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Homes for Rent near Southampton High School

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  • /21

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 2,568 Sq Ft
    • House for Rent

    31 Widener Ln, Southampton, NY 11968

    Introducing a beautifully updated 3 bed, 2 bath home, quietly nestled on .45 acres. This residence features a spacious living room perfect for relaxation, a modern, well-equipped kitchen, a cozy den/bonus room for added versatility, and brand new baths. The home also includes a beautiful sunroom that opens up to the backyard, where you'll find spacious patio areas, pool with a brand-new liner,

    Agent Photo

    Kelly DiJorio

    Daniel Gale Sothebys Intl Rlty

    (631) 814-2484

    31 Widener Ln, Southampton, NY 11968
  • /26

    $35,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    4 Scrimshaw Dr, Southampton, NY 11968

    Chic and Stunning and 2022 renovation complete! Spend your Summer in one of the Hamptons most popular rentasl. This stylish and light filled home includes 3 levels of finished space, with privacy and also room to gather as a group. Complete with heated gunite pool, an expansive and beautifully landscaped property, tennis and private beach. Centrally located between the Villages of Southampton

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 612-6591

    4 Scrimshaw Dr, Southampton, NY 11968
  • /23

    $25,000 per month

    • 3 Beds
    • 4 Baths
    • 1,620 Sq Ft
    • House for Rent

    42 Towd Point Rd, Southampton, NY 11968

    Stunning Waterfront Retreat with Panoramic Views & Dock AccessWake up to breathtaking water views from every window in this beautifully appointed North Sea Harbor home. Soak in spectacular sunsets to the west from the expansive deck or set off on a paddleboard from the shared dock just steps from your door.This bright and airy home features 3 spacious bedrooms and 4 full baths, including a

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 825-8052

    42 Towd Point Rd, Southampton, NY 11968
  • /37

    $17,500 per month

    • 4 Beds
    • 4.5 Baths
    • 2,591 Sq Ft
    • Townhouse for Rent

    8 Magnolia Dr Unit 2A, Water Mill, NY 11976

    BE THE FIRST TO RENT-WATERMILL CROSSING - NEW LUXURY TOWNHOMESEverything brand new! Be the first to enjoy! An exciting new community in the heart of Water Mill offering the ultimate in luxury and convenience. Watermill Crossing provides village living with full services and amenities in homes inspired by quintessential Hamptons architecture. Materials and finish's of the highest quality are a

    Agent Photo

    William Wolff

    Douglas Elliman Real Estate

    (631) 438-8455

    8 Magnolia Dr Unit 2A, Water Mill, NY 11976
  • /30

    $30,000 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 to

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 801-7588

    80 Towd Point Rd, Southampton, NY 11968
  • /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
  • /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
  • /23

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    205B Windmill Ln, Southampton, NY 11968

    Located in a private hilltop setting in the heart of Southampton Village, this fully renovated traditional offers 4 bedrooms and 4 baths. Upon entering one has an immediate line of sight, through an expanse of six sliding glass doors, to the beautiful backyard setting with bluestone patio and gunite solar-heated pool, surrounded by 15' tall arborvitae. The main levels offers a marble gourmet

    205B Windmill Ln, Southampton, NY 11968
  • /29

    $6,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • House for Rent

    37 Glenview Dr, Southampton, NY 11968

    Welcome to Your Year-Round Sanctuary in SouthamptonDiscover the perfect blend of modern comfort and classic Hamptons charm in this beautifully updated year-round rental at 37 Glenview Drive. Located on a quiet street, this home offers a tranquil retreat just minutes from the vibrant energy of Southampton Village.Step inside to a bright, open floor plan designed for effortless

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    37 Glenview Dr, Southampton, NY 11968
  • /20

    $200,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    15 Seasons Ln, Southampton, NY 11968

    Spacious and impressive, this 6-bedroom (3 en-suite), 5.5 bath residence on a quiet cul-de-sac features a double height living room with fireplace on a shy half-acre. It is filled with natural light from multiple levels of windows and glass sliders which welcome views of the background and endless blue Southampton skies. Well-planned across 6,200+/- sf (including the lower level), the formal

