102

Homes for Rent near The Hayground School

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  • /26

    $35,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    4 Scrimshaw Dr, Southampton, NY 11968

    Welcome to 4 Scrimshaw Drive, located in the sought-after Whalebone Landing community, where summer feels calm, private, and effortlessly beautiful. Enjoy the private bay beach and tennis courts just moments away, and quick access to the boutiques, restaurants, and harbors of both Southampton and Sag Harbor. Designed for luxury summer living, this home features a heated gunite pool, sun-filled

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 612-6591

    4 Scrimshaw Dr, 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

    $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

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 801-7588

    80 Towd Point Rd, Southampton, NY 11968
  • /26

    $40,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft
    • House for Rent

    1557 Millstone Rd, Sag Harbor, NY 11963

    This privately located home is waiting for you to come and enjoy! Just minutes away from the Village of Sag Harbor, restaurants and the bay beaches, this home features 4 bedrooms, 4.5 baths with an open concept. The main floor offers a primary bedroom with primary bath, a beautiful kitchen, dining and living room, as well as a family room with a fireplace and a powder room. The second floor

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 641-7868

    1557 Millstone Rd, Sag Harbor, NY 11963
  • /17

    $55,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    33 Bay Ave, Sag Harbor, NY 11963

    Pine Neck Beach Cottage, central air, outdoor shower. The open floor plan includes living/dining/kitchen areas with beamed cathedral ceiling, sky lights and ceiling fans, 2 bedrooms, 1.5 baths, laundry room. Primary bedroom has en suite bath with walk-in shower with rain shower head and river stone shower bed, top-of-the-line fixtures. The kitchen has granite counter tops, all new appliances and

    33 Bay Ave, Sag Harbor, NY 11963
  • /20

    $7,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • Property for Rent

    9 Pine Tree Rd, Southampton, NY 11968

    Available: Short-term and Fully Furnished Welcome to 9 Pine Tree Road—a newly reimagined Hamptons retreat set within one of Southampton North’s most coveted waterfront communities, just moments from a private, residents-only beach. This exceptional four-bedroom, two-and-a-half-bath home has been fully transformed through a brand-new designer renovation, offering a refined blend of modern style,

    Brody Lluis R New York

    9 Pine Tree Rd, Southampton, NY 11968
  • /17

    $98,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    474 Water Mill Towd Rd, Southampton, NY 11968

    Spend your summer entertaining or enjoying the tranquility of this over one acre, nicely landscaped three bed, two bath home with pool and spacious pool house/artist studio. on sought-after Water Mill Towd Rd in Southampton. The beautifully landscaped fenced in backyard/pool area has a patio with dining table, plenty of outdoor lounging, grill, and a deck! Relax and entertain in the bright

    474 Water Mill Towd Rd, Southampton, NY 11968
  • /45

    $72,000 per month

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

    4 Carriage Ln, Southampton, NY 11968

    FLEXIBLE WEEKS AVAILABLE! **Just 3 miles from Shinnecock Hills Golf Course. 1 Mile to Main Street. 2 Miles to Beach. Completely redesigned and newly rebuilt, this home sits on an expansive .3 acre with spectacular views 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 outdoor lounge and dining

    Patricia Pascullo Salegna Douglas Elliman Real Estate

    4 Carriage Ln, Southampton, NY 11968
  • /24

    $78,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    34 Middle Line Hwy, Southampton, NY 11968

    Spend your summer entertaining or simply enjoying the tranquility of this nearly one acre, beautifully landscaped three bed, two bath home with private pool and outdoor shower and garage. The fenced in backyard offers a large patio with dining table for all of your summer al fresco needs. Additionally there is an outdoor living room space and grill and the pool is separately fenced in for extra

    34 Middle Line Hwy, Southampton, NY 11968
  • /38

    $84,000 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    3 Meadowgrass Ln, Southampton, NY 11968

