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Holiday Rentals in South Jamesport

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    Don't let other travellers get your favourite South Jamesport area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 28 Rentals in South Jamesport
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    The following rentals are within 10 kilometers of South Jamesport.
    Hampton Bays, south of 27A1 / 28
    (9)Excellent
    Hampton Bays
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    North Fork 5 bed room home with forever farm view1 / 37
    (10)Very good
    Aquebogue
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Romantic Luxury Winery Apartment1 / 9
    (2)Very good
    Jamesport
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hampton Bays
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Internet Access
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL BAYFRONT HOUSE AND SEPARATE GUEST COTTAGE !! Near all, restaurants, movie theaters, town, 7/11,Star Bucks, Dunkin Donuts TRAIN, fishing, ocean beaches, swimming and all water activities. BBQ, eat on the deck watch the boats go by. Private fenced in yard. Awesome views of Shinnecock...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    'Pennies From Heaven'1 / 25
    (3)Excellent
    Hampton Bays
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2016
    House and groundsI stayed at this property with my boyfriend and another couple for a long weekend. It was great!! It was a super easy drive from the city and upon arrival, we...
    Reviewed 12 June 2016
    We had a terrific stay with our family at this prefect private get away that offers it all . Set on a private cul de sac for peace and quiet yet minutes from town, shopping...
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    About this property
    Summer house that has it all! This 4 BR/3 Bath newly updated property, sits on a 1/2 acre lot with a newly lined in-ground pool with Trex decking surround and features an open concept main living space, entertainment space, high end finishes and tons of privacy. Local Realtors have identified this...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Post Modern Quaint Home Near  Beach1 / 71
    (4)Excellent
    Hampton Bays
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    Highly recommend this house. Clean, large enough for to fit our 2 families very comfortably. Owner was very responsive.
    Reviewed 3 September 2016
    It is a very big and clean house with a big pool. Our families are so enjoy the time of staying here, and the homeowner is very helpful before and during the stay.
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    About this property
    Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Large deck with BBQ. Fully equipped kitchen. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Hampton Bays
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prefer family 2+, group over 27 years inquire for avail. w your details. Min. 3 nights JUL-LD except min. 4 nights July 4th.Early check-in free if house ready late check out to 8pm add 1/2 day fee if avail. at check-in I might go 2 nights w late check if dates closer. No pets & check-in out SAT...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    North Fork cottage getaway with private beach1 / 26
    (1)Excellent
    Mattituck
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2016
    The charming photographs of this lovely rental conveyed the atmosphere we wanted as a base for exploring Long Island. The chief purpose of our visit was for my son's wedding...
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    About this property
    Four bedroom/2 bathroom cozy cottage located in the heart of the North Fork. Offers 3 bedrooms and 1 bath in main house with separate guest quarters including guest room loft and private bath. Includes outdoor shower, firepit, large bbq with fridge and outdoor dining with fireplace area. Centrally...
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    Mattituck, North Fork 11952
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Hampton Bays
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Hampton Bay Home Getaway -- 2500sqft, 3br (sleeps 12) - 3 full bths & 1 half bth (HUGE Master Suite), sitting rm w/fp, living rm, dining rm, eat in kitchen, billiard room & game room -- Large Backyard w LARGE in-ground heated pool, wood burning fire pit, barbecue grill, sand volleyball...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is Close to everything the Hamptons have to offer , your family will love this house and it's fantastic location!! In the area within a few block walk you will find many exciting restaurants, shops, movie theater, beach bars, and Jet Ski & boat rentals within 1 mile from the home. You...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Hamptons private beach front home + pool1 / 17
    (1)Excellent
    Hampton Bays
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurnished and upgraded Hamptons Beach House. Amazing bay views from every room. Heated pool and private sandy beach. Ideal for large families. Swim in the bay or your own pool. This home is on the border of Shinnecock Hills and Hampton Bays making it very desirable due to its...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Hampton Bays
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny & Peaceful home within walking distance to the bay and a 15 min bicycle ride to the ocean. With an outdoor fireplace, outdoor shower and spacious backyard the day doesn't have to end. Master bedroom has a queen bed, daybed, and en-suite bathroom. The second bedroom has two full beds....
