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Holiday Rentals in Hamptons

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    $1,127 Average
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    Travellers to Hamptons are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 283 Rentals in Hamptons
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    Hamptons Beach House, steps to beach.1 / 6
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hip & Stylish East Hampton Getaway1 / 24
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sag Harbor with water views & perfect sunsets1 / 11
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Hampton accommodations  21 / 8
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Secure Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2015
    Cori's a lovely hostess and her place is immaculate. The outside shower rocks and the deck is super relaxing . She's well versed in all that the east end has to offer from the...
    Reviewed 16 September 2014
    Great choice for a stay in the East Hampton Area!Clean Comfortable room with queen size bed that will give you a good nite sleep!Italan tiled full bath also clean and...
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    About this property
    Cozy -Clean- sunny Queen Size Bed - AC. Cable Tv with Premium Channels- WiFi Full bath - Half Bath - OutDoor Shower. Complimentary Breakfast Each Morning / Self-Serve Coffee Free In-House Bicycles for your enjoyment. One Mile to Beach - Ten Min to East Hampton Village Close to Great Harbor Front...
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    East Hampton, Hamptons 11937
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    >>> ROMANTIC Beach Getaway! Seclusion, Waterfalls1 / 20
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Internet Access
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With it's Caribbean flair, 3 waterfalls, 2 pools and 75' Koi pond, our Vacation home is possibly the most Romantic Hamptons Hideaway Vacation Cottage Home Rental ever. Located in the Estate Section of Shelter Island. Available weekly, monthly or for the entire season contact us early for your...
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    Shelter Island, Hamptons 11964
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hampton Bays, south of 27A1 / 28
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Outdoor Dining Area
    • Satellite TV
    • Parking
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2016
    Doug and Susan were wonderful hosts! We were a group of 9 friends and this house was perfect to reconnect, bond and relax. The house was neat , clean and cosy! Doug and Susan...
    Reviewed 10 August 2016
    We never did FRBO since we had heard of people having trouble being stung by rental fee and no access to the rental. But this was a wonderful experience.....the home met our...
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    About this property
    Completely renovated 4 bedroom home on quiet street in Hampton Bays. In town location. Walk to shops and dining. 3.5 miles to Atlantic Ocean and 1.0 miles to Shinnecock Bay. Large property with lovely deck and furniture. Handicap accessible with bedroom and wet room on first floor. Deck...
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    Hampton Bays, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Main Street Historic Gingerbread House Full floor1 / 21
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Parking
    • Balcony
    • Terrace
    • Private Garden
    • Air Conditioning
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2015
    The gingerbread house was well located; at the end of the main street of Sag Harbor. It was small but very pretty and although the stairs are a challenge especially with luggage...
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    About this property
    From its commanding position on Main Street in the heart of Sag Harbor village, this spectacular vintage Victorian is an authentic testament to the history of Sag Harbor. With distinctive architecture and classic styling, the impressive house features the Upstairs Apartment with 2 bedrooms, 1...
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    Sag Harbor, Hamptons 11963
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Village Fringe glassy Modern with Pool and Tennis1 / 19
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2017
    My family was looking for a quiet house to relax in a beautiful setting, and we had just this house. This sunny, bright, clean and pleasant...most of all, luxurious house with...
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    About this property
    SPECIALS: July 21-31 (=2 weekends!) at only 10k plus cleaning and pool heat (=10.75k Total) Peace and quiet awaits in this modern house on the village fringe, featuring a first floor master with walk in closet, wonderfull spa-style master bath, flatscreen TV and direct access to the pool and...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    New Availability for August.... 2 to 4 weeks available.1 / 17
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Patio
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2016
    This house is really awesome. Everything was exactly as described. Owner respond quick to all your questions.
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    About this property
    Will your mom have to sit on the end of your futon with a plate of turkey and stuffing balanced on her knee? Will your mother in-law fill your entire kitchen.... with herself... only to find out the Turkey she bought doesn't fit in your oven? Well it is time to escape to beautiful Quogue and have...
