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South Jamesport Holiday Homes

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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 27 Rentals in South Jamesport
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    The following rentals are within 10 kilometres 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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    Hampton Bays
    3 Bedrooms, 4 Bathrooms, Sleeps 12 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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    Your Haven in the Hamptons1 / 16
    (1)Very good
    Hampton Bays
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    Booking last minute we were worried about what type of choices we would have left in Long Island. We were happy to find this home still available. We received a prompt response...
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    About this property
    Swimming, beach fun, and the finest sunsets are a 5 minute stroll away at Penonic bay down the private beach access path. This charming cottage is 650 sq/ft with two bedrooms, living room, kitchen and bathroom with shower. The house sleeps four comfortably (two twin beds in kids room and a king in...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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 22 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 13 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, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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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
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WaterFront Walkout is the Ground Floor of Stunning Private Legal 2 Family with 1500 Sq. Feet, Roomy Open Floor Plan, Laundry Room, AC, Heat & Water Views Galore. The Upper Unit is never Rented and for Owner's Exclusive Use Only. It is Available For Short Stays Year Round. Property Has Approx 200...
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    Hampton Bays, Hamptons 11946
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    North Fork 5 bed room home with forever farm view1 / 111
    (9)Excellent
    Aquebogue
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    This is a really cute house with a lot of bedrooms. The common areas are cozy but the backyard had plenty of room for a large group (10 people) to hang out and play yard games...
    Reviewed 7 May 2017
    Not a typical reviewer of places I stay, but this place wasn't typical. Bruce was a pleasure to work with. The location was excellent on a quiet street near Riverhead. Great...
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    About this property
    Five bedroom home with central air conditioning.This home has modern kitchen pillow top bed a large 52' plasma tvs.This home has tv in master and queen br bbq grill,12 gazebo with a tumbled stone patio.The patio has a table with seating for eight The view from the gazebo area is about one mile...
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    Aquebogue, Riverhead 11931
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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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, Hamptons 11946
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Mattituck
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home sits on the newly sanded beach in the heart of the North Fork right by all the vineyards and farm stands! This is a true simple beach house! This home has 2 bedrooms and sleeps up to 8 people. Beautiful panoramic views and a large wrap around deck. Kitchen, bathroom and outdoor shower....
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    Mattituck, North Fork 11952
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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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, Hamptons 11946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hampton Bays
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Ocean Views
    • DVD Player
    • Patio
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterview Hampton home located in sought after Shinnecock Hills. 900 ft from Shinnecock bay with mooring rights. Which means you can basically keep your boat in your backyard of Shinnecock bay. 5min from Southampton village and ocean beaches. 5 star restaurants within walking distance. 1mile to...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My wife and I have a quaint country/beach house with new furniture and a fresh coat of paint. We have furnished our home with our love for the ocean and the country. Terra cotta tiles and farm style kitchen table with bench and chairs in the kitchen. Living room with brand new Pottery Barn...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hampton Bays
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Hot Tub
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsets on the Beach, Walk in the Woods 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...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Hampton Bays
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is the perfect family getaway for you Summer vacation! This home has panoramic views of the bay, with gorgeous sunsets! Beautifully renovated 2 story contemporary, with 4 bedrooms and 4 full baths. Only a 2 minute car ride, 22 minute walk to the beach! Next to the Bay, Restaurants,...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    SECLUDED BEACH CONTEMPORARY ESTATE1 / 23
    (3)Excellent
    Hampton Bays
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    Our family had a lovely time during our stay at this house, the amenities were great and we had a warm welcome when we got there. the pool, hot tub, and game room were all above...
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    About this property
    Only 600 feet from one of the most beautiful (private) Hampton's beach. Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Mattituck
    5 Bedrooms, 3 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, 3 Bathrooms, Sleeps 14
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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, Hamptons 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
    INQUIRE first with your specific details I'm on several places. For family 2+ or group adults over 28 years old. EXTRA at check-in: refundable sec.deposit max 24h via Pay pal,G Wallet 800$-4K$ depending of dates,number of guests and age range. 2018 - JULY-LD 35K+ electric. Minimum 2 nights...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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, Hamptons 11946
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Hampton Bays
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Private Outdoor Pool (Heated)
    • Parking
    • Grill
    • Cable/satellite TV
    • Internet Access
    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, Hamptons 11946
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Hampton Bays
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • 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, Hamptons 11946
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Hampton Bays
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge 7 bedroom contemporary with 4 1/2 baths, huge deck, in-ground pool, outdoor bar, 7 person hot tub, gas BBQ. Spectacular recreation room, wonderful for entertaining. Fully loaded kitchen, 10 minute drive to ocean beach, near restaurants, clubs and all. This luxury home is available for...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    Hampton Bays
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Internet Access
    • Terrace
    • Patio
    • Balcony
    • Washer
    • Grill
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home offers the most spectacular sunsets the Hamptons has to offer. All bedrooms have TV's , the house is close to Village of Southampton and a close drive to Sag Harbor, Bridgehampton & East Hampton. Profesionally Decorated the Bayfront is comfortable and inviting. The Chefs Kitchen with...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    Location Information
    Mattituck, North Fork 11952
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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