124

Houses for Rent near Southampton Montessori School

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  • /7

    $2,950 per month

    • 1 Bed
    • 1 Bath
    • 1,400 Sq Ft
    • House for Rent

    1 Washington Ave E, Hampton Bays, NY 11946

    Beautiful spacious living quarter with nature views from all sides including bay view from kitchen window . large eat in kitchen large living room large family room . Relax on a very private and large patioOff Season 8 Month Rental Term starting Sept 15th to May 15th ..

    Louie Remigio Coldwell Banker American Homes

    1 Washington Ave E, Hampton Bays, NY 11946
  • /20

    $110,000 per month

    • 6 Beds
    • 5 Baths
    • House for Rent

    33 Layton Ave, Southampton, NY 11968

    Perfect traditional home in Southampton Village near shops and Southampton train station. South of the highway, this classically designed family home features 6 bedrooms, including a gracious primary with massive walk-in closet and en-suite bath with radiant heated floor. Main floor includes two bedrooms with en-suite baths, a large main living space with wood burning fireplace, sitting area and

    33 Layton Ave, 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
  • /16

    $95,000 per month

    • 4 Beds
    • 2 Baths
    • House for Rent

    3 Carriage Ln, Southampton, NY 11968

    Best summer ever in Southampton Village. Located in a Village cul de sac convenient to all Southampton Village has to offer, a short distance to ocean beaches, shopping and restaurants. This freshly updated, spotless home boasts an in-ground, fenced-in swimming pool and mahogany deck perfect for your summer fun in the Hamptons. The interior is bright and sunny with a two-story great room

    3 Carriage Ln, Southampton, NY 11968
  • /36

    $9,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • House for Rent

    101 Sebonac Inlet Rd, Southampton, NY 11968

    US Open Ready! This home is a unique and appealing property that will make your summer unforgettable! This charming home showcases four spacious bedrooms and three well-appointed bathrooms, designed with comfort and style in mind. Step inside and be greeted by the expansive living room, complete with a wood-burning stove that adds a cozy touch. The home features an additional sunroom, a perfect

    Viviana Smith Douglas Elliman Real Estate

    101 Sebonac Inlet Rd, Southampton, NY 11968
  • /20

    $65,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    203 Big Fresh Pond Rd, Southampton, NY 11968

    The beautifully renovated home sits on 1.1 acres with wide views of Big Fresh Pond. With 3 bedrooms and 2 full baths this home is perfect for anyone looking for a serene getaway with westerly waterfront views and access to the water on your own private dock for fishing, kayaking, paddle boarding, or canoeing. With a large family room facing a wall of windows straight out to the pond, every

    203 Big Fresh Pond Rd, Southampton, NY 11968
  • /17

    $5,000 per month

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • House for Rent

    Unlisted Address

    Immaculately maintained and perfectly situated, this spacious 3 bedroom, 3 bath Hampton Bays rental is the ideal coastal retreat. Located just one mile from Ponquogue Ocean Beach and only minutes to bay beaches, local restaurants, marinas and shops, the home comfortably accommodates up to 8 guests and features multiple dedicated workstations—perfect for extended stays or working remotely. The

    Maida Srdanovic Compass Greater NY LLC

    Unlisted Address
  • /20

    $130,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    270 Montauk Hwy, Southampton, NY 11968

    Indulge in the ultimate summer getaway at this newly renovated 4,000 sq. ft. masterpiece. Perfectly designed and professionally decorated, this stunning home offers 5 spacious bedrooms, 5.5 elegant baths, and an open-concept living space with hardwood floors throughout. The heart of the home features a gourmet kitchen, a massive media room with a cozy fireplace and a big screen TV, and a

    270 Montauk Hwy, Southampton, NY 11968
  • /20

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 2,739 Sq Ft
    • House for Rent