    15 Seasons Ln, Southampton, NY 11968
  • /37

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    286 Towd Point Rd, Southampton, NY 11968

    Welcome to your tranquil summer haven. Where hiking, biking, kayaking, fishing and stunning water views await. Immerse yourself in the sounds of nature. Just in time for summer. Available now till December 1st completely remodeled new kitchen and bathroom. This home boasts 4 beds and 3 full bathrooms one being a primary suite. Ductless AC Units in all bedrooms and living space and water views

    Linda Jolly Douglas Elliman Real Estate

    286 Towd Point Rd, Southampton, NY 11968
  • /20

    $99,000 per month

    • 8 Beds
    • 12 Baths
    • House for Rent

    229 White St, Southampton, NY 11968

    In the heart of Southampton Village this 9,000+/- sq. ft. beautifully furnished home offers eight bedrooms and ten and one-half baths. Thee 11-foot ceilings allow for ample light throughout the family room, formal dining room, and gourmet eat-in kitchen with breakfast area. The large master suite has its own private office, walk-in closet, and spa-style bathroom. An additional master suite is on

    229 White St, Southampton, NY 11968
  • /23

    $17,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Condo for Rent

    10 Leland Ln Unit 19, Southampton, NY 11968

    Indulge in the epitome of the Hamptons living with this meticulously updated, three-bedroom, three bathroom condo, ideally situated in the vibrant heart of Southampton Village. This exquisite residence offers a seamless blend of contemporary design and timeless elegance. Step inside to discover a world of sophistication where every detail has been thoughtfully curated. The spacious and

    Frances Ventura Licata Ventura Realty Inc

    10 Leland Ln Unit 19, Southampton, NY 11968
  • /10

    $37,500 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    12 Justan Ave, Southampton, NY 11968

    Come now and enjoy the peace and serenity of this lovely waterfront cottage. Minutes from the heart of Southampton Village and both Ocean and Bay beaches. The home offers an open floor plan with the kitchen, dining and living room all sharing 180 degree water views of Little Fresh Pond. The cottage contains both a King and Queen bedroom as well as a newly renovated bathroom. Relax and enjoy the

    12 Justan Ave, Southampton, NY 11968
  • /20

    $350,000 per month

    • 6 Beds
    • 8.5 Baths
    • 10,000 Sq Ft
    • House for Rent

    Unlisted Address

    Southampton oceanfront ESTATE with all the amenities the Hamptons can OfferBeach, pool, basketball, tennis, bocce courtRooftop Terrace, Cabana, Outdoor barbecue, Steam room, Gym, Koi pond, saltwater pool with waterfalls, Beautiful entertainment amenities. Sun, surf, wind, tranquil, exquisite.

    Ron Moschetta RE/MAX Beach West

    Unlisted Address
  • /18

    $50,000 per month

    • 7 Beds
    • 5 Baths
    • House for Rent

    507 Mecox Rd, Water Mill, NY 11976

    This seven bedroom, 4.5 bath farmhouse has it all including spectacular setting with gorgeous gardens, kitchen, living room, separate dining room, pool, guest house and close to the beach. All waiting for your perfect summer enjoyment. [[Rental Registration # RP250541]]

    507 Mecox Rd, Water Mill, NY 11976
  • /45

    $68,000 per month

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

    4 Carriage Ln, Southampton, NY 11968

    Southampton Village! Completely redesigned and newly rebuilt home sits on an expansive .3 acre with spectacular views. This summer retreat has everything you're looking for in Southampton Village. 1 Mile from Main Street, 2 miles to the beach, located in a private cut de sac in the Dunes of Southampton. This coastal chic home features almost 3000 square feet of interior living space plus an

    Patti Pascullo Douglas Elliman Real Estate

    4 Carriage Ln, Southampton, NY 11968
  • /20

    $32,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    53 Windward Way, Southampton, NY 11968

