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Vacation Rentals in Bridgehampton, NY and nearby

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    1 / 20
    4.5 of 5 bubbles (2) Very good
    Bridgehampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 13
    Bridgehampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 22
    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 16
    Bridgehampton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This spacious, renovated 5-bedroom, 4-bath home is on a secluded 1/2 acre, with a 200-foot private driveway leading to the wonderful, bright residence. The house backs onto a community reserve, so there is complete privacy in the pool, decks, and backyard. On the main level, there are 4 bedrooms... View all property information
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    Bridgehampton, Hamptons 11932
    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
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    Bridgehampton, Hamptons 11932
    1 / 20
    Bridgehampton
    11 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • x
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    • x
    About this property
    Amenities include all-weather tennis, an oversized 25x55' heated gunite pool, fully finished lower levels in both houses, gracious reception rooms with multiple fireplaces, library, movie theatre, ample staff quarters, wine cellar, sauna, and gym. A very long driveway, gated entry and three car... 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 / 5
    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • ?
    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... View all property information
    Location Information
    Bridgehampton, Hamptons 11936
    1 / 12
    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Balcony
    • Air Conditioning
    • Private Yard
    • Wi-Fi
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. <BR>Perfect for families with children as well as entertaining. Beautiful Bluestone deck and patio.<BR>Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds.... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 17
    Bridgehampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    1 / 15
    Bridgehampton
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • x
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    About this property
    This beautiful villa is 5 bedrooms, 3 bath with a garage, Fantastic pool, and yard, and is just minutes from the town of Bridgehampton, Southampton and the beaches! 1 week villa rental preferred. This beautiful villa is 5 bedrooms, 3 bath with a garage, Fantastic pool, and yard, and is just... View all property information
    Location Information
    Bridgehampton, Hamptons 11968
    1 / 3
    Bridgehampton
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 19
    Bridgehampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 24
    Bridgehampton
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 16
    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • ?
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    • x
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 19
    Bridgehampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 23
    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • ?
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    Bridgehampton, Hamptons 11932
    1 / 11
    Bridgehampton
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 18
    Bridgehampton
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 23
    Bridgehampton
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • ?
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    • x
    Location Information
    Bridgehampton, Hamptons 11932
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    1 / 17
    Bridgehampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Centrally-located, south of the highway charmer with easy layout and all year round cozy feel. Sun drenched, post modern with vaulted ceilings, oversize windows and exposed beams running throughout house. Expansive great room is fantastic for holiday entertaining. 3 bedrooms, 2 full bathrooms... View all property information
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    Bridgehampton, Hamptons 11932
    1 / 24
    Bridgehampton
    5 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • ?
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 24
    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 18
    Bridgehampton
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 12
    Bridgehampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
    • x
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    • x
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 19
    Bridgehampton
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 24
    Bridgehampton
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 7
    Bridgehampton
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • ?
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    • x
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    Bridgehampton, Hamptons 11932
    1 / 11
    Bridgehampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • x
    Location Information
    Bridgehampton, Hamptons 11932

    The following rentals are within 5 miles of Bridgehampton, Long Island, New York.