    The Ultimate Four-Season Retreat in Southampton Village: 3 Meadowgrass Ln Discover the rare opportunity to secure a home that excels across every season. Located moments from Southampton Village center and world-class Ocean Beaches, this charming cedar-shingled residence at 3 Meadowgrass Ln is available for Summer, Winter, and Year-Round terms. The property offers the quintessential Hamptons

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    3 Meadowgrass Ln, Southampton, NY 11968
  • /22

    $40,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    14 Meadowgrass Ln, Southampton, NY 11968

    Located in Southampton Village, this is the perfect home for the summer months! Immaculately maintained and newly updated, the first floor offers a large open kitchen which has a slider to the private back yard with a fenced pool and hot tub, dining area, a comfy living room with flat screen TV, the primary en-suite bedroom, and an additional guest bedroom and full bath. The second floor has an

    14 Meadowgrass Ln, Southampton, NY 11968
  • /37

    $275,000 per month

    • 9 Beds
    • 12 Baths
    • 6,100 Sq Ft
    • House for Rent

    1552 Deerfield Rd, Water Mill, NY 11976

    Exquisitely designed and move-in ready, this spectacular new-construction modern estate is set on 2.7 gated acres surrounded by open fields in Water Mill. Spanning 9,400± square feet (6,300 above ground plus 3,100 finished lower level), the home blends contemporary architecture with resort-level amenities for the ultimate Hamptons vacation ifestyle. The residence features 9 en-suite bedrooms

    Vanessa Sanmartin William Raveis New York LLC

    1552 Deerfield Rd, Water Mill, NY 11976
  • /35

    $160,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    50 Mecox Bay Ln, Water Mill, NY 11976

    18th century farmhouse embedded in a state-of-the-art family home on 1.4 mature acres. Authentic beamed ceilings, 4 fireplaces, 6 bedrooms, 7.5 bathrooms, formal dining room and den just underwent a meticulous renovation. Large eat-in chef's kitchen with stainless steel appliances. Outside Terraces provide dining area and lounge areas, swim in the oversized new gunite pool or relax in the hot

    50 Mecox Bay Ln, Water Mill, NY 11976
  • /23

    $35,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    10 Leland Ln Unit 19, Southampton, NY 11968

    Southampton Village: Minutes to Beach and Main Street. This Unit features 3 full bedrooms with 2.5 Bathrooms bright Living room, and a Dining room looking over the outdoor patio and the tree-lined view. Furniture and appliances are high-end and new. The unit is steps away from the pool and the tennis-pickle ball courts. This complex offers a wide variety of relaxation and a community feel. First

    Frances Ventura Licata Ventura Realty Inc

    10 Leland Ln Unit 19, Southampton, NY 11968
  • /23

    $39,000 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    83 Laurel Ln, Sag Harbor, NY 11963

    Just outside Sag Harbor Village 83 Laural Lane is a lofty, open concept home overlooking Lily Pond. Features a wonderful deck, fire pit, sunset views in a quiet neighborhood only 5 minutes to the center of Sag Harbor's Main Street. There is also a detached art studio to enjoy yoga or simply retreat to another peaceful space. Only one mile from shopping and restaurants on Main Street. Estia's a

    83 Laurel Ln, Sag Harbor, NY 11963
  • /20

    $40,000 per month

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

    45 Huckleberry Ln, East Hampton, NY 11937

    GEORGICA ESTATESLive in your own house in a condominium community, No need to share a wall with another unit, have your own 2 car garage, offering total privacy. This free-standing house features 4 bedrooms 3 1/2 baths with a light filled cathedral living room, dining area and chef's kitchen. The primary bedroom is ensuite and on the first floor. Two ensuite guest bedrooms are on the second

    Andrea Ackerman Brown Harris Stevens Hamptons

    45 Huckleberry Ln, East Hampton, NY 11937
  • /19

    $150,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    1705 Noyack Rd, Southampton, NY 11968