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    Quogue, Hamptons 11959
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    10 Minutes to Ocean Beaches. Poolside1 / 15
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Patio
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2016
    We stayed for four days. The house is very nice and just as depicted in the photos. Pam was very gracious and very accommodating. She was very flexible with arrival and...
    Reviewed 5 August 2016
    Very cute and homey house, great hosts and a good location in the Hamptons. Close to Sag Harbor and East Hampton and close to the water. The pool is really nice and clean and...
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    About this property
    Spend your summer relaxing by the heated pool or enjoying the close beautiful bay beaches of the North West Woods or just a quick car ride to a sandy ocean beach of the Hamptons. This charming air-conditioned home is sited on a privately landscaped half acre property. An open light filled great...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sag Harbor with perfect water view and sunset1 / 14
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Ocean Views
    • Secure Parking
    • Air Conditioning
    • Waterfront
    • Porch
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    My family have just spent 7 days at a charming whaling cottage in Sag Harbor.The position to town was great and the tranquility of the home was ideal.The owners Anne and Dave...
    Reviewed 8 July 2016
    Ann and Dave offer this lovely, historic home to guests and provide everything needed for a wonderful stay. The porch overlooking the water is heavenly. You really feel like...
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    About this property
    Historic whaling captains home. We are the sixth generation to live here. It is a quick walk from our house to the village of Sag Harbor, where you will find restaurants, boutiques, antique stores, marinas and much more. If you wish to stay around the house, we have a dock, hammock and the best...
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    Sag Harbor, Hamptons 11963
    Private Room - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Elegant Designer Hamptons Retreat in Sag Harbor1 / 28
    (5)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is 2 weeks during High Season unless you see an availability between rentals. During the off season 1 week rentals may be possible. This elegant 6000 square foot home...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    East Hampton Dream House 'Serendipity' - Great Buy1 / 7
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    My wife and I stayed at this lovely place last week. Our two sons and their girlfriends also stayed. We had a fantastic time. The heated swimming pool was absolutely fabulous...
    Reviewed 10 June 2016
    My wife and I stayed in this lovely house in May 2016.A lovely quiet area approx. 1/4 mile off the main road so supremely quiet.It was very well furnished and equipped and...
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    About this property
    Enjoy this sophisticated, newly renovated, three-bedroom, three-bath contemporary on one of the premier lanes near Jackson Pollack's house in East Hampton. Twenty-four-hundred square feet with oak flooring throughout. Great light in the beautifully designer decorated double height living/dining...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Porch
    • Central Heating
    • Secure Parking
    • Washer
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CLEAN, QUIET, LARGE BEDROOM - GREAT DEAL - AFFORDABLE PRICE! One Queen Size bed that accommodates Two people Perfectly! Bright and Airy room! Large 52in Hunter Ceiling fan directly above the bed as well as soothing cross breezes from the oversized windows that overlook the sunny front garden....
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    East Hampton, Hamptons 11937
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Secure Parking
    • Balcony
    • Washer
    • Grill
    • Wi-Fi
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Montauk Modern Compound is set up like a traditional bed and breakfast. The design elements, local art and the super clean environment is complimented by the native gardens and landscape. A little private oasis. The Montauk Family Compound has 3 different living zones. Currently available (all...
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    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Post Modern Quaint Home Near  Beach1 / 71
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.
    Reviewed 31 August 2015
    This is a great vacation spot! Recently went with a group of 10 girls and had a great time! Owners are very accommodating, house is very clean and neat. The house is in great...
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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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    Beautiful 2 bedroom Montauk House w Hot Tub1 / 18
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Hot Tub
    • Grill
    • Housekeeping Included
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The home was beautiful and comfortable! Very modern, minimal and clean. We had a great time grilling and relaxing outside and the hot tub is very nice! I would recommend this...
    Reviewed 30 June 2017
    Had a great stay here. The place felt very private and was surrounded by wildlife. Hot tub was new and clean which was really nice. Also, just a short distance to surf and fresh...