    Welcome to this exquisitely renovated 1,200 SF home in the picturesque Village of Southampton. This charming residence, updated in 2022, offers 3 bedrooms and 3.5 baths, including a newly added powder room in 2024. Upon entry, you're greeted by a spacious living room that seamlessly integrates with the kitchen and dining area, creating an open-concept living space. Elegant white oak flooring runs

    53 Windward Way, Southampton, NY 11968
  • /14

    $3,800 per month

    • 2 Beds
    • 1 Bath
    • 1,956 Sq Ft
    • Apartment for Rent

    81 David Whites Ln, Southampton, NY 11968

    Enjoy the best of year round living in Southampton Village. Conveniently located, this ground floor apartment offers two spacious bedrooms, one full bath, a bright and inviting living room with a gas fireplace and direct access to a private patio, as well as a full kitchen with cozy bar style seating.This apartment is neat and clean offering ample space for relaxing or entertaining. Additional

    Patty Oakley Saunders & Associates

    81 David Whites Ln, Southampton, NY 11968
  • /20

    $30,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    55 Rogers Ave, Southampton, NY 11968

    One would be hard pressed to find a better location for your August vacation that this classic Village home sited on a beautiful deep lot with pool and pool house. Just steps from Main St one has easy access to the beach, the Village shops and wonderful restaurants. This charming 3 bedroom home with a living room, formal dining room, updated galley kitchen with a cozy breakfast area and a large

    55 Rogers Ave, Southampton, NY 11968
  • /30

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 3,448 Sq Ft
    • House for Rent

    59 Wiltshire St, Southampton, NY 11968

    Experience the magic Southampton Village has to offer in this charming Hamptons Designer Retreat. Just minutes from world-class dining, shopping, and some of the most beautiful beaches in the world, Enjoy your vacation in this light-filled three-bedroom, two-bath home, located less than a mile from Southampton Village shops. Nestled in the charming enclave of Southampton Village,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    59 Wiltshire St, Southampton, NY 11968
  • /23

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    29 Beechwood Dr, Southampton, NY 11968

    Newly renovated kitchen, deck and pool area completion date May 1.2023. This is a terrific three bedroom, two bath home with a beautiful stone fireplace and a screened-in porch on part of the back deck. The other part of the deck is in full sun along with the pool. The whole house has been freshly painted, the landscaping has been redone and hardwood floors have been added to the bedrooms.

    29 Beechwood Dr, Southampton, NY 11968
  • /15

    $30,000 per month

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

    101 Noyac Path, Water Mill, NY 11976

    Beautifully renovated 5-bedroom, 3-bath home just 1.5 miles from Water Mill Village, close to beaches, restaurants, and shops. Bright open-concept living area with high ceilings, a gas fireplace, and glass sliders leading to a landscaped backyard with a heated kidney-shaped pool and expansive deck. The modern kitchen features top-of-the-line appliances, and the first-floor primary en-suite

    Lorraine Russo Lorenc Signature Premier Properties

    101 Noyac Path, Water Mill, NY 11976
  • /20

    $37,500 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    53 Meadow Ln, Southampton, NY 11968

    Welcome to 53 Meadow Lane, Southampton, NY, a distinguished rental property offering a quintessential Hamptons experience. This 2,628 square foot residence, located south of the highway, is adjacent to the famed Meadow Club and within close proximity to Coopers Beach and Cryder Beach. This home has never been rented before and is an exceptional opportunity for those seeking to immerse themselves

    53 Meadow Ln, Southampton, NY 11968
  • /14

    $45,000 per month

    • 4 Beds
    • 6 Baths
    • 2,850 Sq Ft
    • House for Rent

    110 Montauk Hwy, Water Mill, NY 11976

    House is available for monthly and yearly rentals. August 2025 is already rented. Short term rentals (2 weeks) are sometimes accommodated.