    Fantastic rental.Gut-renovated completely new Modern one level house on a private 500' deep flag lot with all the bells and whistles. Gorgeous four bedroom, 4 bath home with the most beautiful new furnishings! Fantastic open floor plan with a soaring height great room with wood burning fireplace. Brand new fully-stocked open air kitchen with the very best of appliances (Wolf stove, Subzero

    1705 Noyack Rd, Southampton, NY 11968
  • /15

    $300,000 per month

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

    94 Merchants Path, Sagaponack, NY 11962

    Brand new construction tucked behind Wolffer Estate in Sagaponack. No expense was spared in the design, construction, or furnishing of this massive 6 bedroom, 6.5 bath home brimming with five-star amenities.

    Matthew Melinger Brown Harris Stevens Hamptons

    94 Merchants Path, Sagaponack, NY 11962
  • /18

    $80,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    54 Whooping Hollow Rd, East Hampton, NY 11937

    Welcome to your perfect summer sanctuary. This serene and stylish 3-bedroom, 2-bath modern saltbox is a hidden gem now available for rent in the heart of East Hampton. Nestled on a quiet street and lot and featuring a beautifully landscaped yard, this home offers the ideal blend of comfort, design, and convenience. Step inside to discover an airy, sunlit interior with soaring ceilings, clean

    54 Whooping Hollow Rd, East Hampton, NY 11937
  • /41

    $395,000 per month

    • 5 Beds
    • 7.5 Baths
    • 6,400 Sq Ft
    • House for Rent

    231 Flying Point Rd, Southampton, NY 11968

    Southampton Village - Elegantly Renovated Carriage HouseLocated in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the

    Andrea Ackerman Brown Harris Stevens Hamptons

    231 Flying Point Rd, Southampton, NY 11968
  • /20

    $24,000 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    64 Towd Point Rd, Southampton, NY 11968

    Waterfront 1920's cottage! Launch your kayak or paddleboard from your own backyard slip facing Conscience Point Reserve while herons, swans, and other shorebirds glide by. Master bedroom with private deck overlooks this sparkling cove of Peconic Bay. Guest bedroom with queen bed and additional queen sleeper sofa. Eat-in country kitchen and TV room too! The boathouse is a bonus for waterside

    64 Towd Point Rd, Southampton, NY 11968
  • /31

    $55,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    2421 Noyac Rd, Sag Harbor, NY 11963

    Decorator’s Own! Welcome to this beautiful Expanded Ranch, where modern elegance meets classic Hamptons charm. Situated just outside the vibrant Sag Harbor Village, this residence offers a serene escape with a brand new heated gunite pool and access to a private beach association in the exclusive Sunset Shores community. This property features an inviting first-floor Primary suite complete with

    Donna Avedon BERKSHIRE HATHAWAY

    2421 Noyac Rd, Sag Harbor, NY 11963
  • /20

    $50,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    7 Bridge Hill Ln, Bridgehampton, NY 11932

    A recently updated shingled traditional in a wonderful location conveniently located between the Villages of Sag Harbor and Bridgehampton with its restaurants, marinas and ocean and bay beaches. A fabulous, private setting with lush grounds bordering a reserve. The first floor features an open floor plan, just right for entertaining along with a chef's kitchen, spacious living and dining room, a

    7 Bridge Hill Ln, Bridgehampton, NY 11932
  • /25

    $25,000 per month

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

    62 Sea Farm Ln, Bridge Hampton, NY 11932

    Quiet, Luxury in the Heart of the Hamptons. Welcome to Sea Farm - a newly updated Hamptons retreat lovingly set with designer furniture, made for peaceful relaxation and serenity by the pool yet within 10 mins to all major destinations the Hamptons has to offer. Designed with quiet comfort and luxury in mind, with amble space to host family and friends. Bordering a delightful nursery with views

    Thomas Aabo Douglas Elliman Real Estate

    62 Sea Farm Ln, Bridge Hampton, NY 11932
  • /17

    $75,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    102 Old Barn Ln, Sagaponack, NY 11962

    Newly renovated and updated with wonderful space and light, this 4-bedroom, 3-bath modernist home is located on one of Sagaponack's best streets and on perhaps the most magnificent property in the area. The 1.5 acres of manicured lawns, specimen plantings, lovely vistas and of course gunite pool, make this a rare and wonderful estate. The best deal in Sagaponack!!

