Houses for Rent near Southampton Montessori School

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  $35,000 per month

  • 2 Beds
  • 1 Bath
  • 1,327 Sq Ft
  • House for Rent

  107 Sebonac Rd, Southampton, NY 11968

  Located only 1.3 miles from the iconic Shinnecock Hills Golf Club, this adorable and stylish 2-bedroom, 1-bathroom home is the ideal rental for the 2026 Shinnecock Open—or simply a relaxing Southampton escape.The interior features a newly renovated kitchen with stainless steel appliances, a comfortable living room, and both a family and sitting room for added space and flexibility.

  

  Dianne Tupper

  Douglas Elliman Real Estate

  (631) 305-2406

  107 Sebonac Rd, Southampton, NY 11968
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  Explore Southampton Montessori School

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  /30

  $35,000 per month

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  80 Towd Point Rd, Southampton, NY 11968

  Welcome to 80 Towd Point Rd., Southampton! Imagine yourself relaxing on the deck with family and friends, experiencing a serene east end sunset... every night. On picturesque North Sea Harbor with your own dock to fish, kayak, swim or boat. Beautiful 3 bedroom, 2 bath, Eat in Kitchen with stainless appliances, living room, dining room looking out to the harbor, cac, washer/dryer. Escape

  

  Dianne Tupper

  Douglas Elliman Real Estate

  (631) 801-7588

  80 Towd Point Rd, Southampton, NY 11968
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  /23

  $20,000 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  7 Suffolk Rd, Hampton Bays, NY 11946

  Located in the beachy town of Hampton Bays, The main ranch style house has 2 bedrooms, 1 bath, and an open-concept living space, along with washer/dryer and updated modern bathroom. This oversized fenced in yard has mature hedges for privacy and gatherings. Expansive deck area, plenty of parking and an oversized in ground pool with surrounding deck is ideal for summer hosting with family &

  

  Catherine Lattuca

  BERKSHIRE HATHAWAY

  (631) 883-5785

  7 Suffolk Rd, Hampton Bays, NY 11946
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  /35

  $27,000 per month

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • House for Rent

  60 Lynncliff Rd, Hampton Bays, NY 11946

  Welcome to "The Beach House", a chic Hamptons home with every amenity. This three bedroom, two bath, open concept stunner is recently renovated with an urban-chic aesthetic. The gorgeous enclave is private, comfortable and full of natural light. Enjoy morning coffee on the deck, back yard bbqs, soaking in the hot tub or laps in the heated saltwater in-ground pool. Other amenities include an

  

  Deborah Pirro

  Daniel Gale Sothebys Intl Rlty

  (631) 315-8963

  60 Lynncliff Rd, Hampton Bays, NY 11946
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  /20

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • House for Rent

  8 Lovell Rd, Hampton Bays, NY 11946

  Spend your summer in this fully updated ranch just minutes from the beach. Designed with style and ease in mind, this home features a sun-filled living room with fireplace, a striking dining area, and a bright eat-in kitchen with center island and stainless steel appliances.There are three bedrooms, including a private primary suite with its own bath and a second full bathroom for guests.

  

  Kelly DiJorio

  Daniel Gale Sothebys Intl Rlty

  (631) 817-4979

  8 Lovell Rd, Hampton Bays, NY 11946
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  /15

  $78,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  108 Hillcrest Ave, Southampton, NY 11968

  Escape to this beautifully renovated home, ideally located in the picturesque Village of Southampton. Whether you're looking for a seasonal retreat or a year-round haven, 108 Hillcrest Avenue offers a blend of modern comfort, classic charm, and Hamptons living. CONVENIENT VILLAGE LOCATION - Nestled just minutes from Southampton's vibrant Main Street, you'll have effortless access to

  108 Hillcrest Ave, Southampton, NY 11968
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  $300,000 per month

  • 5 Beds
  • 7.5 Baths
  • 5,100 Sq Ft
  • House for Rent

  150 Harvest Ln, Southampton, NY 11968

  Southampton Village Summer Rental - Escape to the Hamptons this summer in this newly renovated, gated custom-built home located in the heart of private Southampton Village. Available July through Labor Day, this stunning residence offers the perfect blend of luxury, comfort, and privacy. Featuring 5 spacious bedrooms, 7 full bathrooms, and 1 half bath, the home showcases impeccable

  Elizabeth Phenis Brown Harris Stevens Hamptons

  150 Harvest Ln, Southampton, NY 11968
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  /17

  $120,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  9 Carriage Ln, Southampton, NY 11968

