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Sagaponack Holiday Rentals

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    Don't let other travellers get your favourite Sagaponack area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 145 Rentals in Sagaponack
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    Sagaponack
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Sagaponack
    7 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    The following rentals are within 10 kilometres of Sagaponack.
    Hip & Stylish East Hampton Getaway1 / 24
    (14)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Relaxing East Hampton Summer Getaway1 / 10
    (2)Very good
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    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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    Sag Harbor with water views & perfect sunsets1 / 11
    (8)Very good
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Patio
    • Porch
    • Ocean Views
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    We felt very fortunate to have found this property! We have dear friends nearby who were hosting a birthday celebration and their house was full... our rooms were lovely and we...
    Reviewed 12 July 2017
    Combine a shore-front location with a welcoming inn-keeping couple, a historic house lovingly maintained and furnished in period comfort, and you get Payne House--a...
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    About this property
    This whaling captain's house has been in my family six generations. We offer the original wing of house for weekend rental May through October. One bedroom has a water view, the second bedroom is larger at the front of the house, and they share a dressing room/office. The room at the front of...
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    Location Information
    Sag Harbor, Hamptons 11963
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hampton accommodations  21 / 8
    (3)Very good
    East Hampton
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Washer
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Secure Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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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    Beech Tree Cottage1 / 16
    (5)Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Shared Garden
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    With a full kitchen and living room, outdoor terrace and perfect so-close-you-can-walk-to-town setting, you will be so happy you snagged this spot! I’m picky, and I know what’s...
    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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    A Chef's Dream Kitchen1 / 29
    (1)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    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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    East Hampton Dream House 'Serendipity' - Great Buy1 / 7
    (2)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beachy Keen - East Hampton NY1 / 15
    (2)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/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 4 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 time relaxing by the heated pool or enjoying the nearby beautiful ocean and bay beaches of the Hamptons. This charming air-conditioned home is sited on a privately landscaped half acre property. An open light filled great room floor plan with double height ceiling. Ample decking for lounging...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    East Hampton
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Porch
    • Central Heating
    • Secure Parking
    • Washer
    • Cable/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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    Location Information
    East Hampton, Hamptons 11937
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Sag Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful custom built 2 bedroom home offers authentic charm and elegance from the finishing to the furnishings. It is located in a waterfront community just steps to the Peconic Bay with access to launching your boat! Enjoy the view of the heated pool from a spacious deck overlooking a large...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Elegant Designer Hamptons Retreat in Sag Harbor1 / 28
    (5)Excellent
    Sag Harbor
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/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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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    East Hampton/ Sag Harbor, 8 Acres, Pool, Tennis Ct, Hot tub, Sauna1 / 16
    (1)Excellent
    East Hampton
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Secure Parking
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    This location was just perfect for our family. There was so much to do and enjoy. We were looking for a spot that satisfied my athletic sons, my mellow daughters and our three...
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    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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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a newly renovated bungalow with 2 bedrooms, full living room, eat-in kitchen, closed in and sunny porch, roomie deck with outdoor furniture (in season). It is a 5-10 minute walk to the village, fine restaurants, museums, shops, churches and temple and beach.This is a prime location. The...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Hampton
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Wi-Fi
    • Porch
    • Central Heating
    • Secure Parking
    • Outdoor Dining Area
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny First floor bedroom with a Real comfortable King Size Bed. Refrigerator/Microwave - Closet Space Use of New Back Deck w/private outdoor shower and half bath. Full Bath on Second Floor. Complimentary continental self-serve breakfast included. Free use of in-house bicycles. Flat screen tv...
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    Location Information
    East Hampton, Hamptons 11936
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Sag Harbor designer home, Chef's kitchen & one block from the water1 / 14
    (2)Excellent
    Sag Harbor
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2017
    We loved everything about this place. From the outdoor fire pit to my elderly parents having the time of their lives. Everything was impeccable. We look forward to returning...
    Reviewed 23 March 2017
    Our family enjoyed a great week in Sag Harbor and wonderful accommodations. The house is as advertised, nicely and warmly decorated with beautiful pool and outdoor grounds. The...