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    About this property
    Our Montauk Home is a 2 bedroom, 2 bathroom beautiful remodeled and refurbished villa. There is a queen size bed and closet in each room, the master bedroom has its on bath-toilet and shower. The living room and dining room is spacious with a fire place. There is an outdoor patio with a dining...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***PLEASE INQUIRE FIRST (EMAIL OWNER) BEFORE INSTANT BOOKING!!.. 631 - 365 - 3828 Located east of the canal on the beautiful Peconic Bay, over 100 feet of sandy beach, walk down the shore to for food, drinks and entertainment! Beautiful, crystal clear water, 5000 sq ft custom Waterfront “GREEN”...
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    Southampton, Hamptons 11946
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in all that East Hampton has to offer at this stunning 4-bedroom, 3-bathroom vacation rental house that comfortably sleeps 10. Situated on 2 acres of fenced land with a playground, lush grass, and 50-foot pool with 10 chaise lounge chairs, you'll feel as though you're staying at a...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Sunshine Bungalow Shelter Island Retreat1 / 26
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Having spent just a day at Sunshine Bungalow, I still couldn't recommend this place highly enough. If you are planning a quick weekend getaway or just looking for a nice...
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    About this property
    "1 Master bedroom with King size bed and another bedroom with 2 Queen size beds. Sleeps 6. Newly renovated with top of the line furniture, this house is close to: world renown Sunset Beach restaurant by famed owner Andre Balazs, Commander Cody's, Marie Eiffel Dockside Market, Mashomack Preserve,...
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    Shelter Island, Hamptons 11964
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    • Porch
    • Secure Parking
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    • DVD Player
    • Patio
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and sunny Room with ensuite Bath. Double bed. (1) of two rooms available ; rates herein are for (1) room . Each room is suitable for 2 people / 2 adults over 21. Wifi-CableTv- A/C in bedroom & common area. Full Common Kitchen, Dining / Living room area & Private outdoor Patio. Suited for...
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    East Hampton, Hamptons 11937
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private and quiet waterfront cottage is the perfect Hamptons retreat for one or two people. A short drive to the ocean beach or Main Street in the village for strolling and dining. Located near Southampton Village, the cottage is convenient for wine tasting excursions, antique hunting,...
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    Southampton, Hamptons 11968
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Grill
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfectly located a few blocks from Wollfer Vineyard and blocks away from the town of Sag Harbor. You will have all the privacy you want. Enjoy a beautiful built in pool. The home is clean, stylishly decorated, and close to gorgeous beaches. Work out room, everything! The location...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Luxury Hamptons Quogue Village 4BR Modernist Retre1 / 30
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Satellite TV
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    We just found out about this and it's a wonderful property. The town of Quogue houses some of the most successful people inNew York and is astronomically expensive.The Quogue...
    Reviewed 4 August 2014
    I recently stayed at the Luxury Hamptons Quogue Village 4BR Modernist Retreat with my girlfriend, her sister's and brother in law, and had the best time. The house is new and...
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    About this property
    Quogue Village Modern 5BR+, 4WC+ recently renovated in rustic modern style. Light and airy with skylights and large windows and doors. Huge chef's kitchen boasts 6 burner range and double sinks. Expansive 40 ft pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach...
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    Quogue, Hamptons 11959
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Resort style living in this fantastic private beachfront oasis in Sag Harbor Village. Enjoy fabulous views and amazing sunsets over Sag Harbor Bay from this wonderful 3 bedroom, 2.5 bath house with hot tub and sandy beach right in your backyard. Great family rental. Kids have their own private...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Secure Parking
    • Children's Pool
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    8 ACRES: Rare privacy in East Hampton, NY nestled on 8 acres, Northwest pine tree forest, PRIVATE TENNIS, miles of walking trails. Truly a getaway to nature yet 3 minutes to Sag Harbor and East Hampton, shopping, and restaurants. 1 mile to glorious sunsets bay beach... ideal for little children....
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    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The professionally styled, newly renovated/furnished upside down house is on a private wooded acre with ocean views from the living areas and is one block to ocean beach and Gurney’s. The open living/dining/kitchen and master bedroom suite are on the top floor. An additional bedroom suite, 2...
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    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Beech Tree Cottage1 / 10
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Satellite TV
    • Shared Garden
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    Spent two nights at Beech Tree with my husband and grown son. Cottage is located within walking distance of town, in a nice residential neighborhood. Kitchen is well stocked, we...