  Be one of the first to rent and live in this just finished, completely renovated beautiful high end home with pool. Well appointed by interior designer with designer furnishings and high end lighting fixtures and finishes. Lounge besides a stunning pool in the Village of Southampton! Walk to Ocean and Town. Play on 2 Tennis courts in the Dunes Community 3/4 Bedrooms, 3 Full Baths 2000 sqft

  9 Carriage Ln, Southampton, NY 11968
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  /25

  $4,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,613 Sq Ft
  • House for Rent

  5 Bay Woods Dr, Hampton Bays, NY 11946

  This OFF-SEASON SHORT-TERM rental is available from October 15th, 2025 to May 15th, 2026. An exception home in the exclusive community of Baywoods is a short distance to the village, the beaches, the park and shopping. Despite being close to the items mentioned it is located in a quiet neighborhood. With 4 bedrooms, 2 and a half bathrooms, finished basement, 2 car garage and pool this home has

  Russell Rose South Fork Realty

  5 Bay Woods Dr, Hampton Bays, NY 11946
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  /35

  $105,000 per month

  • 6 Beds
  • 6 Baths
  • House for Rent

  117 Fox Hollow Ln, Southampton, NY 11968

  Southampton Village. An exceptional six bedroom traditional home in a beautiful, quiet setting. A spacious living room, formal dining room and entertaining room with vaulted ceilings, island kitchen with breakfast area and sliding doors to custom screen porch. There is a guest quarter wing with separate staircase leading to two private guest bedrooms. A country club yard that is hedged for

  117 Fox Hollow Ln, Southampton, NY 11968
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  /21

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • House for Rent

  77 Hillcrest Ave, Southampton, NY 11968

  Tucked behind lush hedges, this fully updated cottage offers an idyllic blend of charm and modern convenience, just moments from Southampton Village’s shops, restaurants, and world-class beaches.Designed for effortless living, the main floor features an open-concept kitchen, living, and dining area with stainless steel appliances, stone countertops, a gas stove, and exposed shelving.

  Mariana Nunes Compass Greater NY LLC

  77 Hillcrest Ave, Southampton, NY 11968
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  /20

  $19,650 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  40 Missapogue Ct, Southampton, NY 11968

  REMODELED Treasured family home in SOUTHAMPTON with 4 Bedroom, 2 Bathrooms Cape style home located on a quiet cul-de-sac steps away from Big Fresh Pond perfect for swimming, paddle boarding and kayaking and Bike 15 minutes or Drive 5 minutes to Coopers Beach or the Village of Southampton. Great running and biking around the lake. Air Conditioned and fully stocked with linens, kitchen, BBQ and

  40 Missapogue Ct, Southampton, NY 11968
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  /17

  $80,000 per month

  • 5 Beds
  • 3 Baths
  • 2,742 Sq Ft
  • House for Rent

  190a Wakeman Rd, Hampton Bays, NY 11946

  Tucked away on a private flag lot south of the highway, this five-bedroom, three-bathroom residence captures the essence of a Hamptons summer retreat. The main level unfolds with a bright, airy living room and a galley kitchen with stainless steel appliances that connects to the dining area. A generously sized primary suite with walk-in closet and an additional spacious bedroom with a full

  Mariana Nunes Compass Greater NY LLC

  190a Wakeman Rd, Hampton Bays, NY 11946
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  $30,000 per month

  • 7 Beds
  • 5 Baths
  • House for Rent

  43A Old Riverhead Rd E, Hampton Bays, NY 11946

  This is the house for you! With a pool, hot tub, basketball court, sand volleyball court and huge deck you'll never have to leave this Hampton Bays summer retreat. Completing the package is seven bedrooms, five baths, central air-conditioning and digital cable. All set on over an acre of land. [[Rental Registration # RP240133]]

  43A Old Riverhead Rd E, Hampton Bays, NY 11946
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  $20,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,394 Sq Ft
  • House for Rent

  8 Middle Pond Ln, Southampton, NY 11968

  Modern Bayside Masterpiece with Rooftop Oasis in Southampton. Ideally located within seconds of the world renowned Shinnecock Hills Golf Club, this one-of-a-kind, newly constructed four-level modern residence delivers the ultimate Resort-Style living experience in the Hamptons. Perfectly suited to capture panoramic views of the open waters of Shinnecock Bay, and Atlantic Ocean, this striking