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    About this property
    For a truly authentic experience of Sag Harbor, stay at this delightful 5-bedroom, 2-bathroom designer's home with oversized heated pool and ideally situated just 2 blocks from Long Beach . With 2,800-square feet of living space and enough sleeping accommodations for up to 10 guests, this residence...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Serene & Private East Hampton Summer Rental w/pool1 / 19
    (1)Excellent
    East Hampton
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2016
    The owner was attentive and so lovely pointing out the all important designer shoe sale to my daughter and I (yes we did go and get a pair each haha). The house is larger than...
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    About this property
    located only 5 minutes from shops and eateries and 5 minutes to the beach. With a serene setting surrounded by mature trees, this home is a haven for ultimate relaxation and leisure. Enjoy poolside luxury by 20X40 pool in very private yard. Low Allergen Environmentchildren welcomenon smoking...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cottage in the historic district1 / 11
    (1)Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    Great location. Very convenient to town, beaches and attractions. Claudie and Andrew were great hosts
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    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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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Hampton
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming, private, 2 story cottage with outdoor balconies. 'Treehouse' feel with great wooded views. Queen bed, one loft bed, full bath, hardwood floors on second floor. Sitting area, twin bed on first floor with washer/ dryer. Covered balcony with gas fire ring, warm and cozy! Amazon / Netflix...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    East Hampton Village - Walk to Shops, Bike Ocean!1 / 22
    (2)Excellent
    East Hampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious Cape Cod design features four large, exquisitely furnished bedrooms, two full baths, stunning eat-in kitchen, sunny family/living room with fireplace, and separate dining room. A swimming pool, central air-conditioning, and high speed wireless internet access are just some of its...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely home on prime BH North Street, with privacy and lots to do around. Gourmet kitchen with good knives and all clad. Garden is organic with lots of herbs and flowers. There are 3 whirlpool baths. One king. Size bed is sleep number. Owners want you to enjoy!
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    Location Information
    Bridgehampton, Hamptons 11932
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Village Fringe glassy Modern with Pool and Tennis1 / 19
    (1)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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: Please contact us for 2+ week early Bird specials. 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 outdoor shower. The kitchen, the...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking distance to harbor. 10 minutes north to bay beaches, 10 south to downtown East Hampton and ocean beaches. Upside down house with master bedroom and bath, 25x15 room with grand piano and kitchen upstairs, deck; 3 bedrooms and 2 baths downstairs. Light and airy!
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sag Harbor with perfect water view and sunset1 / 14
    (3)Very good
    Sag Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Outdoor Dining Area
    • Ocean Views
    • Secure Parking
    • Air Conditioning
    • Waterfront
    • Porch
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 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 7 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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    Location Information
    Sag Harbor, Hamptons 11963
    Private Room - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    East Hampton/Sag Harbor Village Fringe1 / 26
    (1)Excellent
    Sag Harbor
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    • Parking
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2018
    Always a pleasure second time I have rented this house....Nicole is always attentive to our needs and house is always perfect.....Thank you for a second pleasurable trip.
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    About this property
    This home sits on 2.2 private and gated acres surrounded by nature. Viking kitchen, double sinks, double dishwashers and wine cooler. Six well appointed bedrooms, 3 en-suite. Three fireplaces. Formal living room, den, outdoor den, outdoor living room, formal dining room, covered porch with dining...
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    Location Information
    Sag Harbor, Hamptons 11937
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    The Northwester - near East Hampton Village1 / 12
    (2)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2015
    The Northwester, as this airy and cheery property is known, is a private oasis which feels like home. I only wish I had a kitchen as beautiful as this one! The kitchen, which...
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    About this property
    In its ideal setting in the beautiful Northwest woods, this property combines serenity and close proximity to East Hampton village (two miles). This three bedroom, two bath contemporary, which is sited on two-thirds of an acre, features a bright, light interior with vaulted ceilings, skylights,...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Hampton Classic1 / 22
    (2)Excellent
    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed 28 December 2017
    We had a wonderful time at the house. The facilities were excellent, and John made an extra effort to accommodate our needs for Christmas dinner preparation. We particularly...
    Reviewed 14 October 2017
    My wife and I stayed here for four nights. The house was very nice. The pool was a nice extra; even though we didn't use it. The location was secluded and very serene. John, the...