    102 Old Barn Ln, Sagaponack, NY 11962
  • /36

    $190,000 per month

    • 4 Beds
    • 5.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    25 Deerwood Path, Sag Harbor, NY 11963

    Your Dream Hamptons Escape Awaits!Step into a world of coastal elegance and effortless luxury in this spectacular Hamptons retreat—available for summer rental, month-to-month, or year-round living. Whether you're planning an extended getaway or seeking the ultimate work-from-vacation lifestyle, this home offers everything you need and more.Flooded with natural light, the expansive open

    Karen Richter Rett Branch Real Estate Group

    25 Deerwood Path, Sag Harbor, NY 11963
  • /20

    $135,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    115 Sea Farm Ln, Bridgehampton, NY 11932

    Moments from Main Street proper and the Ocean beaches that Bridgehampton offers, this Post Modern home located off the prestigious Lumber Lane corridor has had a complete renovation. Between the ocean, vineyards and farms, the location is perfect and moments to everything. Modern furnishings and unique art provide an inviting, stylish and comfortable stay. An open floor plan allows for carefree

    115 Sea Farm Ln, Bridgehampton, NY 11932
  • /24

    $100,000 per month

    • 6 Beds
    • 6.5 Baths
    • 5,500 Sq Ft
    • House for Rent

    51 Brandywine Dr, Sag Harbor, NY 11963

    This traditional-style Sag Harbor Village residence offers approximately 5,500 SF± across three finished levels on a beautifully landscaped half-acre. With 6 bedrooms, 6 full bathrooms, and 1 half bathroom, the home seamlessly blends classic Hamptons charm with modern luxury. Inside, the open layout features a living room with a fireplace, a dining room, an eat-in kitchen, and a sitting room, all

    Jennifer Ponzini Douglas Elliman Real Estate

    51 Brandywine Dr, Sag Harbor, NY 11963
  • /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
  • /35

    $120,000 per month

    • 3 Beds
    • 3 Baths
    • 1,762 Sq Ft
    • House for Rent

    212 Lumber Ln, Bridgehampton, NY 11932

    Quintessential Bridgehampton Village Retreat with Heated PoolThe location of 212 Lumber Lane is unbeatable for those seeking convenience without sacrificing Hamptons tranquility: Walk to Village: Leave the car behind! You are steps from Bridgehampton's acclaimed shops, fine dining, and cultural attractions. This beautifully updated 3-bedroom, 3-bathroom classic Hamptons shingle home,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    212 Lumber Ln, Bridgehampton, NY 11932
  • /20

    $108,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    45 Cosdrew Ln, East Hampton, NY 11937

    Newly renovated in 2021, your luxurious summer sanctuary awaits just moments to Sag Harbor and East Hampton villages. The bright open floor plan features an eat-in kitchen and living room with vaulted ceilings and a gas fireplace for those cool summer nights, plus a lower-level gym to keep in summer shape. Enjoy time in the office/reading nook or the pool in the privacy of the backyard on the

    45 Cosdrew Ln, East Hampton, NY 11937
  • /37

    $135,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,550 Sq Ft
    • House for Rent

    26 Ruxton Rd, East Hampton, NY 11937

    An Iconic Georgica Experience – Set on the grounds of a beloved former milk farm—where generations of locals once stopped for fresh milk—this rare Hamptons property embodies the soulful lifestyle of Georgica, blending rich history with modern sophistication and international design accents. Just moments from Georgica Beach and Georgica Pond, the residence is a truly one-of-a-kind destination. The