  Robert Canberg Nest Seekers International LLC

  8 Middle Pond Ln, Southampton, NY 11968
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  /20

  $30,000 per month

  • 7 Beds
  • 5 Baths
  • House for Rent

  2 Seashell Ln, Hampton Bays, NY 11946

  Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages bustling with charming shops. With a resort atmosphere, Shell House offers a secluded beach setting, having 8 bedrooms and 6 baths. Our state of

  2 Seashell Ln, Hampton Bays, NY 11946
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  /15

  $80,000 per month

  • 4 Beds
  • 5 Baths
  • 2,630 Sq Ft
  • House for Rent

  96 Miller Rd, Southampton, NY 11968

  Located in Southampton Village, you'll find this completely renovated home featuring 2630 square feet of living space. Upon entering you'll find the main living area offers an open floor plan with a dining area, living room, mud room, full bath, and a true gourmet custom kitchen with stainless steel appliances & plenty of room for entertaining. The second floor is complete with two guest bedrooms

  Tim Morabito Compass Greater NY LLC

  96 Miller Rd, Southampton, NY 11968
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  /20

  $155,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  13 Norton Place, Southampton, NY 11968

  Spectacular Sunset views across the water facing the Peconic Bay, Robins Island, and Towd Point, this newly built compound offers the perfect Hamptons vacation. Two legal residences are separated by a gunite pool, and the bay side features a large deck, lawn and a 60' dock. The main house has been stylishly decorated and includes three bedrooms and three and one-half bathrooms. A bright elegant

  13 Norton Place, Southampton, NY 11968
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  $85,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  Unlisted Address

  Shinnecock Hills Relaxed Luxury, Private Beach, Heated PoolThis property is perfectly located for the USGA 2026 US Open to be held at Shinnecock Hills Golf Club, in June of 2026 with the club being approximately 1 mile distance to the event. Experience relaxed luxury in this striking Mid-Century Modern retreat, an architectural beauty designed by Di Cicco Vinci Architects. This residence

  Jennifer McLauchlen James R McLauchlen Real Estate

  Unlisted Address
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  /11

  $22,400 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  13 Norton Place, Southampton, NY 11968

  A charming and cozy two-bedroom cottage is available for winter rental in Southampton, offering a peaceful retreat. The cottage features a warm, inviting great room with comfortable seating around a fireplace. The kitchen is fully equiped, including modern appliances. Both bedrooms are beautifully furnished, with queen-size beds and plenty of natural light. [[Rental Registration # RP240858]]

  13 Norton Place, Southampton, NY 11968
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  $25,000 per month

  • 3 Beds
  • 4 Baths
  • 2,700 Sq Ft
  • House for Rent

  66 School St, Hampton Bays, NY 11946

  Easy Summer Living - Step into the light-filled living room, seamlessly connected to a cozy lounge area by a fireplace—perfect for relaxation after a day in the sun. The kitchen is equipped with stainless steel appliances and opens to a spacious sunroom ideal for morning coffee, reading, or afternoon tea. The primary suite offers a generous walk-in closet and sliding glass doors that lead

  Mariana Nunes Compass Greater NY LLC

  66 School St, Hampton Bays, NY 11946
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  /17

  $60,000 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  710 Montauk Hwy, Water Mill, NY 11976

  Set within the charming village center of Water Mill, this newly renovated and elegantly furnished one-bedroom apartment offers a rare combination of luxury, style, and convenience. The sun-filled open living area showcases new wide-plank hardwood floors, designer lighting, and a thoughtfully integrated kitchen featuring top-tier stainless steel appliances, custom granite countertops, and

  710 Montauk Hwy, Water Mill, NY 11976
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  $135,000 per month

  • 4 Beds
  • 4 Baths
  • 2,036 Sq Ft
  • House for Rent

  138 North Rd, Hampton Bays, NY 11946

  Discover the charm of this contemporary four-bedroom home nestled on nearly one acre of private land. A haven of relaxation awaits, with a heated inground pool and a gazebo adorned with lounge chairs in the expansive backyard. Inside, you'll be greeted by a warm living room featuring cathedral ceilings, hardwood flooring, and a wood-burning fireplace that creates a cozy atmosphere. The main floor

  Rosanne D'Agostino Douglas Elliman Real Estate

  138 North Rd, Hampton Bays, NY 11946
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  /20

  $175,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  20 Underhill Dr, Southampton, NY 11968

  The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton gem. Located within close proximity to breathtaking views of Peconic Bay and Bullhead Beach. The first floor has 2 bedrooms and two baths, one is en suite, a brand new bright white kitchen, dining room and laundry room. Upstairs is a fabulous great room with vaulted ceilings, gas fireplace

  20 Underhill Dr, Southampton, NY 11968
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  $6,700 per month

  • 2 Beds
  • 1 Bath
  • 1,098 Sq Ft
  • House for Rent

  19 John St, Southampton, NY 11968

  In the heart of Southampton Village is this newly renovated classic Hamptons beach cottage. Offering 2 bedrooms and a full bath with an open living/dining area and fully equipped kitchen with island seating. Washer/ Dryer and central air along with a garage complete this charming residence ready for year round living.