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    About this property
    Located down a winding drive in the town of East Hampton our four bedroom home was constructed in the classic Hampton's style with cedar shingles and white wood trim. Sited on an acre and a half in the Northwest Woods, beautifully landscaped and private with close to 20 acres of reserve land...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Chic Bridehampton Pristine Designer Home + Free Pool Heating!1 / 20
    (7)Excellent
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
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    Reviewed 14 March 2018
    This house is amazing! We celebrated a girls weekend with 6 people, and it was perfect for us — so spacious, clean, bright and beautiful. Every guest was blown away by the house...
    Reviewed 9 October 2017
    Some friends and I rented this property for a wedding weekend. This is a lovely home with a lot of space to lounge and relax and located nearby the Bridgehampton downtown area.
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    Bridgehampton White House RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and pool heater set to 85 degrees between Memorial Day and Labor Day** OVERVIEW OF HOME: 3 bedrooms 3 bathrooms Finished Basement with...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sag Harbor Village Fringe, Great Location1 / 18
    (1)Excellent
    Sag Harbor
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Reviewed 29 January 2018
    Was very happy with house , I had a wedding in Sag harbor and close proximity to town was perfect. Lovely property just wish it was warm enough to use the pool....
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    About this property
    This property has just gone through a hi-end renovation. It has a beautiful updated Viking kitchen, amazing yard with a 50 ft gunite pool with shallow end 'tanning bed', great for kids and adults alike! There are four bedrooms, 3 full baths in the main house, plus an additional full bath in the...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Bridgehampton Blue House RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and pool heater set to 85 degrees between Memorial Day and Labor Day* PLEASE NOTE THAT THIS HOME IS ON THE MARKET FOR SALE AND IT IS...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Spectacular Water Views & Sunsets in East Hampton1 / 13
    (3)Excellent
    East Hampton
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Sited perfectly on the eastern shore of beautiful Three Mile Harbor in East Hampton, 'Island View' offers sweeping views of the water and a picturesque island in the foreground. Its ideal vantage point offers spectacular sunsets over the harbor. This bright, light, 4 bedroom, 4 1/2 bath vacation...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This stunning contemporary house is set on two private acres in the near Northwest Woods. Bright, white filled with sunlight, this four bedroom, two and a half bath multi-level home has soaring cathedral ceilings on the main level, large king master bedroom suite with private deck, TV, new bath...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Lovely 4 bedroom home backs to preserve and is located just north of the village with an open floor plan and wonderful light and high ceilings throughout. Main floor has guest bedroom and bath, living room with fireplace and double height ceilings, separate dining area and eat-in kitchen, which...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    1900 sq ft.2 story, modern bright, skylights, fire place, 2 flat screen TV, has 2 floors. 3 separate bedrooms,3 queen beds, 1.5 baths, 2 flat screen TV's,wifi, central air. Post modern, large living room, skylights, fireplace, no kitchen access, kitchen is part of the barn cottage separated by 2...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Hampton
    7 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Hot Tub
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    Pet friendly
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    About this property
    Rental Registration #: 17-303 Large contemporary home behind private gates. Every amenity that you will need in this newly purchased and newly decorated 7 bedroom (5 king + 2 queen cashmere hand stitched Shiffman mattresses), 5 1/2 bath (master and jr master suites, 2 whirlpool tubs, 12-way shower...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 22
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    Waterfront Southampton Gem!  Sailboat On Grounds - Travertine patio and Hot Tub1 / 10
    (1)Very good
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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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    Water Mill, Hamptons 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Water Mill
    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    About this property
    This beautiful estate home in Water Mill, New York borders the prestigious Matt Lauer's 40 acre horse farm with distant ocean views. This estate features 7 bedrooms with 7 en suite bathrooms, 2 1/2 baths, two master bedrooms. There are five full masonry fireplaces, pool room, wine room, cigar...
