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Holiday Rentals with Pools in Bridgehampton, NY

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    1 / 13
    Bridgehampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    Bridgehampton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    1 / 20
    Bridgehampton
    11 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    1 / 19
    Bridgehampton
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • ?
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    • x
    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... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 19
    5 of 5 bubbles (1) Excellent
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Hamptons Tansey (3527240) RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and heating of pool to 85 degrees between Memorial Day and Labor Day. OVERVIEW OF HOME: 3 bedrooms 3 bathrooms Finished Basement with TV... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 22
    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Private Garden
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    • ?
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    • x
    About this property
    This immaculate, newly renovated home is conveniently located on a quiet cul-de-sac walking distance from the center of Bridgehampton Village and and a quick bike ride to the beach. Sleeping quarters consist of 4 bedrooms and 3 full baths. The home has central air conditioning. The master bedroom... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 17
    Bridgehampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    The main house features four bedrooms and four baths, and fantastic chef's kitchen, and large bright living spaces. The guesthouse includes two additional bedrooms and a bath. Expansive open lawns and a heated gunite pool complete the property. The main house features four bedrooms and four baths,... View all property information
    Location Information
    Bridgehampton, Hamptons 11932

    The following rentals are within 10 kilometers of Bridgehampton, Long Island, New York.

    1 / 28
    5 of 5 bubbles (4) Excellent
    Sag Harbor
    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    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... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 16
    5 of 5 bubbles (1) Excellent
    Sag Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • ?
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    • x
    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... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 bubbles Reviewed 4 July 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 shops...
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    1 / 24
    Water Mill
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    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... View all property information
    Location Information
    Water Mill, Hamptons 11976
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    1 / 19
    Wainscott
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Patio
    • Porch
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    Wainscott, Hamptons 11975
    1 / 33
    5 of 5 bubbles (2) Excellent
    Water Mill
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Grill
    • Patio
    • DVD Player
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    • Pet-friendly
    • Child-friendly
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    • x
    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... View all property information
    Location Information
    Water Mill, Hamptons 11976
    5 of 5 bubbles 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 beautiful...
    5 of 5 bubbles Reviewed 18 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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    1 / 21
    Sagaponack
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Hot Tub
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    Welcome to the beautiful and immaculate five bedroom, four bathroom house in Sagaponack, New York.  Centrally located...five minute drive from Sag Harbor, five minute drive from the ocean and our amazing beaches.  Pine hardwood floors, contemporary furnishings with all the latest amenities.  Full... View all property information
    Location Information
    Sagaponack, Hamptons 11962
    1 / 13
    Sagaponack
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
    Location Information
    Sagaponack, Hamptons 11962
    1 / 28
    Sag Harbor
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Patio
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    • Satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Designer's own home boasts every detail. This stylish home has stainless steel chef's kitchen with wine room, breakfast bar and butler's pantry. Dining room with venetian palster walls and modern crystal chandelier. Living room w fireplace and 50" tv. All marble and travertine baths. Master is en... View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 12
    Water Mill
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Grill
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    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    5 bed 4 bath, heated pool, kid and pet friendly 5 bedroom, 4 bath, newly renovated home in Water Mill section of Southampton. Close to town and beaches, heated pool, kids play set, sand box and basketball hoop on close to an acre. Wood burning fireplace, new floors and modern kitchen with... View all property information
    Location Information
    Water Mill, Hamptons 11976
    1 / 18
    Sag Harbor
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Private Outdoor...
    • Washer
    • Grill
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    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 30
    Sag Harbor
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Satellite TV
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    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 10
    Sag Harbor
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    • Air Conditioning
    • Outdoor Dining Area
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located in the quaint historic whaling Village of Sag Harbor, 12 minute walking distance to the center of town, with close proximity to the bay and ocean beaches. This European designer's home totals 5000 sq.ft., the lower level just shy of 1000, sq ft and is the designer's private lower level... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 12
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    Location Information
    Water Mill, Hamptons 11976
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    1 / 5
    Sag Harbor
    5 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful North Haven Minutes from Sag Harbor Village and Ferry to Shelter Island The heart of the Hamptons! Close to Bridgehampton, East Hampton, Southampton, Water Mill, Shelter Island. Walking distance from beaches and town. A park-like 2 acres with a man-made pond is the lush setting for... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 12
    Sag Harbor
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    PHEASANT ESCAPE GUEST SUITE An Accommodation for Particular People. Escape to Nature Without Roughing It. INFANTS and CHILDREN ALWAYS WELCOME. Special Promotion Option A: Stay 2 weekdays and get 25% off the 2nd weeknight. Special Promotion Option B: Stay 3 weekdays and get 50% off the 3rd... View all property information
    Location Information
    Sag Harbor, Hamptons 11932
    1 / 20
    Water Mill
    7 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Sauna
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    • Pet-friendly
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    • ?
    • ?
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    • x
    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... View all property information
    Location Information
    Water Mill, Hamptons 11976
    1 / 24
    Sag Harbor
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    It's like getting a free house! Generous lot bordering golf course has room for a substantial house, pool and tennis court. Presently improved with an easygoing modern home bordering Noyac Golf Club, with updated kitchen and baths, boasting a free-flowing floor plan, opening onto a large deck... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 26
    Sag Harbor
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This home is perfectly located a few blocks from Wollfer Vineyard and blocks away from the town of Sag Harbor. You will have all the privacy you want. Enjoy a beautiful built in pool. The home is clean, stylishly decorated, and close to gorgeous beaches. Work out room, everything! The location... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 9
    Sag Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Minutes from Sag Harbor Village, beaches, and steps to Sag Harbor Cove. This charming 3 bedroom cottage is situated on a quiet dead end street.. Living room with fireplace, family room with hand hewn beams, sunny eat-in-kitchen, wide pine flooring,and CAC. This half acre property has a heated... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 17
    Sag Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Walk in to the view of the sky and bay through the living room. The master suite is its own floor. the house is modern, there are three other bedrooms. Perfect home for a summer vacation. A short ride to Main Street, Sag Harbor, short walk to bay beach. View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    1 / 7
    Sag Harbor
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • x
    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... View all property information
    Location Information
    Sag Harbor, Hamptons 11963