    72 Bishops Ln, Southampton, NY 11968

    Chic Southampton Village Retreat with Pool Spend your summer in style at this beautifully appointed 4-bedroom, 3-bath home located in the heart of Southampton Village. Just minutes from world-class beaches, dining, and shopping, this home offers the perfect blend of charm, comfort, and convenience. Enter inside to an airy, sunlit interior featuring spacious living areas and a fully equipped

    Angelina Orlando Corcoran

    72 Bishops Ln, Southampton, NY 11968
  • /20

    $140,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    35 Toylsome Ln, Southampton, NY 11968

    Southampton Village Estate Section rental, steps to the Village and the Ocean, convenient location for all. This home has 6 bedrooms (3) are ensuites including bedroom over the garage with a private entrance. Four and a half bathrooms. Open kitchen plenty of entertaining spaces. Central air conditioning. Heated gunite pool surrounded by bluestone, mature plantings all around the manicured

    35 Toylsome Ln, Southampton, NY 11968
  • /24

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,212 Sq Ft
    • House for Rent

    6 Lynn Ct, Hampton Bays, NY 11946

    Cedar Shingle Cottage on Private Road that has bayfront access at the end of the street. Aprox. 2 miles to Ocean Beach. Home features vaulted ceilingopen living room/dining area. Granite Countertop Kitchen with Stainless Appliances. Primary Bedroom Suite with Primary Full Bath. Second bedroom & hallway full bath. Den/with slider to Sundeck. Outdoor Shower. Private Backyard.. Available

    Franklin Butz South Fork Realty

    6 Lynn Ct, Hampton Bays, NY 11946
  • /16

    $125,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    40 Hills Station Rd, Southampton, NY 11968

    This immaculate Southampton resort home is now available for rent. You will be be wrapped in a cocoon of luxury. An open double height great room and entertaining area lends itself nicely to intimate gatherings or ones on a larger scale. The sleek Carrera marble kitchen augmented by top of the line Thermador/Miele appliances can handle anything you throw at it. Sleeping quarters are highlighted

    40 Hills Station Rd, Southampton, NY 11968
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    $7,000 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
  • /7

    $17,500 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    314 E Montauk Hwy, Hampton Bays, NY 11946

    Sweeping bay to ocean views await in this newly renovated 3 bedroom, 2 bath cozy cottage. Spacious, light and airy, this property is the ultimate waterfront oasis. All new granite and stainless steel kitchen. Beautifully appointed and charming. [[Rental Registration # RP241314]]

    314 E Montauk Hwy, Hampton Bays, NY 11946
  • /23

    $7,000 per month

    • 4 Beds
    • 4 Baths
    • 1,964 Sq Ft
    • House for Rent

    7 Wards Path, Hampton Bays, NY 11946

    Rental in Hampton Bays – Private 4BR Cedar Shingle Home with Pool & Outdoor Oasis. Spend your summer in style in this beautifully maintained cedar shingle single-family home located in scenic Hampton Bays, New York. This inviting 4-bedroom, 4-bathroom residence offers upscale comfort, modern amenities, and the perfect Hamptons lifestyle just minutes from beaches, dining, and town. The spacious

    John Patrick Douglas Elliman Real Estate

    7 Wards Path, Hampton Bays, NY 11946
  • /20

    $15,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    35 Harris Ln, Southampton, NY 11968

    Located in Historic Conscience Point surrounded by protected preserves, professionally decorated classic Hamptons shingled house, four bedrooms four bathrooms, two fireplaces, two living rooms, kitchen with separate butlers pantry, mature landscaping, heated pool, steps to marina and bay beach, located just 5 minutes to Southampton village, ocean beaches, and to three major golf clubs. Newly

    35 Harris Ln, Southampton, NY 11968
  • /29

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • House for Rent

    3 Debbie Trail, Hampton Bays, NY 11946

    Now available for year round rental on Sep 15th. Welcome to 3 Debbie Trail! Just a quick 5 minute drive to Meschutt Beach in Hampton Bays. This cozy, recently renovated home offers everything you need to enjoy your perfect vacation for the Summer of 2025! This home is located in Squire Wood, and is surrounded by an acre of fenced in backyard. For outdoor entertainment and relaxation, the property