  Patty Oakley Saunders & Associates

  19 John St, Southampton, NY 11968
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  /14

  $66,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  20 Bittersweet Ave, Hampton Bays, NY 11946

  Discover the charm of this newly renovated ranch home, where elegance meets comfort. Upon entry, be captivated by the vaulted cathedral ceilings and the seamless open floor plan that flows from front to back. The heart of the home is the open kitchen, adorned with golden oak hardwood flooring, perfect for entertaining. Relax in the family room/den by the cozy wood-burning fireplace. This

  20 Bittersweet Ave, Hampton Bays, NY 11946
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  $25,000 per month

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • House for Rent

  8 Westerly Ct, Hampton Bays, NY 11946

  Located in a quiet cul-de-sac just minutes from ocean and bay beaches, this beautifully appointed home is both a calm sanctuary and a vibrant setting for gatherings and summer fun. The upper level boasts a spacious open living room with fireplace, a dining area that comfortably sits 6, and a fully equipped enclosed island kitchen with additional seating. Off the hall, the primary bedroom has

  Mariana Nunes Compass Greater NY LLC

  8 Westerly Ct, Hampton Bays, NY 11946
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  /20

  $125,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  495 7 Ponds Towd Rd, Water Mill, NY 11976

  Contemporary elegance and charm recently renovated.Nestled in an ultimate location, you'll enjoy easy access to the charm of Southampton Village (3.4 miles), the allure of Bridgehampton (5.6 miles), the quaintness of Sag Harbor (9.1 miles), and the vibrancy of Manhattan (94.3 miles). Despite its secluded feel, this property is perfectly positioned offering unparalleled convenience to the finest

  495 7 Ponds Towd Rd, Water Mill, NY 11976
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  $130,000 per month

  • 4 Beds
  • 5.5 Baths
  • 2,800 Sq Ft
  • House for Rent

  Unlisted Address

  This comfortable 2 story Farmhouse is privately situated on .8 acre property in the Village of Southampton. Features of this 4 bedroom home ( 3 ensuite bedrooms on 2nd floor and1 Bedroom on 1st floor with hall bath) includes recently upgraded eat - in- kitchen, 2 living / sitting rooms with fireplaces & large Smart flat screen televisions, 1st floor office, dining room, outdoor deck and

  Christine Sullivan Witker Brown Harris Stevens Hamptons

  Unlisted Address
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  /20

  $75,000 per month

  • 3 Beds
  • 5 Baths
  • House for Rent

  31 Terry Ct, Southampton, NY 11968

  Welcome to 31 Terry Court, Southampton, a distinguished rental property offering an exceptional living experience in one of the most sought-after locations. This exquisite residence spans 4,132 square feet and is ideally situated south of the highway, providing convenient access to the village beaches and renowned local restaurants. The property features three generously sized ensuite bedrooms,

  31 Terry Ct, Southampton, NY 11968
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  $3,000 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  47A Lynn Ave, Hampton Bays, NY 11946

  Like New Waterview Ranch. One bedroom, office, Living Room, Eat at Kitchen,

  Russell Rose South Fork Realty

  47A Lynn Ave, Hampton Bays, NY 11946
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  /17

  $45,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  37 Andrew Ct, Southampton, NY 11968

  Meticulously kept 3-bed 3-bath like-new townhouse in the popular Courtyards of Southampton community. The airy and bright first floor features a gracious living area centered around a gas fireplace, a large dining area, and a top-of-the-line chef's kitchen with granite counters, breakfast bar, stainless-steel appliances, and a range of chef tools and appliances. Floor-to-ceiling glass doors

  37 Andrew Ct, Southampton, NY 11968
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  $4,100 per month

  • 4 Beds
  • 3 Baths
  • 3,032 Sq Ft
  • House for Rent

  6 Bay Dr, Hampton Bays, NY 11946

  OFFERED AS OFF SEASON RENTAL (NOT YEAR ROUND) - Welcome to 6 Bay Drive in Hampton Bays, a spacious and inviting four bedroom, three bath home offering over 3,000 square feet of living space on nearly half an acre with water access at the end of Bay Drive and a setting that perfectly captures the Hamptons lifestyle. Built in 1997 and well maintained, this residence blends timeless design with