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    About this property
    Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy furnished country-style farmhouse sleeps ten people comfortably and is minutes to ocean or bay beaches, shopping, and restaurants. The house sits on over an acre of land adjacent to 1,000-acre Long Pond Reserve. Out back is a wooden deck, an in-ground pool, and a pool house. There are 8...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    "Amazing Summer Getaway In East Quogue"1 / 28
    (3)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    This homey 8-bedroom house is on a beautiful, quiet street, just a short drive from wineries, the beach, great restaurants with ocean views, and the town of South Hampton. I...
    Reviewed 6 July 2016
    We stayed here for a long holiday weekend. The house had enough rooms to easily accommodate our entire family and local friends who visited us. The pool was great and well...
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    About this property
    Beautiful two level 4,100 sq. ft. home in East Quogue is sure to accommodate all your summer get away needs. If you enjoy spending quality time together our home provides a large backyard with an in-ground heated pool, and a new BBQ. Than come hang out inside in our game room that holds a...
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    East Quogue, Hamptons 11942
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, new space is nicely appointed with modern fixtures and finishes. High ceilings, clean and bright. Walk to the bay beach for stunning sunsets. New furniture, linens, towels, etc. Contact us for weekly, monthly or seasonal pricing. This beautiful, new space is nicely appointed...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    A Chef's Dream Kitchen1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Outdoor Dining Area
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2014
    We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in...
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    About this property
    Very stylishly renovated on .60 acre, this East Hampton property features central air, 3 bedrooms and 2 baths. Great room with fireplace and lots of sunlight. Skylights in kitchen and living room. Top of the line Sub-zero refrigerator and wine storage. A chef's dream kitchen with two ovens and...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Front Cottage Montauk for rent1 / 25
    (4)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Internet Access
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    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Cottage was perfect for family vacation. Clean and comfortable interior. Outdoor shower a plus! Best beach in Montauk steps away. We will be back
    Reviewed 24 September 2016
    My husband and I come to Montauk every September - the light is beautiful, beaches less crowded, and we love the combination of warm days and slightly chilly nights. This is a...
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    About this property
    It is a 1000 sq foot cottage which is private, surrounded by hedges with the master suite, kitchen, main room and decks all over looking the ocean. Very warm and cozy, with wood beam ceilings, modern kitchen with all new appliances including dish washer. This cottage has been in our family for...
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    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the expansive deck with heated pool. The open floor plan makes this home perfect for entertaining. This home is situated on .75 of an acre of property that backs up to a private...
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    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    SECLUDED BEACH CONTEMPORARY ESTATE1 / 23
    (3)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • 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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    Cottage by the Sea1 / 5
    (6)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Air Conditioning
    • Grill
    • Wi-Fi
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    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2016
    Great location! Cottage was also very clean and well kept, perfect for our family beach vacation. Will definitely go back
    Reviewed 31 July 2016
    The cottage was very clean, well equipped and inviting. The location was terrific, only a block from the beach and town. We enjoyed the open floor plan and the lovely yard...
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    About this property
    This newly renovated cottage in the heart of Montauk is 1000 feet from the ocean beach. It is a free standing cottage with a large back yard for entertaining. It has been in our family for over 70 years. It has central heat and air, with hard wood floors and modern. It is located between the...
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    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Immaculate 4BR Southampton House w/Private Pool1 / 32
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
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    • Internet Access
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    My husband and I stayed here over the fall for the long weekend. The house and décor were truly beautify, exactly what you’d think of for Hamptons style. It had big bay windows...
    Reviewed 23 May 2017
    Came here for a couples getaway with my wife and some friends. Had a great time and ended up inviting some friends from CT to join us when we realized the house sleeps many more...
