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Holiday Rentals near Bay Street Theatre

Bay Street and Main Street, Sag Harbor, New York 11963
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    Travellers to Sag Harbor are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 74 Rentals in Sag Harbor
    Beech Tree Cottage1 / 16
    (5)Excellent
    0.7 kilometres from Bay Street Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sag Harbor designer home, Chef's kitchen & one block from the water1 / 14
    (2)Excellent
    3.1 kilometres from Bay Street Theatre
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Chic and Modern Beach retreat with heated Pool1 / 16
    (1)Excellent
    4.9 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Elegant Designer Hamptons Retreat in Sag Harbor1 / 28
    (5)Excellent
    3.5 kilometres from Bay Street Theatre
    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
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    East Hampton/Sag Harbor Village Fringe1 / 26
    (1)Excellent
    4.4 kilometres from Bay Street Theatre
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 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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    Sag Harbor, Hamptons
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Sag Harbor Village Fringe, Great Location1 / 18
    (1)Excellent
    3.1 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2.6 kilometres from Bay Street Theatre
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
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    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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Cottage in the historic district1 / 11
    (1)Excellent
    0.8 kilometres from Bay Street Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    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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    Sag Harbor, Hamptons
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.7 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Private Outdoor Pool (Heated)
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    • 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.4 kilometres from Bay Street Theatre
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Grill
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is nestled in a park like setting with a private tree-lined yard. You will have all the privacy you want. Enjoy a beautiful built in pool & jacuzzi. The home is clean, stylishly decorated, and steps away from a gorgeous North Sea bay beach. Visit Southampton or Sag Harbor town only 3 min...
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    Sag Harbor, Hamptons
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4.4 kilometres from Bay Street Theatre
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    1.7 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.2 kilometres from Bay Street Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Bay Street Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    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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    Sag Harbor, Hamptons
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2.2 kilometres from Bay Street Theatre
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.8 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Our beautiful Beach Song Cottage is located in the private beach community in the village of Sag Harbor. Bike or walk to the beach, take an afternoon stroll with a bottle of wine and enjoy the Perfect Sunset. The cottage is fully furnished, beautiful outdoor space to barbecue or have afternoon...
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    Sag Harbor, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.7 kilometres from Bay Street Theatre
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Waterfront
    • Air Conditioning
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    • Housekeeping Included
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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
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    1.6 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Housekeeping Included
    • Grill
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5.6 kilometres from Bay Street Theatre
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    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
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    1.5 kilometres from Bay Street Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.8 kilometres from Bay Street Theatre
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    The New York coast awaits at this Sag Harbor 4-bedroom, 3-bathroom vacation rental house with additional sleeping arrangements with 2 sofa beds in the den - the perfect destination for up to 8 guests! This home boasts one of the best locations with walking access to private beach. Revitalize at...
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    Sag Harbor, Hamptons
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.8 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Balcony
    • Grill
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    • Private Outdoor Pool (Unheated)
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    • Washer
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    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.2 kilometres from Bay Street Theatre
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • Balcony
    • Grill
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    • DVD Player
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your dream vacation awaits at this beautiful English manor on over an acre of private estate, just a two-minute walk from the beach overlooking the bay. Sag Harbor Luxury Estate is the ideal home for your next Hamptons holiday. Come and unwind by the 40-foot heated pool or take a trip to the town...
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    Sag Harbor, Hamptons
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    1.9 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vacation rental cottage in the Sag Harbor area of the Hamptons is a cozy getaway with 3-bedrooms and 2-bathrooms, comfortably accommodating up to 6 guests. Newly renovated throughout, the property upholds the historic beach cottage charm of the Hamptons! Close to North and South Hampton with...
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    Sag Harbor, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.7 kilometres from Bay Street Theatre
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The calm, honest architecture exudes the modern minimalist atmosphere of this elegant 7-bedroom, 6.5-bathroom vacation rental home in Sag Harbor. Up to 14 travelers will have the opportunity to experience a luxurious Hampton lifestyle with featured amenities including an L-shaped pool, private...
