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Cottages in Southampton, NY

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    Travellers to Southampton are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 19
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 stars (1) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Mint-renovated and newly decorated Southampton Village home offers a sunny living room, eat-in chef's kitchen and four bedrooms with two baths. Subzero and Wolf appliances, Waterworks fixtures, Cararra marble throughout. Enjoy the summer in our fully-fenced backyard sitting by the heated Gunite... View all property information
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    Southampton, Hamptons 11968
    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This private and quiet waterfront cottage is the perfect Hamptons retreat for one or two people. A short drive to the ocean beach or Main Street in the village for strolling and dining. Located near Southampton Village, the cottage is convenient for wine tasting excursions, antique hunting,... View all property information
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    Southampton, Hamptons 11968
    1 / 55
    5 of 5 stars (7) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    About this property
    This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral... View all property information
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    Southampton, Hamptons 11968
    1 / 50
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    We had a cancellation so most of August and Labor Day are available. This open-plan house with second floor gallery and home theater in the basement brings the outdoors in. Wrap-around windows and skylights (plus an AC system with a stun button) gives you the best of the Hamptons. Big beautify... View all property information
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    Southampton, Hamptons 11968
    1 / 30
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The remodel of our home was just completed in November of 2013. Located in Exclusive Southampton, NY our house offers a private location and a peaceful neighbourhood. The boating marina, lively village, exclusive golf courses and beaches are all within minutes from our home. Our spacious,... View all property information
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    Southampton, Hamptons 11968
    1 / 26
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    "This home is perfectly located in Southampton. It is a 4 Bedroom and it sleeps 10 people. The house is perfectly located in the heart of the Hamptons and has a large yard that is private and just beautiful. There is a nice HUGE built in Jacuzzi in the yard for you to enjoy as well as a BBQ on a... View all property information
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    Southampton, Hamptons 11968
    1 / 9
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Price: $36,000 (June 15 to Labor Day) $17,000 (June) $18,000 (July) $29,000 (July through Labor Day) $20,000 (August through Labor Day) Neighborhood: Flanders Centrally Located West of Shinnecock Canal. Minimal traffic! Easy access to NYC and airports. Town of Southampton Lovely two-story Cape,... View all property information
    Location Information
    Southampton, Hamptons 11901
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    1 / 12
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Traditional 5 bedroom house on 1.5 acres south on Flying Point Road. Beautiful, mature gardens and heated pool. tons of living space and finished basement.Wood burning fireplace. large family room, library, double living room, two separate wings for sleeping and beautiful patio. gas barbecue.... View all property information
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    Southampton, Hamptons 11968
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The Space Located in Southampton less then a half a mile from the quite beaches of Peconic Bay, this house is also just a 10 minute drive to Sag Harbor or Southampton Villages. Close to ArtHampton (5 mi), Art Market (5 mi) and Hampton Classic Showgrounds (6.5 mi)! The house has 4 bedrooms, three... View all property information
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    Southampton, Hamptons 11968
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Charming 3 bedroom Hampton's beach cottage, with cable and wifi available,private patio and garden. 3 minute walk to beautiful ocean beach, gas grill on patio, outdoor shower, fully equipped, kitchen with dishwasher, and all utensils. washer and dryer, all bed linens and towels, beach chairs and... View all property information
    Location Information
    Southampton, Hamptons 11962
    1 / 30
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Every season is beautiful here, so relax and get away from it all. Situated at the gateway to the Hamptons, the Easterner Motel is located in charming, bucolic Shinnecock Hills, just five miles from Southampton Village and the famous, stunning beaches of Southampton, and beyond, all the way to the... View all property information
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    Southampton, Hamptons 11968
    1 / 10
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area directly off the gourmet kitchen, Situated on a sprawling manicured acre with a 20x40 sparkling swimming pool and directly across the street from the fascinating Peconic Bay with... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 1 week ago
    I have been coming to the house during all seasons for the past 3 years. As an artist I'd like an escape to a place that is inspiring, quite, friendly, and without breaking a...