  Thomas Panebianco Realty Connect USA L I Inc

  6 Bay Dr, Hampton Bays, NY 11946
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  /14

  $20,000 per month

  • 7 Beds
  • 5 Baths
  • House for Rent

  5 Mountain Laurel Ln, Southampton, NY 11968

  This fun, family friendly home is situated on a quiet cul-de-sac, minutes to Southampton village. This 3-level home offers a private tennis court, heated pool, half court basketball, outdoor dining, and abundant entertaining spaces. A dramatic double height entry welcomes you to a sun-drenched living room with cathedral ceiling and fireplace. A large open kitchen with eat in area, opens to a

  5 Mountain Laurel Ln, Southampton, NY 11968
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  /15

  $6,000 per month

  • 5 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • House for Rent

  624 Noyack Rd, Southampton, NY 11968

  Exclusive Southampton Escape: A Serene Winter OasisAn exclusive blend of design, tranquility, and location. This unique 4-bedroom, 3-bathroom home is your quintessential winter escape in Southampton. Step into a beautifully designed home where every detail contributes to a sense of calm and luxury. The spacious, open-concept layout is perfect for cozy nights, while the large windows let

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  624 Noyack Rd, Southampton, NY 11968
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  /19

  $100,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  79 Moses Ln, Southampton, NY 11968

  You won't want to leave this special property. The back yard features a 16x32 pool, 30x50 brick patio with pergola. Teak furniture and dining for 8 is your summer living room and dining area. Outdoor kitchen with built in grill plus 2 burner stove, mini fridge, wet bar, ice maker and full bath completes your summer outdoor living experience. House itself has 3 bedrooms, living room with wood

  79 Moses Ln, Southampton, NY 11968
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  /16

  $65,000 per month

  • 5 Beds
  • 5 Baths
  • 4,416 Sq Ft
  • House for Rent

  51 Cheviot Rd, Southampton, NY 11968

  "OH HONEY,STOP THE CAR!" Feast Your Eyes, Luxurious retreat 5 Brm, 5 Bath 4,416 sq ft.Remodeled Newly furnished 2yr ago,Oak floors, family rm, 2 sets French doors & wrap around deck, backyard, Gunite in ground pool (open each May),fire pit, Kitchen w/ S.S appl,bbq. Large din.1st floor: 2 large bdrm, 1st bdrm & shared full bath. 2nd floor primary bdrm 2 walk-in closets, on suite w/ a

  Ann Lopa ANNE LOPA REAL ESTATE

  51 Cheviot Rd, Southampton, NY 11968
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  /17

  $65,000 per month

  • 4 Beds
  • 5 Baths
  • House for Rent

  565 Montauk Hwy, Southampton, NY 11968

  Looking for the perfect getaway? Look no further than this unique retreat nestled in the hills of Shinnecock, just minutes away from Southampton's shops, beaches, and restaurants. This private art-filled home, belonging to a Southampton artist, boasts a spectacular heated saltwater swimming pool and spa, surrounded by a sculpture garden and plenty of decking for outdoor entertainment. The open

  565 Montauk Hwy, Southampton, NY 11968
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  /22

  $33,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • House for Rent

  6 Randall Rd, Southampton, NY 11968

  Discover the ultimate Hamptons getaway at this beautifully maintained cedar shake cottage located at 6 Randall Road in North Sea, one of the area's most coveted hamlets. This stunning 3-bedroom, 2.5-bath vacation rental offers the perfect mix of comfort, style, and privacy-ideal for both short-term and long-term stays. The home features an open-concept living space filled with natural light, with

  Kathleen OConnor Daniel Gale Sothebys Intl Rlty

  6 Randall Rd, Southampton, NY 11968
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  /19

  $25,000 per month

  • 3 Beds
  • 4 Baths
  • House for Rent

  86 Hildreth St, Southampton, NY 11968

  Experience the best of Hamptons living in this newly renovated 3-bedroom, 3.5-bathroom summer rental in Southampton Village. Originally built in 1930 and fully updated in 2024, this elegant home blends classic architecture with modern luxury-perfect for your next Southampton escape. Located just minutes from Coopers Beach-one of the most coveted ocean beaches in the Hamptons-and within close

  86 Hildreth St, Southampton, NY 11968

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