    Viviana Smith Douglas Elliman Real Estate

    3 Debbie Trail, Hampton Bays, NY 11946
  • /20

    $125,000 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
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    $80,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    87 Foster Ave, Hampton Bays, NY 11946

    Ask for exact dates and pricing. Flex Dates available. Ask about off season or extended season rates. This recently renovated beach escape blends modern comfort with classic Hamptons charm. Located just minutes from the Ponquogue Bridge and some of the best ocean beaches and restaurants in Hampton Bays, this 4-bedroom, 3.5-bath rental is made for effortless summer living.Inside,

    Joseph Van Asco Douglas Elliman Real Estate

    87 Foster Ave, Hampton Bays, NY 11946
  • /20

    $125,000 per month

    • 7 Beds
    • 7 Baths
    • House for Rent

    50 Narrow Ln, Southampton, NY 11968

    This beautifully renovated village home sits south of the highway on .50 acres and is the perfect summer rental. Enter this well-appointed home through the charming front porch complete with a pair of rocking chairs. A grand double height entry welcomes you to the first floor. Here you will find a junior primary en suite, a guest/office room, a powder room, a billiard room for the days you want

    50 Narrow Ln, Southampton, NY 11968
  • /18

    $4,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • House for Rent

    20 Canoe Place Rd Unit 8, Hampton Bays, NY 11946

    Outstanding water views! Come watch the leaves change while enjoying this beautifully appointed luxury townhome in a gated community with only 12 units. Condo has primary ensuite with balcony, secondary ensuite, an open concept living area with large balcony, finished lower level with sliders to patio and laundry room. There is also a clubhouse with fitness room and community pool. All this

    Joanna Mincarelli Douglas Elliman Real Estate

    20 Canoe Place Rd Unit 8, Hampton Bays, NY 11946
  • /16

    $145,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    21 Spinnaker Way, Southampton, NY 11968

    Ideally located at the end of a quiet cul-de-sac with other equally impressive homes, this custom-built traditional on .76 acres was constructed and finished to the highest standards. Light and bright living room with wood burning fireplace, a comfortable den, elegant formal dining room, chef's kitchen with spacious dining area, custom cabinetry, and high-end appliances. Lovely primary bedroom

    21 Spinnaker Way, Southampton, NY 11968
  • /34

    $20,000 per month

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

    71 Old Canoe Place Rd, Hampton Bays, NY 11946

    Escape to this newly renovated contemporary home in Shinnecock Hills, just minutes from Southampton and Hampton Bays. Set on 1.6 +/- acres, this private property features a heated pool and hot tub. The open floor plan includes a spacious renovated kitchen, living room with a cozy fireplace, and a Sonos sound system for indoor and outdoor entertainment. The first-floor features a primary bedroom

    Corey Sherman Douglas Elliman Real Estate

    71 Old Canoe Place Rd, Hampton Bays, NY 11946
  • /20

    $160,000 per month

    • 5 Beds
    • 7 Baths
    • House for Rent

    131 Flying Point Rd, Southampton, NY 11968

    Enjoy pool and tennis on almost two acres of supreme privacy with a gated entry south of the highway in Southampton Village with an 8 minute bike ride to Flying Point Beach. Five Bedrooms & 7 Baths with a brand new kitchen & renovated interiors. There is a first-floor guest bedroom with king bed and bath and then 4 additional ensuite bedrooms on the 2nd floor. The home has so many hangout

    131 Flying Point Rd, 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 Ferriola Douglas Elliman Real Estate

    203 Noyack Rd, Southampton, NY 11968
  • /20

    $79,200 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    1A Beatrice Dr, Hampton Bays, NY 11946