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    Water Mill, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 10
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
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    About this property
    Enchanted Garden setting is the perfect way to describe this Cottage that is walking distance to one of the most Beautiful Private Bay Beaches in the Hamptons! This immaculate home has three Bedrooms & two renovated custom designed bathrooms. You will be surrounded by Hydrangeas and Roses when you...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New Chic Saltwater Dark Bottom Pool with Tanning Ledge! Whisper quiet retreat for all seasons in updated contemporary saltbox in East Hampton's NW Woods. Close to beach and charming EH and Sag Harbor! Rental contract required. RR # 161918 Also has wood burning fireplace and firewood...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Sag Harbor
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a quiet shy 2 acre beautiful parcel adjacent to hundreds of acres of town reserve sits this updated light filled home with sweeping lawn, and reserves on 3 sides for complete privacy. Spacious with 4 bedrooms and 3.5 baths,Two masters with king beds and private baths, two additional bedrooms one...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegantly decorated contemporary on a short, quiet dead-end street. Private setting on 1 acre, with stone patio and large deck overlooking the pool and garden. House is set back from the road and surrounded by trees. Newly renovated house with 3 bedrooms and 2 baths, central air conditioning, and...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    (SUMMER 2018 HAS BEEN FULLY RENTED, SORRY.) Lovely 3 bedroom, 3bath home in ideal location close to town and beaches, with secluded 20X40 heated pool and trilevel decking, edged by reserve and surrounded by greenery. Decking includes gazebo with large dining table, built in barbecue...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bridgehampton South, Village Gem.  Location, Location, Location!1 / 16
    (4)Excellent
    Bridgehampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    The house is really idyllic. It's close enough to everything so you can easily feel part of the action but secluded enough on a tucked away road that you can cocoon yourselves...
    Reviewed 5 March 2018
    Susan’s Bridgehampton home was the absolutely perfect getaway spot for my fiancé and me. This home is a gem. The perfect charmer that’s hard to find among all the ubiquitous...
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    About this property
    Location, location, location!! Centrally-located, south of the highway charmer with easy layout and great vibe. Sun drenched, post modern with vaulted ceilings, oversize windows and exposed beams running throughout house. Expansive great room and open floor plan is fantastic for entertaining,...
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    Location Information
    Bridgehampton, Hamptons 11932
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sag Harbor
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    On a quiet shy acre beautiful parcel sits this updated light filled home in a Development with wide street for walking. With 4 Master Ensuite bedrooms, spacious with 2 masters with king beds and private baths, one with queen bed and private baths and the other with two twin beds and private bath...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    We are happy to offer our wonderful East Hampton Home. It is close to the village and beaches. It sits on two, lush, fenced, private acres. It has a salt water pool, newly renovated kitchen, and many more amenities. Renting now for the 2016 summer season Winter Rental: 3500/month Summer rental...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Water Mill
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    Well appointed 7000 sq. ft. traditional Hamptons home situated on 1.40 acres bordering a 32 acre reserve. 6 bedrooms and 5.5 baths, huge eat in kitchen, formal living and dining rooms, bar and an oversized gunite salt water pool and spa. Center foyer opens to a dining room with butler's pantry,...
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    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    East Hampton Family Retreat with Cottage1 / 41
    (4)Excellent
    East Hampton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2017
    Relaxing weekend. Leanne has very thoughtfully planned out the house, there are grills, gas fire pits, a roof decks. The furniture is very comfortable. The floor plan is great...
    Reviewed 6 August 2015
    The best vacation ever! The main house, the cottage, the pool, the kitchen, the cabana, everything met or exceeded our expectations. The kitchen was stocked with everything...
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    About this property
    Please note: WEEKLY / MONTHLY ONLY IN JULY, AUGUST, THUR LABOR DAY! 3 night minimum for New Year's Eve weekend, and all holiday weekends, Friday to Monday at $800 per night, main house only. (cottage is booked) Please note, hot tub and pool are closed for the winter season. Hot tub reopens...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    East Hampton
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    About this property
    Contemporary architect Bates and Massi built this one of a kind stylish dwelling in the Barnes Landing Area with very private and beautiful beaches. Minimum stay is 1 week, no exceptions House is a 5 minute short walk to the beach and a very short drive to the East Hampton restaurants, groceries...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    East Hampton
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    • Housekeeping Included
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    About this property
    A charming home in East Hampton Village with lush landscaping that includes all the comforts of home. Walk to stores, bike to the beach! Two classic en suite bedrooms, a fully stocked professional kitchen with dining area, central air, laundry, flat screen tv's and wifi inside. Outside dining and...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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