    Gail Toma Engel & Volkers North Fork

    26 Ruxton Rd, East Hampton, NY 11937
  • /20

    $150,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    22 Sagg Pond Ct, Sagaponack, NY 11962

    A remarkable Sagaponack South residence situated just moments from the Atlantic Ocean and Sagg Pond. This classic five bedroom home is perfectly sited on a sprawling 1.3 acre lot with stunning specimen trees and mature landscaping ensuring utmost privacy. Step into the stunning yard, where a pergola-covered patio awaits, providing an idyllic outdoor living room and dining area for intimate

    22 Sagg Pond Ct, Sagaponack, NY 11962
  • /14

    $8,500 per month

    • 5 Beds
    • 2 Baths
    • 10,019 Sq Ft
    • House for Rent

    1 Dogwood St, Sag Harbor, NY 11963

    Imagine life unfolding in the very heart of Sag Harbor, where village charm meets everyday convenience. This isn't just a rental; it's your invitation to secure a beautifully located home with ample space, available for you to cherish all year long! Nestled at 1 Dogwood Lane, Sag Harbor, NY, this residence boasts an absolutely unbeatable location, offering the quintessential Sag Harbor experience

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    1 Dogwood St, Sag Harbor, NY 11963
  • /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
  • /32

    $75,000 per month

    • 3 Beds
    • 3 Baths
    • 1,848 Sq Ft
    • House for Rent

    15 Mount Misery Dr, Sag Harbor, NY 11963

    Indulge in Design: Hamptons Summer Rental Experience the magic of Sag Harbor Village has to offer in this charming Hamptons Designer Retreat just moments from Heavens beach-Indulge in design and sophistication in this Hamptons summer rental. Nestled in the charming enclave of Sag Harbor Village, experience world-class dining, art galleries, and a vibrant cultural scene of stunning natural beauty.

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    15 Mount Misery Dr, Sag Harbor, NY 11963
  • /20

    $200,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    360 Dune Rd, Bridgehampton, NY 11932

    Located in one of the most exclusive waterfront enclaves in the Hampton's, this modern home sits on 1.7 bay front acres and hosts incredible bay and ocean views! Across the street to the ocean, the location and sunset views don't get any better! Includes great detailing, all amenities, and clean modern spaces, pool, and dock! The ultimate modern beach house. [[Rental Registration # RP250891]]

    360 Dune Rd, Bridgehampton, NY 11932
  • /17

    $155,000 per month

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft
    • House for Rent

    1477 Deerfield Rd, Water Mill, NY 11976

    Experience Luxury & PrivacyRental Reg #:PENDING. A gated entry and long private driveway lead to this private and secure estate tucked away on 4.65+/- manicured acres. 7,400+/- sq. ft. of thoughtfully designed living space on three floors offer ample space for gathering both indoors and out. A double height grand entrance opens to a spacious living room with fireplace and dining room. French

    Craig Beem Brown Harris Stevens Hamptons

    1477 Deerfield Rd, Water Mill, NY 11976
  • /20

    $65,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    7 Peconic Ave, Sag Harbor, NY 11963

    Beautiful, recently built 3 bedroom/4 bath Sag Harbor waterfront home with unobstructed, expansive 180-degree views, including spectacular sunsets and water views from most rooms. Stylishly furnished and impeccably maintained, the open floor plan is designed for today's living. A chef's kitchen with butler's pantry, both a living and family room and a waterfront screened-in porch are some of the

    7 Peconic Ave, Sag Harbor, NY 11963
  • /41

    $40,000 per month

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

    492 E Hampton Sag Harbor Turnpike, East Hampton, NY 11937

    Please call Cristina or Michael for a showing.

    Michael Petersohn Brown Harris Stevens Hamptons

    492 E Hampton Sag Harbor Turnpike, East Hampton, NY 11937

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How to Rent a Home