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Holiday Rentals with Pools in Jamesport

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    Don't let other travellers get your favourite Jamesport area holiday rental. You're so close to securing your perfect getaway. Book today.
    30 Matching Rentals in the Jamesport AreaView all 74 rentals
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    The following rentals are within 15 kilometres of Jamesport.
    Post Modern Quaint Home Near  Beach1 / 71
    (5)Excellent
    Hampton Bays
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Luxury Hamptons Quogue Village 4BR Modernist Retre1 / 30
    (3)Very good
    Quogue
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Hamptons Retreat  *Pool & Spa*1 / 28
    (1)Excellent
    East Quogue
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Westhampton Waterfront 6 Bedroom Secluded 3 Acre E1 / 13
    (1)Excellent
    Westhampton
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Perfect Getaway Westhampton Waterfront Secluded Estate Drive along this Hamptons vacation rental properties private stonewalled 800 ft driveway and into what Hampton style living is all about. This home is located on three acres of beautiful waterfront property in Westhampton. With...
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    11977, Westhampton, Hamptons
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    5 bedroom Private Family Get Away1 / 45
    (4)Excellent
    Westhampton Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Children's Pool
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2018
    The kids loved the pool! beaches are only a few miles away. We needed a few items and were happy to know that their were a shopping mall right around the corner!
    Reviewed 6 March 2018
    Carrie was a wonderful host and left my crew some champagne and cookies for the weekend! We used the house for a bachelorette party in the Hamptons in August and It was perfect...
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    About this property
    Private, spacious 5 bedroom, 3 bath home w/yard for relaxing, entertaining & sports. In deck heated pool w/safety fence. Huge kitchen, premium cable, wi-fi, fireplace. Neighborhood ideal for families - long walks, bike rides, wildlife watching. Large great room with skylights includes open kitchen,...
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    11978, Westhampton Beach, Hamptons
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    LUXURY HAMPTON ESTATE 4  PRIVATE RENTALS W/TENNIS,1 / 44
    (7)Excellent
    Westhampton
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2015
    Mark was really wonderful to work with and very friendly. He made sure to meet us at the house and personally give us a tour/show us the many amenities the house had available...
    Reviewed 19 August 2015
    Mark was a very fun and gracious host, meeting us upon arrival to provide a full tour of all the amenities (the house has many!) from his vintage toy collection to where the...
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    About this property
    ALL THE LUXURY IN AND OUT, WITH AMENTIIES UNHEARD OF IN ANY OTHER HAMPTON ESTATE RENTAL: This is strictly a private rental. preferably for families or responsible groups. We have 6 bedrooms and a separate 2 l bedroom pool house. Note the pool house is 'campy' and fun no where near the...
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    11977, Westhampton, Hamptons
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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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 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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Westhampton Beach
    7 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Washer
    • Patio
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lauren Berger Collection is proud to be recognized as one of the best Vacation Rental companies in the world by the best, The Vacation Rental Guide. The idyllic setting of this spectacular, stately waterfront home in the picturesque village of West Hampton Beach makes it perfect for...
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    11978, Westhampton Beach, Hamptons
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 20
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    Luxury Hamptons Vacation Home w/NEW Pool, Tennis Court, Hot Tub1 / 32
    (1)Excellent
    Quogue
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS TURNKEY PROPERTY HAS SOME OF THE BEST AMENITIES IN THE HAMPTONS. MANY OF THE IMPROVEMENTS WERE COMPLETED IN THE LAST TWO YEARS! Compare us with other area properties: - FRESHLY PAINTED EXTERIOR IN 2017 - HOUSE IS FULLY UP TO CODE, INCLUDING EGRESS WINDOWS IN LOWER LEVEL BEDROOMS FOR YOUR...
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    11727, Quogue, Hamptons
    Holiday Rental House - 6 Bedrooms, 5 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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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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
    For adults over 26 years kids OK please INQUIRE first with your details for availability min. 2/3 nights depends date. EXTRA to price on screen at CHECK- IN: 180$ cleaning fee/stay ,refundable security deposit 500$-3.5K (depend dates,number of guests and age range) security deposit refund max 24h...
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    11946, Hampton Bays, Southampton
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    East Quogue
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Cable/satellite TV
    • Grill
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    11942, East Quogue, Hamptons
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Vacation complete renovated great for entertainment1 / 21
    (2)Terrible
    Westhampton Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No smoking price is per couple All updated and renovated beautiful backyard large bedroom sizes huge kitchen 5 LARGE BEDROOMS entertainment room, outdoor shower, outdoor kitchen. All brand new appliances. Bar in kitchen. Wine cooler and 2 separate zinks. Additionally there is an extra room for...