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hampton Bays
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large swimming pool (43' x 22' free form) with changing colors LED lights and water fall, a 10 people outdoor spa jacuzzi tub. Complete and well equipped outdoor kitchen, walking distance to the bay and 5 minutes drive to town or the OCEAN. Big and clean house in the woods. The house indulge...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Hampton Bays
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    COZY GUEST COTTAGE on the open bay attached to main house. Plenty of space with your own BBQ, new appliances and fresh paint. Near all train, restaurants, shopping, movie theater, 7/11, Starbucks, Dunkin Donuts, fishing, boating and swimming. Go East to Montauk Point in 1 1/2 hours or go West...
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    Hampton Bays, Southampton 11946
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hampton Bays
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Mattituck
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Waterfront
    • Parking
    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house has completely been renovated with a brand new kitchen. It has amazing panoramic views and a large wrap around deck. Kitchen, bathroom and outdoor shower. This home is directly on the beach and located in the heart of the North Fork right by all the vineyards and farm stands! Comes with...
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    Mattituck, North Fork 11952
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Hampton Bays
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    • Patio
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy panoramic ocean and bay views from this newly renovated three story 2700 sq ft private retreat. Windows welcome natural light and ocean breezes at every turn. Open floor plan flows from gourmet kitchen and dining area to sitting space and living room centered on a beautiful floor to ceiling...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hampton Bays
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages bustling with charming shops. With a resort...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Hampton Bays
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Waterfront
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home on Shinnecock Bay, on one of the nicest private streets in Hampton Bays, you will have use of the 2 kayaks on the bay, beautiful sunsets, and a mile away from the ocean beaches on Dune Road. We are about 2 miles from town. Great little cafe/market walking distance (1 1/2 blocks...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hampton Bays
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quaint cottage with lovely gardens. Walking distance to bay beach town . Village walking distance train station Hampton Jitnety movies and Starbucks. Our fresh seafood is amazing. Great restaurant shopping winery Tanger shopping
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Hampton Bays
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful custom designed house is located in a prestigious area of the Hamptons. Enjoy the seclusion and privacy of 1.3 acre of wooded grounds. The indoor patio, outdoor deck around the pool, 7 person hot tub, outdoor shower, Olympic size pool and wet bar in the recreation room makes for...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated English Tudor set in quiet cul-de-sac. Ten-minute drive or two-block walk to shuttle to Shinnecock Golf Course for the 2018 Golf US Open! A short walk to Good Ground Park for outdoor concerts, walking/ biking trails, and shuttle for car-free access to beaches! Walk to village...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Mattituck
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Space The New York TImes Real Estate Section on Sunday, Feb. 9th, 2014, talked about the multi-million dollar homes being built in the Hamptons. The article said, 'The look of the homes is evolving: modern is making a comeback, but modern in the guise of barnlike. 'The modern barn is the...
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    Mattituck, North Fork 11952
    Condo/Apartment - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Patio
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated, totally updated. Well done 3+Br 2 bths, 5 minutes drive to town ( train station, super market, restaurant, cafe, bar…….) 10 minutes drive to Ponquogue Beach and 5 minutes walk to great peconic bay beach Any things to do near by the house ~ Tanger outlet ( 15 mins ) ~ Any...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mattituck
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
    • Central Heating
    • Terrace
    • Grill
    • Ocean Views
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern renovated beach house sits on landscaping that feels like an estate. Right on the Mattituck Inlet that opens up to the Long Island Sound a few yards away, boats pass though all day - the view is magical, yet you feel completely private, hidden behind thoughtful landscaping. A large...
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    Mattituck, North Fork 11952
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A truly peaceful getaway a few minutes from Southampton Village and beaches. This lovely home is recently updated and tastefully decorated with an inviting open floor plan kitchen, living and dining room that includes a working fireplace as its centerpiece. The house sits on a quiet street with...
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    Hampton Bays, Southampton 11968
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hampton Bays
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For your next getaway, make plans to stay at this stupendous 6-bedroom, 2-bathroom Hampton Bays vacation rental house! Featuring a private in-ground heated pool, sleeping space for 12 and beach rights with easy access to the bay and sandy shores, this New York property is poetry in motion! THE...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Mattituck
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Terrace
    • Housekeeping Included
    • Grill
    • Washer
    • Patio
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful summer home with private dock and close to famous Long Island vineyards. Few minutes away by boat/kayak from famous steak houses restaurant. This home has a magnificent view of Mattituck inlet. The house is furnished tastefully with top of the range stainless steel appliances and huge...
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    Mattituck, North Fork 11952
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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