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    1 / 7
    5 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • x
    About this property
    You can rent this weekly, bi-weekly or full summer season. Summer 2015 weekly rentals start at $7000/week for any weeks in June, $8750/week for any weeks in July and $9200/week for any weeks in August. You can rent for as little as a week in the summer season or monthly or seasonal. In the... View all property information
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    Southampton, Hamptons 11968
    1 / 21
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The perfect Hampton's summer home. With more than 4000 sf, 5 bedrooms and 4.5 baths, this home offers a bright, open floor plan with great room, eat-in-kitchen, library/family room and a full,, finished, walk-out basement great for entertaining. A 20 X 40, heated swimming pool, all weather... View all property information
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    Southampton, Hamptons 11968
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located east of the canal on the beautiful Peconic Bay, over 100 feet of sandy beach, walk down the shore to for food, drinks and entertainment! Beautiful, crystal clear water, 5000 sq ft custom Waterfront “GREEN” House, 5 bedrooms, 5 baths , CAC, hardwood floors, in-ground heated pool, Outdoor... View all property information
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    Southampton, Hamptons 11946
    1 / 11
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Fabulous Bay Front Villa on a private acre in Southampton close to village & Beaches. Beautiful fountain to greet you and your guests to the water front retreat with high end finishes. Vaulted ceilings, Professionally decorated and 6 Bedrooms with 4 1/2 baths with Jetted Tubs & Steam Shower. All... View all property information
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    Southampton, Hamptons 11968
    1 / 13
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
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    • x
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    • x
    About this property
    Getaway to this charming Cottage on the water with spectacular views!! 3 Bedrooms & Baths in the main house with a separate<BR>guest cottage with Bedroom, Kitchen & Bathroom. Heated water front Gunite Pool, Hot Tub, Dock plus Kayaks & Bikes. Close to the village of Southampton, beaches and all the... View all property information
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    Southampton, Hamptons 11968
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    1 / 21
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • ?
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    • x
    About this property
    Close To Village, Golf Courses, Marinas, And Beach! This newly renovated, spectacular, center hall colonial home is just minutes from Southampton Village, the beautiful beaches on the Atlantic Ocean, premium Golf courses, and the North Sea Marinas. Hardwood floors throughout this clean and crisp... View all property information
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    Southampton, Hamptons 11968
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • x
    About this property
    ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE OF THE GREAT PECONIC BAY, with 180 degree views. The newly renovated and newly furnished (indoor as well as out) with all white interior consists of an open kitchen, living and dining area which lead to french doors, opening out to the beachside stone... View all property information
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    Southampton, Hamptons 11968
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Charming four bedroom house south of the highway with great light, good energy, water views, and located five minutes from Cooper's Beach and Southampton Village. Recently renovated open space concept first floor features: updated kitchen with marble counter tops, living room, dining room, full... View all property information
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    Southampton, Hamptons 11968
    1 / 13
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Beautifully gut renovated historic house in the heart of southampton village Be the first to stay in this beautifully renovated historic home. Gorgeous modern finished and decor. 3 bedroom with 3 ensuite bathrooms. and a 4th full bathroom on the main floor living space. This impeccably restored... View all property information
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    Southampton, Hamptons 11968
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • x
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    About this property
    This 3 bedroom waterfront cottage is a perfect family getaway. Located in a small beach community between Southampton and Sag Harbor, it is surrounded by water - from the dining room you look right out onto a serene lake, from the first floor you can see both lake and the bay beach. You are only a... View all property information
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    Southampton, Hamptons 11968
    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Newly Renovated Private Contemporary on 2 Acres of Privacy offers 5 Bedrooms 4 Bathrooms, Heated Pool, Hot Tub and All Weather Tennis Court. Bright and Airy lots of Glass & skylights with Glass doors to beautiful Bluestone patio perfect for Entertaining!<BR>Lush gardens with landscape lighting, i... View all property information
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    Southampton, Hamptons 11968
    1 / 18
    4 Bedrooms, 11 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • x
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    About this property
    THIS SOUTHAMPTON HOME OFFERS PRIVACY, LUXURY ,SERENITY AND IS EXQUISITELY DECORATED ,THIS RENTAL HAS EVERYTHING ONE WOULD ASK FOR AS THE OWNER.I LIVE THERE PART TIME AS WELL AND HAVE GIVEN THE UTMOST ATTENTION TO EVERY DETAIL IN THE HOUSE FOR ONES COMFORTS<BR>THIS HOUSE HAS 4 BEDROOM TWO OF WHICH... View all property information
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    Southampton, Hamptons 11968
    1 / 21
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Large open 2 story unit with all brand new appliances and brand new furniture throughout the condo with a brand new 60" flat screen TV. The condo comes with an extra large master bedroom, and beautiful walk in closet and a nice size master bathroom. The second bedroom comes with a beautiful full... View all property information
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    Southampton, Hamptons 11968
    1 / 38
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Private Indoor Pool
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    • x
    About this property
    Custom Vacation Home set up for family relaxation and fun, with boating and sailing from premises, one mile from world class ocean beach, restaurants and railroad into New York City. We are west of the Shinnecock Canal away from the crowd and traffic in a quiet private neighborhood on private sandy... View all property information
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    Southampton, Hamptons 11946
    1 / 33
    5 of 5 stars (4) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • ?
    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton Home. Visit Southampton town village and shops Great restaurants only 3 min away. Centrally located!THE BEACH IS 1 mile away & Coopers beach is 6 min away . Available for weekly stays in season and 2 night min off season. The house... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 21 September 2014
    Everything about renting this property was easy and everything was as expected. The house is beautiful, clean and very well maintained. The layout is great and all the rooms are...