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    About this property
    Experience the exquisite relaxation of upper Long Island, New York by staying at this luxurious 4-bedroom, 4-bathroom Southampton vacation rental home, which sleeps 8! With incredible upscale amenities, an alluring private pool, wraparound deck with bay views, exclusive access to a pristine natural...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is 4BR/3Bth contemporary house located in the Springs off Three Miles Harbor Rd, 4.2 miles from Citarella. Steps to Gardiner's Bay. Swimming pool, outside shower, deck, cable TV, fireplace, Wi-Fi. Two master bedrooms on the 2nd floor w/two full bathrooms. Two bedrooms on the first floor - must...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Perfect get away in the heart of the village. Newly renovated carriage house in the historic district. 2 bedrooms, kitchen, dining room, living room, full bathroom, private yard. Located in the Historic District of Sag Harbor Village. Only 10 minutes walk to the center and 15 minutes to the...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Your Haven in the Hamptons1 / 16
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    • 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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    Location Information
    Hampton Bays, Hamptons 11946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Relaxing East Hampton Summer Getaway1 / 10
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I stayed at the house for 4 nights with my family . The three bedrooms were a good size . The only downfall was there was a opening from one of the bedrooms into the lounge and...
    Reviewed 5 July 2016
    Just stayed here for the July 4th weekend and I would definitely stay here again! The communication with Sonya the owner was great. It's very conveniently located near the beach...
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    About this property
    This 2 story home with 3 bedrooms and 2 baths contains a master bedroom with ensuite bathroom. It's a relaxing, quiet atmosphere. Located just 5 minutes from the town and 5 minutes from the beach. Newly furnished house is a perfect summer getaway. Naturally well lit with sky lights ceilings...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    North Fork 5 bed room home with forever farm view1 / 37
    (9)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
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    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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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    Grace Cottage1 / 12
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Grace cottage is a lovely 3-bedroom, "shabby-chic" style house in a quiet residential neighborhood in the Springs section of East Hampton . It is 5 miles from the ocean and closer to the bay beaches, a fun bike ride. Convenient to the villages of East Hampton, Amagansett, Sag Harbor, all known...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tropical Paradise-Minimum 2 wk rental -rates reduced1 / 37
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Swim year round in comfortable indoor solarium with heated pool and ceiling panels that open to let the sunlight in during the summer.Newly furnished 4 bedroom 3 bath with living room with fireplace and separate sun room and finished basement with ping pong table.two wk minimum.Beautiful gourmet...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Waterfront
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    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Price: $36,000 (June 15 to Labor Day) $17,000 (June) $18,000 (July) $29,000 (July through Labor Day) $20,000 (August through Labor Day) Neighborhood: Flanders Centrally Located West of Shinnecock Canal. Minimal traffic! Easy access to NYC and airports. Town of Southampton Lovely two-story Cape,...
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    Location Information
    Southampton, Hamptons 11901
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Exquisite Waterfront Estate on Shelter Island NY; 100 Foot Dock; Beaches, Town1 / 14
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2016
    This house was fantastic. It felt more like a home than a rental house. The garden is massive and runs down to the water with a jetty. The kitchen is really well equipped and...
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    About this property
    Beautifully renovated waterfront cottage from early 1800s. Marble baths, two master suites. Sweeping waterfront lawn. 100 foot dock. Swimming, boating, grill on back deck. Beaches easy bike ride or walk. All amenities. Flat screen TVs in all bedrooms, wood burning fireplace. Restaurants, bars,...
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    Shelter Island, Hamptons 11964
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tranquil Montauk House Near Ocean, Bay, Sports1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4BR House Minutes From Ocean & Across From Montauk Downs (golf, Tennis, Pool) This newly listed and furnished 4 bedroom, 2 bathroom beach house in Montauk is ready for August through Labor Day weekend. Also available in September. The property is across from Montauk Downs - public tennis, golf,...
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    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Waterfront Southampton Gem!  Sailboat On Grounds - Travertine patio and Hot Tub1 / 10
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney Bus from Manhattan. New...
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    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 2 bath ranch house is in excellent condition and is newly furnished for comfort, style, and flexibility. Sitting on 1.5 acres the house is very secluded and private and just a short drive to West Hampton Beach and many beautiful beaches and parks. There bedrooms feature Tempurpedic...
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    Location Information
    Westhampton, Hamptons 11977
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    "Pennies From Heaven"1 / 25
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • 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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    Location Information
    Hampton Bays, Hamptons 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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