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Holiday Rentals with Pools in Long Island

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    Travellers to Long Island are booking May dates now. Secure your holiday home today, and have the perfect trip.
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    ₹31,129
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    1 / 8
    5 of 5 stars (20) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    ₹26,036
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    1 / 11
    4.5 of 5 stars (24) Very good
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    ₹19,097
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    1 / 12
    5 of 5 stars (2) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
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    ₹41,378
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    1 / 14
    5 of 5 stars (3) Excellent
    Westhampton Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • x
    About this property
    Enjoy the Hamptons summer 2015 in this traditional home situated in the quaint village of Westhampton Beach. Walking distance to the WHB Performing Arts Theater, restaurants, houses of worship, short drive to county beach Great escape from the city life with the best of both worlds....being in... View all property information
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    5 of 5 stars Reviewed 14 August 2014
    My husband and I along with my son and girlfriend stayed at this home for one week in August and loved the location, the convenience into town and the comfort of the home. We were...
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    ₹38,195
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    1 / 30
    5 of 5 stars (2) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Dishwasher
    • Dryer
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    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • x
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    About this property
    Quogue Village Modernist 4BR, 3BR recently renovated in rustic modern style. Huge chef's kitchen boasts 6 burner range, Gaggia espresso, Shun cutlery. Expansive 800sf pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach rights. View all property information
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    5 of 5 stars 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...
    5 of 5 stars Reviewed 31 July 2014
    Ben and Kelcey's home was the perfect escape for our group. It's quiet, very spacious, modern, and has lots of open space and light. The backyard has a large pool, fire pit, two...
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    ₹34,566
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    1 / 68
    Lido Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Children's Pool
    • Dishwasher
    • Dryer
    • Internet Access
    • Ping Pong Table
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    PLEASE SEE HOMEAWAY (LISTING # 323667) AND VRBO FOR OUR 18 5STAR REVIEWS!!! We allow up to 1 more visitor for a total of '12' for additional rental charges. After an 8 year continuous, home renovation, a group of up to 12 can experience this remarkable 3,000 square foot perfectly situated... View all property information
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    ₹636,578
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    1 / 34
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with... View all property information
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    5 of 5 stars Reviewed 11 July 2014
    I stayed last year with my husband, two kids and nanny for two weeks. We had not seen the house before we booked it and we were pleasantly surprised at how beautiful it was with...
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    ₹19,097
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    1 / 8
    5 of 5 stars (1) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    5 of 5 stars Reviewed 15 August 2014
    So comfortable and peaceful! Living a NYC you can get amped up by the tiniest thing... And believe me, I tried to keep working when I got there, but Joe and the other guests got...
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    ₹70,024
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    1 / 20
    Southampton
    4 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Children's Pool
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Southampton House Rental Photos and Description 4 Bedrooms, 3 Bathrooms, Sleeps 10 Newly acquired first time offering, completely renovated designer's home. Minutes to all Southampton's ocean beaches, . Backing onto a preserve, it is 3 miles to the ocean beaches and a mile from the village of... View all property information
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    ₹22,280
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    1 / 17
    4 of 5 stars (1) Very good
    Peconic
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, enjoy the bounty of land and sea, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch... View all property information
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    4 of 5 stars Reviewed 20 November 2014
    Rented the house for the weekend. Miles from wineries and near by towns. House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the...
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    ₹63,658
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    1 / 15
    5 of 5 stars (3) Excellent
    Long Beach
    5 Bedrooms / 4 Bathrooms / Sleeps 11
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the... View all property information
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    5 of 5 stars Reviewed 26 February 2015
    We saw the house before we rented so there were no surprises except the extra little items provided. Our family has rented often before and items like condiments, towels, bed...
    5 of 5 stars Reviewed 16 July 2014
    What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this...
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    ₹25,463
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    1 / 13
    5 of 5 stars (3) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    5 of 5 stars Reviewed 19 September 2014
    As fall rapidly descends upon us urban dwellers, my heart is drawn back to the last glorious summer weekend we spent at Joe's home. The amenities, people, and proximity to that...
    5 of 5 stars Reviewed 21 August 2014
    Even more wonderful than last time, if that's even possible! Beautiful home with positive energy throughout. So many amenities that you'll need to come back a 2nd or 3rd time to...
