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Bridgehampton Vacation Rentals

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    Travellers to Bridgehampton are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 68 Rentals in Bridgehampton
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    Chic Bridehampton Pristine Designer Home + Free Pool Heating!1 / 40
    (10)Excellent
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Bridgehampton Village Beauty1 / 26
    (1)Excellent
    Bridgehampton
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Private Garden
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    • 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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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Bridgehampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New designer furnishings and linens. Separate master suite with Jacuzzi and steam shower. 3 Additional...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Bridgehampton
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • DVD Player
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy furnished country-style farmhouse sleeps ten people comfortably and is minutes to ocean or bay beaches, shopping, and restaurants. The house sits on over an acre of land adjacent to 1,000-acre Long Pond Reserve. Out back is a wooden deck, an in-ground pool, and a pool house. There are 8...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Bridgehampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    60 Lumber Lane This guest cottage is like something out of your favorite fantasy book. With gorgeous, lush, and vibrant surrounding gardens you will find immense relaxation in this picturesque vacation destination right by the shops and restaurants of Bridgehampton. Come enjoy the elegant...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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* 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
    Bridgehampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely Hamptons Cottage. 2BR with w/d on site and plenty of off street parking. Lovely ponds and peaceful environment. Central to accessing all of the Hamptons. Internet, Cable TV, Wifi, contemporary design. New furniture. Full kitchen. Outdoor patio. Lovely landscaping. Nature walks. Enjoy a...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    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
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 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 March 5, 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
    Centrally-located, south of highway charmer w/ easy layout and great vibe. Sun drenched, post modern. Vaulted ceilings, oversize windows and exposed beams running throughout. Expansive great room and open floor plan make for great entertaining – flowing easily out to decks, slate patio and...
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    Bridgehampton, Hamptons 11932
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful sundenched hamptons property recently renovated quiet and private yet centrally located to all ocean and bay beaches, shopping and transportation. Bike to beaches, towns of Bridgehampton and Sag Harbor. Vineyards and farm stands just up the street. Dead end street location great for kids...
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    Bridgehampton, Hamptons 11936
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Housekeeping Included
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A double-height living room welcomes you to a warm and open space with a fireplace and floor to ceiling windows. The main level also features a den, renovated kitchen, dining room with beamed ceilings, and full bathroom. The second floor features a master suite as well as 2 guest bedrooms which...
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    Bridgehampton, Hamptons 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The following rentals are within 10 kilometres of Bridgehampton.
    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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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Chic and Modern Beach retreat with heated Pool1 / 16
    (1)Excellent
    Sag Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2016
    This house has everything you need and is perfectly located. It is not far from Sag Harbour in a quiet area. Close to marina for kayaking and stand up paddle boarding. With...
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    About this property
    Privately situated on a park-like landscaped grounds, this classic 2 story French cottage was completely renovated for modern comfort and indoor/outdoor summer entertainment. This delightful house features an open-plan living room with fireplace, dining room, a gourmet kitchen with stainless...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Beech Tree Cottage1 / 15
    (5)Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Garden
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 2018
    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 August 7, 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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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    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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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney Bus from Manhattan. New...
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    Water Mill, Southampton 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    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 January 25, 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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    Sag Harbor, Hamptons 11937
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Sag Harbor Village Fringe, Great Location1 / 18
    (1)Excellent
    Sag Harbor
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 29, 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
    Noyack
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Parkside Retreat in Noyac This spacious home is here to provide a restful and stress-free vacation! The living area features large windows to let the sun rays in and comfortable sofas strategically placed in front of the flatscreen TV and near the wood-burning fireplace. There are brand new...
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    Noyack, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Wainscott
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your best Hamptons summer in this fabulous house centrally located in Wainscott. There is room for the whole family in this 6 bedroom house, with heated pool, hot tub, and billiard room. Over 3000 square feet of covered and uncovered porches, patios, and decks. Kitchen is outfitted with...
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    Wainscott, Hamptons 11975
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Water Mill
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
    • Hot Tub
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Monthly Rental Only! Exquisite 50 foot driveway, handmade iron gated property, affording total privacy, 2 acres exquisite landscaping, flowers, vegetable garden, 2 waterfalls, gardens, stream, pond, pond beach, 30 x 40 gunite swimming pool with Rose Arbor, fruit orchard, Outdoor Kitchen & BBQ...