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    Sag Harbor, Hamptons
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    1.6 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Village traditional on a quiet village street perfect for family gatherings. Magnificent backyard including a stone patio with fridge, grill, heated gunite pool and beautiful gardens. The park is accessible from our backyard allowing children to enjoy fields and playground and adults to have...
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    Sag Harbor, Hamptons
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.5 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    • Patio
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The feeling of Zen surrounds you as you enter upon this European designer's hideaway..Custom appointments of quality and luxury fill this Hampton's home. Located 12 minutes walk to Main Street of the prestigious Sag Harbor Village....0.4 acres of beautifully manicured totally private lawns with...
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    Sag Harbor, Hamptons
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.1 kilometres from Bay Street Theatre
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Washer
    • Hot Tub
    • Ocean Views
    • Balcony
    • Grill
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hello, This is a wonderful beach house to stay over the summer. It has everything you want in it (Salt Water Pool, Wreck Room, Jacuzzi, Home Theater, Alarm Systems, etc...)! For those who want the best, come here. It has wonderful views of beaches. In under 100 yards, you can be at the best...
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    Sag Harbor, Hamptons
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.7 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no better place for a rejuvenating vacation than the Hamptons! Historically known as a whaling port, and writer’s colony, the charming town of Sag Harbor is an excellent home base for your Hamptons retreat. For a truly authentic experience, stay at this 4-bed, 4-bath ranch-style house,...
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    Sag Harbor, Hamptons
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1.9 kilometres from Bay Street Theatre
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next escape to Sag Harbor and stay at this waterfront 4-bedroom, 2-bathroom vacation rental house. Boasting 1,500 square feet of living space, an expansive deck, private dock, and direct access to the water, this home is perfect for up to 7 guests seeking the perfect small-town escape....
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    Sag Harbor, Hamptons
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Hip & Stylish East Hampton Getaway1 / 48
    (14)Excellent
    7.3 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2017
    My husband and I loved staying here with our two teenage sons. We visited from the UK and spent 4 nights in Manhattan before driving over to the Hamptons. We loved the buzz and...
    Reviewed 6 September 2016
    We loved the house and had a great stay in the Hamptons.The house is in a very quiet and beautiful environment, surrounded by trees, only a 10 minute drive max to East Hampton...
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    About this property
    Minimum two-week stay. 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...
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    East Hampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachy Keen - East Hampton NY1 / 15
    (2)Excellent
    7.3 kilometres from Bay Street Theatre
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • 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 5 August 2016
    Very cute and homey house, great hosts and a good location in the Hamptons. Close to Sag Harbor and East Hampton and close to the water. The pool is really nice and clean and...
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    About this property
    Spend 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Chic Bridehampton Pristine Designer Home + Free Pool Heating!1 / 20
    (8)Excellent
    4.6 kilometres from Bay Street Theatre
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Parking
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2018
    We had a wonderful time at "the white house." It was light, bright, lovely, cheerful, clean and a perfect layout for the five of us - we were able to sleep in and enjoy...
    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...
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    About this property
    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Spacious Home with Pool in Heart of the Hamptons!1 / 33
    (2)Excellent
    7.9 kilometres from Bay Street Theatre
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2016
    All I can say is WOW! Patrick's home is a dream!! Patrick has done an amazing job decorating this home. It was so comfortable inside and out from tasteful furnishings, a...
    Reviewed 19 July 2016
    This has it all, in a Perfect location, convenient to Hamptons shopping, beaches, restaurants, with the quiet of a private retreat. The house has large open rooms for...
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    About this property
    This beautiful home is in a great location, was just renovated and is luxuriously furnished and thoughtfully appointed (including original art, and luxury linens, kitchenware and dishes new for 2016). Perfect for relaxation and entertaining, highlights include: -Large open concept family room...