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    ₹222,802
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    1 / 23
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This one-level modern, stylish light-filled ranch home, 2450 square ft. interior offers an expansive open floor plan - indoor and outdoor spaces for summer living and entertaining. Features 4 well sized bedrooms including master bedroom and bath with oversized Jacuzzi bath-tub, 3 en-suite... View all property information
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    5 of 5 stars Reviewed 16 April 2015
    I had a wonderful experience staying at the East Hampton vacation home. It was very comfortable and accommodated my 7 friends. The furnishings were new and the entire house was...
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    ₹15,851
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    1 / 14
    5 of 5 stars (2) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Overview: Waterfront Water's Edge luxury suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes. Details: Offered by... View all property information
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    5 of 5 stars Reviewed 18 September 2014
    My friends and I really enjoyed our stay here. VERY clean, comfortable and the location was perfect for our visits to the local wineries. The private beach was very clean and we...
    5 of 5 stars Reviewed 9 August 2014
    Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.
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    ₹31,829
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    1 / 18
    Sag Harbor
    3 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Excellent central location in the heart of it all. Two minutes to the village from this handsome two-story light and bright contemporary home situated on a beautifully landscaped half acre property with a free-form heated pool and waterfall, bridge, sauna, bocce ball court, horse shoe pit, and... View all property information
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    ₹286,460
    / Week
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    1 / 16
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    4 bedroom/2 Bath Single Level House with Central Air-Conditioning, located in the beautiful Clearwater Beach community. Rental includes electronic pass to private gated bay beach 2 minutes away. 7 minutes to East Hampton town and 9 minutes to ocean beaches.(East Hampton Main Beach or Amagansett... View all property information
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    5 of 5 stars Reviewed 3 February 2015
    Our family (2 kids, 2 parents, 4 grandparents) have spent our summer holiday here for the past 3 summers and are looking forward to our stay this coming summer. The house is...
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    ₹413,776
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    1 / 16
    5 of 5 stars (1) Excellent
    Southampton
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    LOCATED IN THE VILLAGE OF SOUTHAMPTON PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH Season pass is possible with a signed lease agreement. A NICE SIZE RUSTIC COTTAGE - YOU WILL NOT FEEL CRAMPED!!!! No short stays at this time for Summer Stays View all property information
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    5 of 5 stars Reviewed 30 June 2014
    The house is in a beautiful area that is convenient to everything. I felt safe and comfortable, had a very relaxing experience staying there- and the home owner couldn't be...
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    ₹171,876
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    1 / 18
    5 of 5 stars (3) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful, 2300 sq ft single storey, modern, three bedrooms (3 bathrooms) house in Northwest Woods is set in 4 acres of woodland with large heated pool (44' x 16'). Features include 20 foot vaulted ceilings with oversize windows and skylight, 3 spacious bedrooms with 2 en suite bathrooms and a... View all property information
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    5 of 5 stars Reviewed 11 April 2015
    We stayed there in September but it was still warm enough to go swimming everyday. The pool was our favorite part, especially the evening swims in the candlelight after a grilled...
    5 of 5 stars Reviewed 9 April 2015
    The house is in a great location north of Rt 27 in the Northwest Woods and is an easy drive to mulitiple beaches and the lovey town of East Hampton. The House had everything we...
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    ₹127,316
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    1 / 24
    5 of 5 stars (9) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This well-designed contemporary beach house with three bedrooms and two baths sits on an acre of blissful privacy. This vacation rental is located in East Hampton NW woods, 4 miles from East Hampton Village and 1.5 miles from Sammy's Beach. Close enough to it all, yet removed enough to feel like... View all property information
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    5 of 5 stars Reviewed 26 August 2014
    A fab house and fabulous pool and deck area, in a lovely location. This is the perfect base for a family or friends wishing to explore The Hamptons. We were visiting from the UK...
    5 of 5 stars Reviewed 13 August 2014
    I recently stayed here with a group of friends, and we all loved it. The house is well-kept, clean, and exactly like the pictures. We had everything we needed, and Patricia was...
