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Holiday Rentals in South Jamesport

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    All 28 Rentals in South Jamesport
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    The following rentals are within 10 kilometres of South Jamesport.
    Hampton Bays, south of 27A1 / 52
    (14)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)Excellent
    Aquebogue
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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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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    Hampton Bays
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    INQUIRE with your details min.2 -3nights depend date, 4 nights July 4th week-end.Early check in free if house ready late check out up to 7pm for fee mention if interested at booking. EXTRA at CHECK- IN: refundable security deposit 500$-2K (depend dates,number of guests and age range) same day...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • Parking
    • Cable/satellite TV
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    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2017
    This part of Long Island has not been spoiled. Farms and Vineyards. Peace and Quiet. Relaxing for miles. There are Beaches near. Mostly rocky. Good for sailing. Take a drive...
    Reviewed 8 June 2015
    The apartment is directly above the tasting room of the winery. The apartment is in great shape, everything is excellent and clean.The queen size bed is comfortable if a bit...
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    About this property
    Spend a relaxing few days at our romantic vineyard and winery in our newly finished 650 sq. ft. luxury apartment situated on beautiful Manor Lane in Jamesport. Our one bedroom (queen size bed), bath w/shower, large open living room, kitchenette, cathedral ceiling, flat screen TV, Cable, WiFi,...
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    Jamesport, North Fork 11947
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Washer
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    • 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
    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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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • Air Conditioning
    • Grill
    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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    Post Modern Quaint Home Near  Beach1 / 71
    (5)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 18 September 2018
    This house exactly served our needs for a family getaway for ourselves, our two adult daughters, their husbands, and two grandkids -- a newborn and a 2-year-old. There was...
    Reviewed 4 September 2017
    Highly recommend this house. Clean, large enough for to fit our 2 families very comfortably. Owner was very responsive.
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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, 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
    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
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Balcony
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    • 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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    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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    Luxury Hampton Bays Home - Walk to Shinnecock Bay1 / 25
    (1)Excellent
    Hampton Bays
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2018
    Fantastic new home! This spacious home has every available modern amenity. Beautiful home with plenty of room and a large fenced backyard. Easy walk to the bay.
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    About this property
    Whether you're visiting on spring break, Christmas holiday, a quick summer getaway, this 3-bedroom, 2.5-bath Hampton's house is the place to be! This home features space for 7, eclectic mid-century modern furnishings, and a spacious backyard. Walk to Shinnecock Bay and enjoy an afternoon on the...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Hampton Bays
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Garden
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    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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    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
    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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    Great Rates in 2019- No Increases In Rates and Over Holiday Weeks1 / 17
    (9)Excellent
    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Air Conditioning
    • Cable/satellite TV
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    • Outdoor Dining Area
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2015
    This house turned out to be the perfect house for my wife and I, and our dog Maggie,,,,,,It was most comfortable and had all the necessary things needed for a good beach...
    Reviewed 26 July 2015
    We (family of 4, two teenage kids, boy 15 and girl 17) rented the above accommodation for 10 days in June. I could not recommend this house highly enough as I place from which...
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    About this property
    Newly renovated home perfect for family get-away and for girls or guys week get-aways. As past owners of The Black Whale Motel in Hampton Bays for 16 successful years, we are well aware of what vacationers are expecting from their rental. We have tried to include everything needed to enjoy your...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mattituck
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Waterfront
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    • Internet Access
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    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beach bungalow 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!...
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    Mattituck, North Fork 11952
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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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 5 Quick View
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    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated English Tudor set in quiet cul-de-sac. A short walk to Good Ground Park for outdoor concerts and walking/ biking trails. Walk to village and NYC-bound train. Ten minutes to ocean, 3 minutes to gorgeous bay beaches and 10-15 minutes to Southampton Village. Twenty minutes to...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    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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    Hampton Bays, Southampton 11946
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Mattituck
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Grill
    • Patio
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beach House has completely been renovated with a brand new everything!! It has amazing panoramic views and a large wrap around deck. Upscale 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...
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    Mattituck, North Fork 11952
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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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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