • Fireplace
    • Internet Access
    • Patio
    • Air Conditioning
    • Deck
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Montauk Home is a 2 bedroom, 2 bathroom beautiful remodeled and refurbished villa. There is a queen size bed and closet in each room, the master bedroom has its on bath-toilet and shower. The living room and dining room is spacious with a fire place. There is an outdoor patio with a dining... View all property information
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    Location Information
    Montauk, Hamptons 11954
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    $700
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    East Hampton
    4 Bedrooms / 7 Bathrooms / Sleeps 6
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    • Fireplace
    • Dryer
    • Washer
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Des: This beauitful, 4 Bedroom, 3 bathroom home is situated on a 1/2 acres of property with a heated pool and hot tub. The back yard and pool area is very private and well screened by trees. Everything in the house has been updated, and all of the furniture and fixtures are new. The house was fully... View all property information
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    Location Information
    East Hampton, Hamptons 11937