    1 / 11
    5 of 5 bubbles (3) Excellent
    Sag Harbor
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Porch
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This whaling captain's house has been in my family six generations. We offer the original wing of house for weekend rental May through October. Each bedroom has a water view, and they share a dressing room/office. Enjoy the spacious porch, that includes an eating area and porch swing. if you... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 bubbles Reviewed November 8, 2016
    The situation of the house so close to Sag Harbor was excellent, the scenery lovely, and the hosts obliging in every request. Hope to stay there again sometime.
    5 of 5 bubbles Reviewed July 28, 2016
    This place is beautiful. Amazing views of the water, gorgeous historic house, and probably the most relaxing porch I've ever had the privilege of dozing on. Thank you so much for...
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    1 / 28
    5 of 5 bubbles (4) Excellent
    Sag Harbor
    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
    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 / 21
    5 of 5 bubbles (4) Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
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    • Balcony
    • Terrace
    • Private Yard
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    From its commanding position on Main Street in the heart of Sag Harbor village, this spectacular vintage Victorian is an authentic testament to the history of Sag Harbor. With distinctive architecture and classic styling, the impressive house features the Upstairs Apartment with 2 bedrooms, 1... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    4 of 5 bubbles Reviewed October 18, 2015
    The gingerbread house was well located; at the end of the main street of Sag Harbor. It was small but very pretty and although the stairs are a challenge especially with luggage...
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    1 / 14
    5 of 5 bubbles (2) Excellent
    Sag Harbor
    Private Room, 2 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
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    • Waterfront
    • Secure Parking
    • Outdoor Dining Area
    • Porch
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Historic whaling captains home. We are the sixth generation to live here. It is a quick walk from our house to the village of Sag Harbor, where you will find restaurants, boutiques, antique stores, marinas and much more. If you wish to stay around the house, we have a dock, hammock and the best... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 bubbles Reviewed July 7, 2016
    Ann and Dave offer this lovely, historic home to guests and provide everything needed for a wonderful stay. The porch overlooking the water is heavenly. You really feel like you...
    5 of 5 bubbles Reviewed June 11, 2016
    My family and I (six people) stayed in this lovingly cared for home while attending a wedding. I can truly say that we were delighted with the accomodations and the warm...
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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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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    1 / 19
    Wainscott
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    • Wi-Fi
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 July 19, 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 July 18, 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 / 10
    5 of 5 bubbles (4) Excellent
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    4 of 5 bubbles 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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    1 / 16
    5 of 5 bubbles (1) Excellent
    Sag Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 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 shops...
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    1 / 21
    Sagaponack
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    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 / 28
    Sag Harbor
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Patio
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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 / 10
    4 of 5 bubbles (1) Very good
    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney Bus from Manhattan. New... View all property information
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    Water Mill, Hamptons 11976
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    Water Mill
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • ?
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    • 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
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    Water Mill, Hamptons 11976
    1 / 13
    Sagaponack
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
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    Sagaponack, Hamptons 11962
    1 / 16
    5 of 5 bubbles (1) Excellent
    Sag Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • ?
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    • x
    About this property
    GREAT HOUSE FOR A GATHERING OF FRIENDS OR FAMILY POOL WITH DECKING AND LOUNGE CHAIRS KITCHEN WITH GRANITE COUNTER TOPS, 2 LIVING ROOM AREAS, 2 EATING AREAS, GOLD CABLE, WIFI 6 BEDROOMS SHORT DRIVE TO SAG HARBOR/SOUTHAMPTON VILLAGE OR OCEAN BEACHES. Beds: 4 King Beds, 1 Queen Bed, 4 Twin... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 of 5 bubbles Reviewed October 4, 2014
    Hawk Haven is a wonderful escape, ideal for relaxing away from it all . Wild turkeys and deer gather on the vast lawn in the early evening and it is hard to believe you are right...
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    1 / 8
    Sag Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    NEW CENTRAL AIR CONDITION WITH NEST THAT KEEPS HOUSE KOOL AT ALL TIME .PRICELESS!! All room have the own TV's. All Beds are memory form and super comfortable .house is very clean wit all new linens. 2 ned bathrooms.great home feeling in a family neighborhood. you can walk or walk into town main st... View all property information
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    Sag Harbor, Hamptons 11963
    1 / 11
    Sag Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
    • ?
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    • x
    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... View all property information
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    Sag Harbor, Hamptons 11963
    1 / 24
    Sag Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Escape from reality in this charming 2-bed, 2-bath Sag Harbor house, which sleeps up to 6. Located just minutes from a private beach, restaurants and shopping, this darling abode is the ideal destination for those looking to explore the Hamptons! You’ll know you made the right choice upon arrival... View all property information
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    Sag Harbor, Hamptons 11963
    1 / 30
    Sag Harbor
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • 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
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    Sag Harbor, Hamptons 11963
    1 / 19
    Wainscott
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
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    Our home is a great retreat with everything that you need to relax and enjoy your time with family and friends. The spacious interior along with the large outdoor pool and yard area is a great space for entertaining. The home is close to everything… as it is centrally located in the hamlet of... View all property information
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    Wainscott, Hamptons 11975
    1 / 17
    Sag Harbor
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • Ocean Views
    • Waterfront
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Sag Harbor, Hamptons 11963
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