    Garett Goldberg Elegran LLC

    110 Montauk Hwy, Water Mill, NY 11976
  • /14

    $55,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    21 Dover Ave, Southampton, NY 11968

    Tucked away on a quiet street just moments from Peconic Bay, this charming summer cottage is all about location and laid back comfort. The home features two bedrooms, two baths, a bright and airy family/living room, and a fully equipped kitchen. Centrally located between Sag Harbor and Southampton Village, you're close to top restaurants, farm stands, shops and more. And as a unique bonus:

    21 Dover Ave, Southampton, NY 11968
  • /16

    $25,000 per month

    • 3 Beds
    • 1 Bath
    • 945 Sq Ft
    • House for Rent

    21 Farmstead Ln, Water Mill, NY 11976

    This Water Mill cottage is now available for Summer 2025. In the heart of the Hamptons but surrounded by farm fields sits this adorable Hamptons cottage with a gorgeous in-ground pool. Do you want to be close to everything the Hamptons have to offer but still be in the country? This is the home for you this summer. This home is close to Sag Harbor, Bridgehampton, and Water Mill villages for

    Bridget Terry Compass Greater NY LLC

    21 Farmstead Ln, Water Mill, NY 11976
  • /19

    $195,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    39 Pheasant Close S, Southampton, NY 11968

    Fully outfitted by restoration hardware, interior renovation including grey tone hardwood flooring throughout, brushed nickel hardware on the new solid white interior doors for additional soundproofing, plus an exceptional 20x40 all-white professional kitchen, with Sub-zero refrigerator, double dishwashers, ice maker, wine refrigerator that houses up to 120 bottles, Viking stove with 6 burners,

    39 Pheasant Close S, Southampton, NY 11968
  • /33

    $78,000 per month

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft
    • House for Rent

    4 Albert Ave, Southampton, NY 11968

    Finished your summer in this oasis located on 4+ acres on very private street. This 2019 6,000+ SF house is beautifully built with the finest materials and craftsmanship. A 2-story foyer leads to bright, spacious and open rooms with gorgeous hardwood flooring. A spectacular 1st floor primary suite with a vaulted ceiling includes his/her walk in closets, a designer bath with soaking tub and shower

    sona davidian Compass Greater NY, LLC

    4 Albert Ave, Southampton, NY 11968
  • /10

    $6,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    13 Waters Edge Rd, Southampton, NY 11968

    Lovely home on the water in Fish Cove. Beautifully done kitchen with custom cabinets, large island for entertaining, and new appliances. A light filled first floor with large windows and doors includes a great room for dining, watching TV, sitting by the fireplace, or enjoying the view overlooking the water. Additionally enjoy the convenience of a bedroom, full bath, and laundry. Upstairs is an

    13 Waters Edge Rd, Southampton, NY 11968
  • /24

    $12,000 per month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    83 Kellis Pond Ln, Bridgehampton, NY 11932

    Private Bridgehampton home that is south of the highway and minutes to the village and Mecox or Scott Cameron beaches. Set on over 1 1/2 acres beautifully landscaped property with a gunite pool and spa. The main floor has two bedrooms and a full bath with an eat-in kitchen, an inviting living and dining room and adjoining den that allows access to a large deck and is perfect for entertaining. The

    Mairead Garry Compass Greater NY LLC

    83 Kellis Pond Ln, Bridgehampton, NY 11932
  • /20

    $20,000 per month

    • 7 Beds
    • 5 Baths
    • House for Rent

    50 Culver St, Southampton, NY 11968

    One cannot find a more convenient location than this for your summer rental ! Beautiful shingled traditional in the heart of the village within a block of Lake Agawam Park, the movie theatre, the cultural center and all Southampton Village shopping. Sited on a beautiful south facing property with a sunny Gunite pool and outdoor shower this property is fantastic for lounging by the pool when one

    50 Culver St, Southampton, NY 11968
  • /37

    $150,000 per month

    • 3 Beds
    • 2.5 Baths
    • 3,400 Sq Ft
    • House for Rent

    203 Noyack Rd, Southampton, NY 11968

    Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. Enjoy stunning sunsets at this waterside classic which offers an extra 400 sq. ft. of office space plus +/- 700 sq. ft. barn. This spectacular North Sea Harbor getaway invites indoor/outdoor living with an open floor plan, floor to ceiling glass doors which open to the