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    Water Mill, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Sag Harbor
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
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    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Sagaponack
    7 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Hot Tub
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    • Sauna
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    9 unique acres in the number 1 zip code in American, and backed up again 40 acres of Green belt. My home is one of 3 structures on the property, the Main house, Carriage, and the Cottage. The Main house is 6 bedrooms and the Carriage house is a Master suite with 900sq feet boasting a beautiful...
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    Sagaponack, Hamptons 11962
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 20
    Wainscott
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • DVD Player
    • Washer
    • Patio
    • Porch
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a family of 4. My kids love that I made a tv/playroom next to my kitchen separated from our own TV in the open kitchen/living room space. This house is located in the Best area in the Hamptons. 5 minutes drive from Sag Harbor Main Street, 7 minutes drive to East Hampton Main Street, 15...
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    Wainscott, Hamptons 11975
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Sag Harbor
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
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    • Wi-Fi
    • Grill
    • Patio
    • Washer
    Suitability
    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
    Sag Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning, spacious three bedroom home, with water views from every room, and a heated gunite pool, will be your dream-come-true vacation rental. You will be minutes away from several gorgeous beaches as well as 1 mile from the lively and historic village of Sag Harbor. Decorated to a high...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Sag Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our house is light filled and open. We are a 15 min. walk to town and a 10 min walk to the bay. The neighborhood is quiet yet close to all. We are also a short distance (5 min walk) to the Harbor Market where they have really great coffee and yummy healthy food to eat in or take out. We use...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Water Mill
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the Hamptons- Pet friendly 4 Bedrooms, 4 Bathrooms, Sleeps 8 This cozy getaway is located off of Deerfield Road in Southampton and provides easy access to the towns of Southampton, Sag Harbor, Bridgehampton and Water Mill. It is just a short drive to restaurants, shopping,...
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    Water Mill, Southampton 11976
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Sag Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Stay at our Cozy Beach House located in the village of Sag Harbor. This beautifully renovated, three-bedroom, two-bathroom beach home. This 5-star home comes with 5-star services to match. When booking this home, you are granted access to the incomparable perks of Checkkin, your custom vacation...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Water Mill
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the expansive deck with heated pool. The open floor plan makes this home perfect for entertaining. This home is situated on .75 of an acre of property that backs up to a private...
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    Water Mill, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Water Mill
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Southampton sunny beach luxury 4 bedroom home is ideally located near Southampton Village and area of farm fields, orchards, and wineries, and near to Coopers and Flying Point beaches. The home is set on a spacious property secluded by hedges and wildflower garden. The light filled living...
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    Water Mill, Southampton 11968
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Sag Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Parking
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    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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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sag Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Patio
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Summer rental! 3 bed, 2.5 bath Cape Cod style home with partially finished basement. Backyard oasis with pool, grill and fire pit. Meticulously maintained and lots of sunlight. Open concept kitchen, dining and living room. Master bedroom with king bed and ensuite on first floor with...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Water Mill
    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Sauna
    • Air Conditioning
    • Hot Tub
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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, Southampton 11976
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 10
    Noyack
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious Contemporary with a large living room, TV area, open kitchen with breakfast bar. Sliding glass doors open up to the deck and sunny pool area. Great house for a family and friends group. Centrally located near sag Harbor, Water Mill, Bridgehampton and Southampton. Close to bay beaches and...
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    Noyack, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
    Sag Harbor
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Waterfront
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is one of the most sought after spots in Sag Harbor Village. It's a traditional cedar shingle house on gorgeous waterfront property (with an 80-foot private dock) and couldn't be situated in a better location. The majority of things you would need or would want to do in the area are within a...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Sag Harbor
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Ocean Views
    • Waterfront
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    • Balcony
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful Sag Harbor VillageWaterfront Cottage for Rent 3 bedrooms, 4 queen size beds , 1 1/2 baths, A/C, Screaming Water views, multi level Decks, Private Sand beach, with Kayaks and fire pit. All inclusive utilities, Maid service (weekly) and wonderful clear Water and sandybeach. Grill,...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Water Mill
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Patio
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lower Seven Ponds Haven This charming Water Mill home has been remodeled from top to bottom, showcases a clean and crisp decor and is the ideal location for your next getaway to the Hamptons. The home features a spacious kitchen complete with high-end appliances, perfect for preparing meals. Off...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Sagaponack
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Balcony
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    235 Sprig Tree Path In addition to the new heated pool you'll find two grills and plenty of seating on the large deck of this Sagaponack vacation home. Take in views of this 2.8 acre lot nestled into serene woods. Being the last home on the street, the only traffic you'll encounter is the...