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    Water Mill, Hamptons
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Beautiful East Hampton Home / Heated Pool / Luxury Sheets and Towels1 / 23
    (4)Excellent
    8.0 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Gorgeous decor throughout this clean and comfortable home in a quiet, peaceful setting. Grounds and pool are beautiful and so relaxing. The gracious owner is super attentive...
    Reviewed 16 August 2015
    July 2015 we stayed one week in this beautiful East Hampton house. The house is very complete, clean and comfortable. It is everything but a standard rental house. You are...
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    About this property
    Beautiful contemporary style 4 Bedroom 3.5 Bath home with large bedrooms and brand new modern Kohler baths. Large windows, modern/Art Deco furnishings, new kitchen, new washer and 2 dryers. Great quality towels, Italian sheets (by Frette) provided. Great beach towels (Jonathan Adler). Large 20x40...
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    East Hampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    East Hampton Classic1 / 22
    (2)Excellent
    6.8 kilometres from Bay Street Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    East Hampton/ Sag Harbor, 8 Acres, Pool, Tennis Ct, Hot tub, Sauna1 / 16
    (1)Excellent
    4.3 kilometres from Bay Street Theatre
    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 31 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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    East Hampton, Hamptons
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bridgehampton Village Beauty1 / 26
    (1)Excellent
    7.8 kilometres from Bay Street Theatre
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2018
    Beautifully decorated and spacious house. The perfect summer getaway! Everything from the pool, to the fireplace outside, and everything else made my stay enjoyable and super...
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    About this property
    Our home is a beautiful and serene oasis in the heart of Bridgehampton Village. A gourmet kitchen, three dining areas, an indoor and outdoor fireplace, four separate sitting and relaxation areas, a pool house with a bar and large screen tv. The house is a place where multiple generations can...
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    Bridgehampton, Hamptons
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    7.5 kilometres from Bay Street Theatre
    7 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Hot Tub
    • Patio
    • Balcony
    • Grill
    • Central Heating
    • DVD Player
    • Washer
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 22
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    The Northwester - near East Hampton Village1 / 12
    (2)Excellent
    7.6 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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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    East Hampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.3 kilometres from Bay Street Theatre
    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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    Bridgehampton, Hamptons
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7.5 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Secure Parking
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    7.3 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    East Hampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.2 kilometres from Bay Street Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Grill
    • DVD Player
    • Washer
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique, romantic beach cottage on the water 11 steps from actual water. Mini waves crash, ocean breezes, amazing water and sunrise views. Windows galore. Experience one of the most memorable getaways you will never forget. Cozy, romantic immaculate new beach cottage, just finished and slept in...
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    Noyack, Hamptons
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    7.7 kilometres from Bay Street Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated with top of the line furniture, this house is close to: world renown Sunset Beach restaurant by famed owner Andre Balazs, Commander Cody's, Marie Eiffel Dockside Market, Mashomack Preserve, Salt Restaurant, Sylvestor Manor, Gardeners Bay country club, Shelter Island Heights, and the...
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    Shelter Island Heights, Shelter Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.0 kilometres from Bay Street Theatre
    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
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    7.4 kilometres from Bay Street Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Central Heating
    • Balcony
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this stylishly decorated contemporary with three bedrooms and two bathrooms, featured in the August 2014 issue of AVENUE BEACH Magazine. The resort-like pool area invites you to relax and enjoy. Located within an easy distance of the villages of East Hampton, Amagansett, Sag Harbor, and...
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    East Hampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5.6 kilometres from Bay Street Theatre
    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5.7 kilometres from Bay Street Theatre
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Bridgehampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6.6 kilometres from Bay Street Theatre
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our downstairs suite features secluded woods views, large bathroom w/ double sinks & over-sized shower, comfortable queen bed, high thread count sheets, secluded woods views, blackout shades, and AC/heat control. The neighborhood is quiet & convenient to “downtown' East Hampton & Sag Harbor. The...
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    Location Information
    East Hampton, Hamptons
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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