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    ₹1,591,444
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    1 / 28
    Hampton Bays
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Large swimming pool (43' x 22' free form), private and clean house in the woods with a 10 people outdoor jacuzzi. Complete equipped kitchen, walking distance to the bay and 5 minutes drive to town or the ocean. House inside indulge formal foyer, living room,TV room, work out area, office space... View all property information
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    ₹350,118
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    1 / 123
    5 of 5 stars (3) Excellent
    East Hampton
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    In a quaint seaside village of historic beach homes The Graybarn Cottage is like no other. For 15 years The Mill House Inn has defined luxury accommodations in the Hamptons. Now we cordially invite you to relish in the luxury of a very special home, one designed exclusively with our clients'... View all property information
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    ₹356,484
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    1 / 15
    5 of 5 stars (6) Excellent
    East Hampton
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Accommodations: House - 6 Bedrooms - 3.5 Baths plus outdoor shower - (Sleeps up to 13-14) This house is not available for Prom or Graduation parties. Spacious, sunny new house on 1 secluded acre beautifully decorated and described as 'pristine'. Beautiful pool/very large outdoor Hot Tub/Jacuzzi,... View all property information
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    ₹636,578
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    1 / 25
    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This property is only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000... View all property information
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    ₹47,425
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    1 / 33
    5 of 5 stars (4) Excellent
    Hampton Bays
    7 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    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... View all property information
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    5 of 5 stars Reviewed 24 February 2015
    We had a group of nine women stay here for a sisters getaway. The house is perfect and looks just like the photos. The owner couldn't have been nicer or more helpful. It is...
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    ₹63,658
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    1 / 24
    Southampton
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Four bedroom.three bathroom house with heated pool on a wooded acre in Southampton. Granite kitchen, deck with grill, peaceful gardens and woodland views, very close to the village, ocean and bay. Previously rented by national magazine. View all property information
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    ₹38,195
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    1 / 19
    5 of 5 stars (1) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy Thanksgiving here! Note: Please book early for desired dates (Summer 2014 began booking in October 2013). Beautiful contemporary style three-bedroom home with large bedrooms and brand new modern Kohler baths. Large windows, modern/Art Deco furnishings, new kitchen, new washer and 2... View all property information
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    5 of 5 stars Reviewed 16 July 2014
    lovely home in quiet neighborhood. 20 min car ride to town & Main Beach. beautifully appointed and decorated. very gracious host/owner
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    5 of 5 stars (5) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The house is really great for friends or families. It is very clean and modern with a bright open layout with an indoor/outdoor orientation. There are 3 bedrooms, each with a queen bed and 3 full baths. Two of the bedrooms have en-suite full baths. The 3rd bedroom has a full bath outside in the... View all property information
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    5 of 5 stars Reviewed 18 August 2013
    I just returned from my first stay at Renee's house in East Hampton. I'm fairly new to vacation home rentals, but this house sets the bar high. The cleaning service was just...
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    4.5 of 5 stars (3) Very good
    Hampton Bays
    9 Bedrooms / 3 Bathrooms / Sleeps 18
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    • Air Conditioning
    • Dishwasher
    • Hot Tub
    • Internet Access
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room with fireplace and billiard room , ping pong room and full exercise gym.... View all property information
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    5 of 5 stars (1) Excellent
    Westhampton
    8 Bedrooms / 6 Bathrooms / Sleeps 20
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • ?
    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... View all property information
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    5 of 5 stars Reviewed 11 August 2014
    The house was very clean and Mark was an amazing host. He made sure that our stay was the best it could possibly be. He made sure there were enough pool activities and also made...
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    Southampton
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
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    • Fireplace
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    • Housekeeping...
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
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    About this property
    ** HOUSE CANNOT BE USED FOR FILM SHOOTS OR UNRELATED GROUPS OF PEOPLE OF MORE THAN TWO COUPLES. THIS IS NOT A PARTY HOUSE. PLEASE DO NOT REQUEST THIS HOME IF YOUR PURPOSE IS PARTYING WITH A LARGE GROUP OF PEOPLE. WE PREFER FAMILIES WITH CHILDREN.* Contemporary designer home for the well seasoned... View all property information
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    5 of 5 stars (1) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    Family moments and memories are made in peace and solitude, away from the heat and noise. Live softly. The Village of Quogue is just one hour and forty minutes from the Midtown Tunnel, one town east of Westhampton. Quogue is known for a family atmosphere both in the quaint village and on the... View all property information
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    5 of 5 stars Reviewed 3 June 2014
    Our stay at Vince's place was wonderful! Vince was responsive via email and phone and very accommodating regarding our arrival and departure times. The place is located a short...