    Airy and modern, 1A Beatrice Lane is an award winning mid century gem offering high style minutes from the beach. High ceilings, a 20x40 heated pool , and expansive outdoor living space are highlights of this 3 bedroom ,2 bath home located on a quiet cul de sac just a short distance from the bay. The three bedrooms feature a king with ensuite bath and dressing area, and two guest rooms which

    1A Beatrice Dr, Hampton Bays, NY 11946
  • /5

    $195,000 per month

    • 5 Beds
    • 4.5 Baths
    • 5,055 Sq Ft
    • House for Rent

    52 Sandy Hollow Rd, Southampton, NY 11968

    Welcome to your dream rental in the heart of Southampton! This stunning 5-bedroom, 4.5-bathroom home spans an impressive 5,000 square feet, providing ample space for relaxation and entertainment. With a beautifully heated gunite pool in the backyard, you can enjoy refreshing swims and sun-soaked afternoons right at home. In addition to the spacious living areas, the property features a versatile

    Clare Ambrose Au Dela Real Estate LLC

    52 Sandy Hollow Rd, Southampton, NY 11968
  • /20

    $120,000 per month

    • 6 Beds
    • 4 Baths
    • House for Rent

    445 Hill St, Southampton, NY 11968

    Centrally located close to the heart of Southampton Village and a short distance to ocean beaches, this traditional shingled house with covered front porch sited on over an acre of beautiful landscaping offers both privacy and convenience. The house has 2 levels of comfortable living with privacy and charm. The first level that is comprised of a large living room overlooking the property, a cozy

    445 Hill St, Southampton, NY 11968
  • /31

    $22,000 per month

    • 6 Beds
    • 6.5 Baths
    • 8,627 Sq Ft
    • House for Rent

    233 N Magee St, Southampton, NY 11968

    Step into a home where artistry meets architecture, where light dances across carefully curated designer finishes, and where every space is crafted for inspired living. The Interiors designed by a notable creative mind, this 8,627 square-foot contemporary sanctuary is a rare opportunity to experience luxury as an art form. This six-bedroom, six-and-a-half-bath home is more than just a place

    Priscilla Holloway Douglas Elliman Real Estate

    233 N Magee St, Southampton, NY 11968
  • /20

    $75,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    12 Deer Trail Rd, Southampton, NY 11968

    Exceptionally private, this like-new residence was built in 2018 on 0.99+/- acre. Sited on a cul-de-sac flag lot, the location is sufficiently remote to assure tranquility, yet conveniently equidistant to Southampton Village, Bridgehampton, and Sag Harbor. Enjoy summer to its fullest near Towd Point and Peconic Bay Beaches. Atlantic Ocean beaches are also within proximity. The residence is a

    12 Deer Trail Rd, Southampton, NY 11968
  • /25

    $40,000 per month

    • 6 Beds
    • 7.5 Baths
    • 4,900 Sq Ft
    • House for Rent

    146 Coopers Farm Rd, Southampton, NY 11968

    This stunning Southampton Village residence exudes timeless elegance and charm, starting with a striking double-height foyer that ushers you into a space of effortless sophistication. The open-concept layout features a gourmet kitchen with custom cabinetry and top-of-the-line appliances, a formal dining area, and a spacious living room centered around a cozy fireplace. A first-floor junior master

    Lynne Leahy Nest Seekers International LLC

    146 Coopers Farm Rd, Southampton, NY 11968
  • /20

    $4,600 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    11 Lawrence Ave, Hampton Bays, NY 11946

    Experience the epitome of Hamptons living in this beautifully renovated home, available for summer 2025. Situated on a quarter-acre lot, this 1,587 square foot gem offers three bedrooms and two full baths, perfect for a luxurious summer retreat. The property boasts pristine landscaping, vibrant gardens, and a charming semi-circle driveway that enhances its curb appeal. Step inside to a warm