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    11978, Westhampton Beach, Hamptons
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Westhampton Beach Village  LONG ISLAND New York1 / 15
    (3)Terrible
    Westhampton Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Grill
    • Porch
    • Patio
    • Shared Garden
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home secluded area. Just renovated. Near everything ocean and beaches. Big backyard. Sports play. Outdoor kitchen-Pool-outdoor shower-circular driveway-6 cars parking. Huge kitchen island and bar sink. 3 masters suites second floor. 3 others large sizes 1st floor. Finished basement too....
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    11978, Westhampton Beach, Hamptons
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
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    East Quogue
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New! Last minute cancellation / shorter periods available July and August. Light, Bright And Completely Renovated. Spacious Modern Contemporary Home. Offers 5 Bedrooms, 3.5 Baths On Over 2 Private Acres. Enjoy Heated Pool, Hot Tub And Tennis, Foosball And Ping Pong. Great Room W/Fireplace And Wall...
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    11942, East Quogue, Hamptons
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    East Quogue
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Outdoor Dining Area
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    11942, East Quogue, Hamptons
    Holiday Rental House - 4 Bedrooms, 4 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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Westhampton Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful waterview home includes 4 Bedrooms and 2 Bathrooms. It has gorgeous waterviews overlooking large upper and lower decks with large inground pool and outdoor shower with dressing area. Newly renovated kitchen with solid surface counter tops and top of the line stainless steel...
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    11946, Westhampton Beach, Hamptons
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Hampton Bays
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • 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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    11946, Hampton Bays, Southampton
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Gorgeous Vintage Farmhouse, Pool/Central Air, Town 4 min Walk, Beach 8 min Drive1 / 34
    (2)Excellent
    East Quogue
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2018
    Peaceful, relaxing, comfortable farmhouse that we fell in love with. Coming from New York City we were ready to lay by the pool, read a good book, and have a glass of wine on...
    Reviewed 1 August 2018
    Lovely home, well-maintained, beautifully and comfortably furnished. We loved hanging out on the porch and enjoyed the outside fireplace. The beach is an easy, close drive...
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    About this property
    Our historic landmark Farmhouse is in the lovely, quiet village of East Quogue (Town of Southampton) in the part of the Hamptons that avoids the one-lane traffic to points further east. It has a beautiful wraparound porch and garden, a 16' x 32' heated pool, is completely updated with modern...
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    11942, East Quogue, Hamptons
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Cutchogue
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home is relatively brand new, four bedrooms and 3 and a half bathrooms. Master suite with bathroom, and an additional bedroom with private bathroom. Two Bedrooms share a bathroom. Home is located on two acres of privacy. Beautiful pool and landscaping. Owner has a basement apartment that will be...
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    11935, Cutchogue, North Fork
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hampton Bays
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    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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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 5 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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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Westhampton Beach--5 Bedroom 3 Bath Home with New Gunite Pool/Spa1 / 16
    (5)Excellent
    Westhampton Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Parking
    • Porch
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2015
    A very well situated house. Walking distance from main street, all shops and restaurants.No need to look for parking, great with little kids. Next to a 24 H Rite aid and across...
    Reviewed 22 August 2015
    Had a nice time in Westhampton Beach. We rented this house for 2 nights and it was great for what we were looking for. Had a nice pool that the kids spent the days in. Very...
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    About this property
    This house is in a prime location in the Village of Westhampton Beach. South of Main Street. One of the closest houses to Main Street with heated pool and spa. Walking distance to the WHB Performing Arts Theater, library, restaurants, houses of worship, short drive to county beach. Great escape...
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    Location Information
    11978, Westhampton Beach, Hamptons
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    East Quogue
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the town of Southampton, just steps away from the community marina and beach this spacious home has breathtaking bay views and is a short drive or taxi ride to many superb restaurants, nightlife and boutiques. This house has it all, barbecue, in-ground heated swimming pool, play set, and...
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    Location Information
    11942, East Quogue, Hamptons
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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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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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Westhampton Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great home for family get togethers. Quiet family-oriented neighborhood. Large family room, living rm, dining rm. 4 BRs (2 up, 2 down). Pool, deck, beautiful & private backyard Newly renovated: 2 full baths, 1 powder rm. Great location. One block to Main St. & restaurants, grocery store, shops....
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    Location Information
    11978, Westhampton Beach, Hamptons
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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