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    4 of 5 stars (1) Very good
    Shelter Island
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    New for 2011-2012 season. We have just installed Martha Stewart wall to wall carpeting on the entire upper level. The third week of August 2011 we replaced the just 8 year old kitchen with a beautiful new kitchen, including professional level stainless steel side by side refrigerator, a 5 burner... View all property information
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    4 of 5 stars Reviewed 24 March 2015
    My wife and I are very hard to please when it comes to travel and accommodation. However, Shelter Island Hideaway left us wanting more. The pergola, the décor, the pool, the semi...
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    5 of 5 stars (4) Excellent
    Southampton
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton Home. Visit Southampton town village and shops Great restaurants only 3 min away. Centrally located!THE BEACH IS 1 mile away & Coopers beach is 6 min away . Available for weekly stays in season and 2 night min off season. The house... View all property information
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    5 of 5 stars Reviewed 21 September 2014
    Everything about renting this property was easy and everything was as expected. The house is beautiful, clean and very well maintained. The layout is great and all the rooms are...
    5 of 5 stars Reviewed 2 October 2012
    We stayed here for my sister's bachelorette for a weekend getaway in October. 13 girls were able to stay very comfortably. The space was perfect for us (comfortable. spacious...
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    5 of 5 stars (2) Excellent
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful wooded property and private retreat located between the ocean and bay, surrounded by hundreds of acres of nature preserves and marked trails. All seasons-hiking, biking and cross country skiing. Two acres fenced and dog/pet friendly. A 20x40 salt water heated pool and in deck 8 person... View all property information
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    5 of 5 stars Reviewed 27 November 2014
    Beautiful property with plenty of space to relax. The owner was extremely helpful and professional. Also great location as there are many fun things to do close by.
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    Sag Harbor
    7 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
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    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. Drive through private gates to this secluded property with 7 over sized bedrooms; 5 baths. The house is an architect's resort-inspired vacation home. The property sits on a 2+... View all property information
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    1 / 22
    5 of 5 stars (5) Excellent
    Montauk
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Internet Access
    • Private Outdoor...
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • x
    About this property
    *** Please see Summer 2015 (May - October) availability, minimum stay requirements and pricing information at the end of this listing before contacting *** Thinking of spending time in Montauk? Great idea! Enjoy all the East End has to offer from the comfort of a huge, newly renovated 6BR house... View all property information
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    5 of 5 stars Reviewed 6 December 2014
    We rented this house for a week because our son was being married in Montauk. It was perfect for our needs. We were able to accommodate extended family members with enough space...
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    5 of 5 stars (7) Excellent
    Southampton
    7 Bedrooms / 5 Bathrooms / Sleeps 18
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    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral... View all property information
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    5 of 5 stars Reviewed 16 January 2015
    This is a great location for families. Kayaks are available to rent nearby so you can explore the bay shore. You can fish from nearby docks or directly from the backyard and...
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    ₹49,971
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    5 of 5 stars (2) Excellent
    Hampton Bays
    7 Bedrooms / 5 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    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... View all property information
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    5 of 5 stars (1) Excellent
    Bridgehampton
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Be one of the first to rent this newly gut renovated 3 bedroom 2 bath home situated in a private community within 4 minutes of downtown Bridgehampton and 5 minutes to Sag Harbor Village. You could not ask for a better location when visiting the Hamptons. The home has beautiful light and is bright... View all property information
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    1 / 18
    East Quogue
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    This impeccable 5 bedroom/3.5 bath home is located in a private bay community on a beautifully landscaped 1 acre south of the highway. It is a short walk from private bay beach and a 5 minutes drive from the ocean beaches. Renovated in 2011 and tastefully decorated in a contemporary, comfortable... View all property information
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    5 of 5 stars (1) Excellent
    Westhampton Beach
    8 Bedrooms / 7 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    8 bedrooms, 8 baths (6 full, 2 half); sleeps 16. Rock-star type oceanfront house in West Hampton Beach (Dunes), LI., with endless luxury amenities. 2007 construction, 5000 square feet, on nearly 90 feet of oceanfront on prestigious Dune Road (the 600 block, closer to the bridge / town). More... View all property information
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    5 of 5 stars Reviewed 12 August 2011
    The house was clean, well-designed for multiple families, and had up-to-date and well chosen fixtures and finishes. The house well-stocked with sheets, towels, pillows, blankets...