    11 Lawrence Ave, Hampton Bays, NY 11946
  • /39

    $55,000 per month

    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft
    • House for Rent

    89 Old Canoe Place Rd, Hampton Bays, NY 11946

    Tucked away on a lush, one-acre lot in Shinnecock Hills, this exquisite 6-bedroom, 7.5-bath estate epitomizes luxury living just moments from Southampton Village and the vibrant offerings of Hampton Bays. Surrounded by beautiful Ocean and Bay beaches, the outdoor space is an entertainer’s dream, featuring a heated saltwater gunite pool and a sprawling bluestone patio—ideal for relaxing in the sun

    Maida Srdanovic Compass Greater NY LLC

    89 Old Canoe Place Rd, Hampton Bays, NY 11946
  • /20

    $49,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    33 Lake Dr, Southampton, NY 11968

    What is better than spending your summer on the water in The Hamptons? Nothing! Very Cool two level Contemporary with two bedrooms, two full baths and direct pond front is the most perfect spot for relaxing and recharging. Big Fresh Pond is one of The Hamptons' hidden gems and ideal for swimming, paddle boarding, kayaking and watching the most amazing sunsets. [[Rental Registration # RP240546]]

    33 Lake Dr, Southampton, NY 11968
  • /40

    $275,000 per month

    • 7 Beds
    • 6 Baths
    • 5,000 Sq Ft
    • House for Rent

    124 Willow St, Southampton, NY 11968

    Tucked away in a prime Hamptons location, this beautifully designed home seamlessly blends luxury, comfort, and convenience. Just minutes from the village, shops, and pristine beaches, it offers the perfect escape with every modern amenity.The main floor boasts an open-concept kitchen with an eat-in dining island, a Wolf range, and a wine fridge, flowing into a dining area with seating for ten.

    Joseph Van Asco Douglas Elliman Real Estate

    124 Willow St, Southampton, NY 11968
  • /20

    $150,000 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    199 Shinnecock Hills Rd, Southampton, NY 11968

    Welcome to 199 Shinnecock Hills Road, a distinguished rental property nestled in the heart of Shinnecock hills. This recently renovated home offers a harmonious blend of comfort and style, ideal for those seeking a memorable summer retreat. Spanning 2,270 square feet, this residence boasts five spacious bedrooms and three full bathrooms, providing ample space for relaxation and privacy. Upon

    199 Shinnecock Hills Rd, Southampton, NY 11968
  • /17

    $15,000 per month

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

    5 High Rd, Hampton Bays, NY 11946

    Summer with Breathtaking Bay Views!Bring your kayaks and experience an unforgettable summer getaway in this impeccably-maintained 4-bedroom home with panoramic bay views. Relax in your private owner’s suite, complete with a balcony offering breathtaking daily sunset vistas. The home features an open floor plan with multiple living areas, a dining space, and a pristine chef's kitchen with

    Robert Canberg Nest Seekers International LLC

    5 High Rd, Hampton Bays, NY 11946
  • /10

    $25,000 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
  • /10

    $10,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft
    • House for Rent

    59 Dundee Ln, Southampton, NY 11968

    Enjoy this open three bedroom, two and a half bath rental within very close proximity to Shinnecock Golf Course and others. Less than a ten minute drive to village beaches, restaurants and shops and equally as close to waterfront dining in Hampton Bays. Perfect rental for a golfer's getaway!

    Brittany Arico Compass

    59 Dundee Ln, Southampton, NY 11968
  • /20

    $110,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    13 Deer Ridge Trail, Water Mill, NY 11976

    This amazing Water Mill home with beautiful tree top views offers 5+ bedrooms, 4 bathrooms, double height foyer, large living room with fireplace, dining area, open kitchen, and den. Surrounded by lush landscaping, there are wonderful decks for outdoor entertaining, plus a heated pool and an outdoor hot tub. Located just minutes from Bridgehampton, Southampton, and Sag Harbor villages, this home

    13 Deer Ridge Trail, Water Mill, NY 11976

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