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    Sagaponack, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Noyack
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2892 Deerfield Rd. Tucked away off a private road in the Noyac area of the Hamptons, this architectural gem is sure to deliver the summer vacation you have been waiting for. Quiet and secluded, you’ll find peacefulness and serenity as soon as you wake up and stand on the sunlit balcony overlooking...
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    Noyack, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Noyack
    9 Bedrooms, 11 Bathrooms, Sleeps 32 Quick View
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    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Washer
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful pristine large mansion in Sag Harbor N.Y., is in the heart of the hamptons,set on a private estate compound with Chalet style pool house, heated pool with fiber optic multi colored lighting, Jacuzzi spa with colored waterfalls, tennis court,volleyball court, full court basketball....
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    Location Information
    Noyack, Hamptons 11963
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 32
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    228 Head of Pond Welcome to this charming Water Mill home with its classic Hamptons beach cottage appeal. The feature that will blow you away as soon as you pull into the driveway is the size of this home’s gorgeous backyard. Grown 100% organically for 15 years, this lawn has room for any activity...
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    Water Mill, Southampton 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Water Mill
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • Balcony
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    Pet friendly
    Kid friendly
    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, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Hamptons Lofty Beach Barn - Pet Friendly1 / 30
    (2)Excellent
    Water Mill
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2019
    We have stayed at this property twice. It’s feels like our very own home away from home. We brought two sets of children here and enjoyed our own adult time while the kids...
    Reviewed June 10, 2019
    We booked this house for a family getaway. Amazing property. Very family friendly, plenty of space for the adults and kids to spread out. The house is very well decorated and...
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    About this property
    Lofty beach barn! decorated 3,000sf property with high-end furnishings and pool. Authentic Post and Beam Barn house located in the picturesque town of Water Mill in Southampton, NY. The area is home to the world famous Coopers Beach, Duck Walk Vineyard, Wolffer Estates, Hampton Classic, Water...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Sag Harbor
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Terrace
    • Central Heating
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have remodeled our 2,500 square foot home. It is a bright, airy, inviting space where you can relax outside on the patio or enjoy family and friends inside in one of our many open living spaces. During the day you can drive down to our private beach, play a few holes at the nearby golf course,...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Sag Harbor
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    OPEN HOUSE!! Sunday May 18 One of the last houses in the area with pool AND tennis! MD-LD $60,000 Please call first. Welcome to my paradise! My home has everything you need for a fantastic summer. 6 bedroom/4 bath contemporary home on 10 secluded acres. Heated in ground 20x40 pool, all weather...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Sag Harbor
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed to impress, ‘Sag Summer’ is a beautiful 4-bedroom, 3.5-bathroom vacation rental house that will serve as your next ideal retreat in Sag Harbor. This modern farmhouse-inspired home sleeps up to 8 travelers and boasts 2 master bedrooms and a custom pool. Venture downtown just 5 minutes south...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront: Architectural Gem in Water Mill / The Hamptons Enjoy our stunning home directly on prestigious Mecox Bay in Water Mill. This is a new listing. Exclusive property: A very private and luxurious compound with celebrity neighbors, fantastic views, heated Gunite swimming pool, outdoor...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer in this fully renovated family home, rich with Hamptons history, on a quiet cul-de-sac. This 3-bed, 3-bath home with sparkling full-sized pool was the first on the block, and still sits on 1 full acre of land. 1.1 miles from quaint downtown Southampton where you can enjoy morning espresso,...
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    Location Information
    Water Mill, Southampton 11968
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Sag Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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