    5 of 5 stars Reviewed 2 October 2012
    We stayed here for my sister's bachelorette for a weekend getaway in October. 13 girls were able to stay very comfortably. The space was perfect for us (comfortable. spacious...
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    1 / 29
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Enjoy the summer at 147 Warfield Way, part of the Southampton Shores community offering a private community bay beach, marina, 3 tennis courts and playing fields. Convenience couldn't be easier with the Country Deli close by as well. Built by Farrell Building in 2014 this house and property has it... View all property information
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    Southampton, Hamptons 11968
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    Enjoy the best of both worlds! Wake up and take your kayak or stand up paddle board across the street and out in the beautiful N. Sea Harbor & then head into nearby Southampton village for a nice relaxing lunch. Finish the day by soaking in the hot tub with a glass of wine & enjoying the... View all property information
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    Southampton, Hamptons 11968
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Step inside this stylish, recently renovated 3 bedroom, 3 bath Southampton home, and the stage is set for a perfect Hamptons summer vacation. Gorgeously appointed and sun-lit, the open floor plan encompasses a great room with fireplace, a screened three-season dining area, a stunning kitchen with... View all property information
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    Southampton, Hamptons 11968
    1 / 5
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly updated 4 bedroom 2 bathroom house in Sag Harbor ! Stroll to town, restaurants, shops, cafés, Washer/dryer, central heat/AC, wrap around deck, outdoor gas grill, new appliances, 2 queen beds 2 twin beds, high end linens towels ect, plenty of cooking/kitchen utensils, flat screen cable tv,... View all property information
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    Southampton, Hamptons 11968
    1 / 28
    4 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    Welcome to your private Hamptons escape! This immaculate Southampton vacation rental house is sure to provide the perfect vacation spot for your next family getaway. Featuring 4 bedrooms, 5 bathrooms, and enough space to comfortably sleep up to 7 guests, this gorgeous home is a terrific size and... View all property information
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    Southampton, Hamptons 11968
    1 / 32
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Experience the exquisite relaxation of upper Long Island, New York by staying at this luxurious Southampton vacation rental home! With incredible upscale amenities, an alluring private pool, exclusive access to a pristine natural sand beach and close proximity to all the world-class attractions for... View all property information
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    Southampton, Hamptons 11968
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Charming century-old wood-frame and shingled cottage located in a former artists' colony in Southampton, NY, close to beaches, shopping and sight-seeing. Has been well-maintained and steadily upgraded to respond to modern expectations. Tenants may bring a dog. I am looking for seasonal or monthly... View all property information
    Location Information
    Southampton, Hamptons 06880
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    4 Bedrooms, 10 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
    • Patio
    • Children's Pool
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bishops Pond is a new high-end condo development in Southampton Village. The clubhouse offers a pool, fitness center, billiards, outdoor tennis court, and more. This beautiful and comfortable second floor level home located on the far south east corner of the development is exquisitely decorated,... View all property information
    Location Information
    Southampton, Hamptons 11968
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    A wonderful escape from the city! This clean and beautiful home is centrally located just seconds from pristine Shinnecock Bay boasting both sandy and rocky beaches and a few minutes from Southampton town center with great restaurants, activities and public beaches. This serene oasis in the... View all property information
    Location Information
    Southampton, Hamptons 11968
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Grill
    • Balcony
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    4 Bedroom, 2 Bath House in Southampton<BR>Located on a Semi private lot south of the highway. Interior of the house has hardwood floors throughout and main living area has an open design with double high ceilings and large skylight. First floor living area includes 3 bedrooms, bathroom, kitchen... View all property information
    Location Information
    Southampton, Hamptons 11968
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Don't be surprised if you wake in the morning to see a deer or two outside your window as you make your way to the sunroom. This charming, 2 bedroom plus bonus room, 2 full bath and outdoor shower boasts a newly renovated kitchen with high-end appliances, Central Air-Conditioning, newly, refinished... View all property information
    Location Information
    Southampton, Hamptons
    1 / 7
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Sauna
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    waterfront villa estate with;everything!!!!! Beds: 3 King Beds, 2 Queen Beds, 1 Double Bed, 2 Sofa Beds, 1 Crib View all property information
    Location Information
    Southampton, Hamptons 11959
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    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This one has it all! On two acres of private land, boasting 6,500 square-feet of beautiful and elegant interior spaces, decorated by a noted interior designer. There are six en-suite bedrooms (master bedroom pictured), five and one-half baths, a heated oversized 20' x 50' Gunite pool with adjacent... View all property information
    Location Information
    Southampton, Hamptons