    Regina Cigna Douglas Elliman Real Estate

    203 Noyack Rd, Southampton, NY 11968
  • /20

    $40,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    333 Newlight Ln, Bridgehampton, NY 11932

    A Designer Retreat Near Ocean Beaches in Sag Harbor Discover the ultimate Hamptons summer rental just 2.5 miles from Bridgehampton's world-renowned ocean beaches. This South of the Highway luxury vacation home offers a rare blend of historic charm and modern amenities, making it the perfect Bridgehampton rental for your next getaway.Step inside to soaring 28-foot ceilings and an open-concept

    333 Newlight Ln, Bridgehampton, NY 11932
  • /20

    $28,000 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    10 Cedar Ave, Southampton, NY 11968

    This beautiful mid-century modern high ranch is located near bay beaches, restaurants, marinas, and farm stands in Southampton North. The top floor features a primary bedroom and bath, a living room, and a kitchen, all complemented by a wraparound terrace. The ground level includes two guest bedrooms and an additional full bath. The heated inground pool and fenced rear yard with fire pit make

    Robert Florio Daniel Gale Sothebys Intl Rlty

    10 Cedar Ave, Southampton, NY 11968
  • /20

    $52,500 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    12 Balcomie Ln, Southampton, NY 11968

    Welcome to 12 Balcomie Lane, Southampton, New York-a stunning rental property offering a harmonious blend of comfort and elegance. This spacious 3,362 square-foot home features five bedrooms and five bathrooms, ideal for accommodating family and guests. The double-height living room creates an airy ambiance, enhancing the open feel of the house layout. Located minutes from Southampton Village and

    12 Balcomie Ln, Southampton, NY 11968
  • /29

    $150,000 per month

    • 7 Beds
    • 10 Baths
    • 9,909 Sq Ft
    • House for Rent

    150 Water Mill Towd Rd, Water Mill, NY 11976

    Aug 18 to Sept 17 - $150,000 / Aug 18 to Sept 1 - $100,000 / Sept 4 to Sept 17 - $95,000. Escape to Hamptons horse country in this remarkable Water Mill Estate, offering an unparalleled lifestyle with a pool, pool house and tennis court, overlooking open land, polo fields and stables. The custom-built home features an impressive entryway, a great room and living room with fireplaces, formal

    Enzo Morabito Douglas Elliman Real Estate

    150 Water Mill Towd Rd, Water Mill, NY 11976
  • /20

    $22,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    26 Cooper St, Southampton, NY 11968

    In the heart of Southampton Village, an original 1930s cottage, a short distance to restaurants and shops, near ocean beaches - with a fabulous 45' pool. Mid-century interior renovations provide an open floor plan of the kitchen, dining room, and living room with French doors, 2 cozy bedrooms, and a bath with an updated walk-in shower. Bedrooms sleep 4 with an additional queen-size convertible

    26 Cooper St, Southampton, NY 11968
  • /31

    $250,000 per month

    • 9 Beds
    • 8.5 Baths
    • 9,000 Sq Ft
    • House for Rent

    70 Winding Way, Water Mill, NY 11976

    May 19 - July 13 - $250,000 / June $150,000 / July 1 - July 14 - $125,000 Welcome to this stunning 9,000 sq. ft. villa in Southampton, ideally located on a quiet street and tranquil cul-de-sac in Water Mill, overlooking a beautiful vineyard. This luxurious home provides an exceptional lifestyle with 9 bedrooms and 8.5 bathrooms, making it the perfect retreat for those seeking a lavish

    Charisse Chassen Brown Harris Stevens Hamptons

    70 Winding Way, Water Mill, NY 11976
  • /20

    $11,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    43 Highlands Dr, Southampton, NY 11968

    Welcome to 43 Highlands, Southampton, NY-a serene retreat offering 1,531 square feet of comfort and tranquility. This rental property features three bedrooms and two bathrooms, designed for relaxation and rejuvenation. Nestled in a quiet cul-de-sac, the home boasts an expansive deck perfect for outdoor gatherings. Enjoy the heated pool and outdoor shower, ideal for summer days. Unwind in the

    43 Highlands Dr, Southampton, NY 11968

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