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    ₹63,658
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    5 of 5 stars (1) Excellent
    Sag Harbor
    5 Bedrooms / 3 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    GREAT HOUSE FOR A GATHERING OF FRIENDS OR FAMILY LARGE YARD, 50 FOOT POOL, HOT TUB KITCHEN WITH GRANITE COUNTER TOPS GREAT LIVING ROOM WITH LARGE SCREEN HDTV, GOLD CABLE, WIFI 5+ 2 MORE BEDROOMS SHORT DRIVE/BIKE TO SAG HARBOR VILLAGE OR OCEAN BEACHES. Beds: 4 King Beds, 2 Double... View all property information
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    5 of 5 stars Reviewed 4 October 2014
    Hawk Haven is a wonderful escape, ideal for relaxing away from it all . Wild turkeys and deer gather on the vast lawn in the early evening and it is hard to believe you are right...
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    4.5 of 5 stars (7) Very good
    Westhampton Beach
    7 Bedrooms / 4 Bathrooms / Sleeps 25
    Overview Reviews (7) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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. See our review here: http://thevacationrentalguide.com/westhampton-beach-ny/ The idyllic setting of this spectacular, stately waterfront home in... View all property information
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    3 of 5 stars Reviewed 7 July 2014
    Unfortunately we were misled by the booking agency (Dream Exotic Rentals aka Luxury Lifestyle Management) to believe there were 7 bedrooms and 7 bathrooms. There are in fact 6...
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    5 of 5 stars (4) Excellent
    Fire Island Pines
    1 Bedroom / 4 Bathrooms / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Welcome to Fire Island Pines Retreat. We are a gay guesthouse on Fire Island Pines, a gay community off the coast of Long Island. We pride ourselves on offering extremely comfortable accommodations at reasonable prices, and look forward to welcoming you to Fire Island Pines. Our home is very... View all property information
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    5 of 5 stars Reviewed 17 August 2014
    I booked the Fire Island Pines retreat at the last minute as I was looking for a nice private room on a busy holiday weekend in the Pines, and wanted nice accommodations, some...
    5 of 5 stars Reviewed 3 August 2014
    Stunning Fire Island hideaway that is steps from the beach. Beautiful landscaping throughout the property, 360 degree views from the spacious roof deck, and a super friendly owner...
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    Sagaponack
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
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    1 / 38
    5 of 5 stars (1) Excellent
    Westhampton
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
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    • Elder access
    • x
    • ?
    About this property
    Dating back to 1890, this historic home exudes vintage charm as well as providing all the contemporary conveniences required for a memorable wedding day or family gathering. Noteworthy original features include vaulted ceilings, wide plank oak floors and wood peg beams, while up-to-date amenities... View all property information
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    ₹35,012
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    East Hampton
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    travellers have booked this property
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    6 bedroom, 4 bathroom Contemporary. Open floor plan, soaring ceilings; brand new kitchen and dining area. Pool, outdoor shower, hot tub. 5 minutes to beach, village, 7 minutes to Sag Harbor Village. Also available for holidays and special occasions short term. View all property information
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    1 / 34
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Spacious East Hampton vacation home features four large, furnished bedrooms with oversized master and walk-in closet, three full bathrooms with modern hotel finishes, large custom kitchen with stainless steel and paneled appliances, sunny family/living room with working fireplace, wireless... View all property information
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    ₹38,195
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    1 / 2
    Southampton
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Farmhouse style house in the Village of Southampton within walking distance to train station, railway station, downtown, and bicycle to the beach. House has 2 1/2 bedrooms, 2 1/2 baths, heated swimming pool. NO GROUP Rentals single family only!!!!!!!!!! House only available for a monthly rental... View all property information
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    1 / 8
    Westhampton
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Classic historic colonial with five bedrooms and five en suite bathrooms (five full bathrooms, one powder room, one outdoor shower), on mature lush grounds south of the Montauk Highway, close to the water in Westhampton. The heated gunite SALT WATER POOL is very kind to the skin and eyes of the... View all property information
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