106

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

    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
  • /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
  • /22

    $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
  • /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
  • /18

    $100,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    8 Whispering Fields Ct, Water Mill, NY 11976

    Situated in the sought-after Water Mill district, this impressive property offers a superior residential experience in a picturesque environment. The residence overlooks a serene equine farm, contributing to an ambiance of peaceful rural sophistication. The expansive property measures a generous 5000 sq ft, ensuring an abundance of room for comfort and opulence. It boasts 5 large bedrooms, 4.5

    8 Whispering Fields Ct, Water Mill, NY 11976
  • /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
  • /25

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    15 Hamilton St, Sag Harbor, NY 11963

    This beautifully renovated home in Sag Harbor Village has 3 bedrooms, 2.5 baths, fireplace, central air, hardwood floors, and separate garage with lovely landscaped yard and patio for entertaining. Close to Haven's Beach and the village.

    15 Hamilton St, Sag Harbor, NY 11963
  • /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
  • /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
  • /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
  • /23

    $100,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    28 Cliff Dr, Sag Harbor, NY 11963

    This gorgeous coastal cottage comes fully furnished, and is located in the very special Sag Harbor community of Bay Point. It's just been completely renovated, perfect in every way, and ready for you to move in. Enjoy glimpses of Noyac Bay from the open floor plan living room and custom kitchen with Fisher Paykel appliances. The three ensuite bedrooms are thoughtfully laid out, with each bedroom

    28 Cliff Dr, Sag Harbor, NY 11963
  • /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
  • /33

    $29,000 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
  • /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.

    Gail Toma Engel & Volkers North Fork

    26 Ruxton Rd, East Hampton, NY 11937
  • /10

    $22,500 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    1083 Sagg Rd, Sag Harbor, NY 11963

    Like-new renovated contemporary in a quiet Sag Harbor setting. The open-floorplan living and dining space features a vaulted ceiling with sky lights, an inviting gas fireplace, and three sunny exposures overlooking a serene wooded landscape and large back deck. The bright and clean new kitchen features quartz countertops, a separate wine refrigerator, a gas range, and a large island that seats

    1083 Sagg Rd, Sag Harbor, NY 11963
  • /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

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    1 Dogwood St, Sag Harbor, NY 11963
  • /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
  • /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
  • /10

    $84,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    26 Meadowlark Ln, Sag Harbor, NY 11963

    This newly available Sag Harbor Village rental offers easy living in the heart of it all. With two bedrooms, bright and functional interiors, and a relaxed, unfussy style, it's the ideal in-town escape. Step outside and you're moments from Main Street's shops, restaurants, and marinas-yet tucked away on a peaceful street that feels worlds apart. The perfect base for enjoying village life, with

    26 Meadowlark Ln, Sag Harbor, NY 11963
  • /34

    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /45

    $135,000 per month

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

    26 Georgian Ln, Water Mill, NY 11976

    Located in Water Mill, South of the Highway, with access to Mecox Bay, on a coveted, private lane, this luminous, new shingle-style construction features 6 bedrooms, 6.5 baths and 2 fireplaces across 5,400+ sf of living space. A light-filled entry leads to an open, spacious living room in a home featuring modern Asian decor. Five ample sliding glass doors open directly to the bluestone back

    John Vitello Brown Harris Stevens Hamptons

    26 Georgian Ln, Water Mill, NY 11976
  • /20

    $35,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    4056 Noyack Rd, Sag Harbor, NY 11963

    Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms-three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib-this home provides comfort and convenience for all. The primary en-suite features an oversized closet, a luxurious soaking tub, a separate

    4056 Noyack Rd, Sag Harbor, NY 11963
  • /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
  • /20

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    36 Hamilton St, Sag Harbor, NY 11963

    Step behind the gate and into this private village getaway, where sun-drenched Provençal tones, lush gardens, and timeless charm set the scene for a summer to remember. This one-of-a-kind home brings together two historic 1800s houses, masterfully combined into a single, design-forward retreat. Inside, it's all curated details and unexpected moments-from the secret bar tucked behind a panel in

    36 Hamilton St, Sag Harbor, NY 11963
  • /33

    $130,000 per month

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

    28 Windermere Dr, Sag Harbor, NY 11963

    4 BR Modern Sag Harbor Rental - Bay PointSag Harbor Rental - Bay Point Spend your summer in style at this beautifully updated 4-bedroom, 3-bath rental in the coveted waterfront community of Bay Point, Sag Harbor. Just minutes from the village and a moments from Foster Memorial Beach, this tastefully appointed home offers a perfect blend of modern comfort and Hamptons charm. Step inside to an

    Craig Beem Brown Harris Stevens Hamptons

    28 Windermere Dr, Sag Harbor, NY 11963
  • /20

    $165,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    11 Sawasett Ave, Bridgehampton, NY 11932

    Available for rent this summer, this practically new home offers an unmatched lifestyle just moments from beautiful ocean beaches, and the vibrant heart of Bridgehampton Village, where you'll find local boutiques, exceptional dining, and gourmet shopping. Every detail has been thoughtfully designed across three spacious levels on nearly an acre of sun-filled grounds. Inside, you'll find a

    11 Sawasett Ave, Bridgehampton, NY 11932
  • /22

    $15,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    2723 Deerfield Rd, Sag Harbor, NY 11963

    Welcome to an exquisite Sag Harbor retreat, perfectly situated on a quiet lane in the coveted Noyac area. This home is a testament to the ideal Hamptons lifestyle, offering a stunning blend of convenient location, timeless elegance, and modern luxury. Recently and meticulously renovated, it’s an opportunity to own a turnkey property that feels both completely fresh and perfectly

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    2723 Deerfield Rd, Sag Harbor, NY 11963
  • /16

    $180,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    46 Cliff Dr, Sag Harbor, NY 11963

    Super stylish, fully renovated Sag Harbor designer masterpiece for discerning Hampton-goers. Main floor has open kitchen, living room with fireplace, den that can be converted to guest room and full bath, topped off by a sexy master suite and spa bath. Two large decks with water views offer amazing sunsets over the bay beach. Lower level has sitting area with kitchenette, two bedrooms, full

    46 Cliff Dr, Sag Harbor, NY 11963
  • /32

    $19,999 per month

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

    170 Northside Dr, Sag Harbor, NY 11963

    Trees, foliage, and a long driveway await you as you open the gates to 170 Northside Drive. Located Conveniently 5 mins to Sag Harbor Town Beach! As the door opens, you are greeted by a grand foyer with vaulted ceilings and an elegant chandelier. Off the foyer is a living room with a wood-burning fireplace, a gracious dining room with floor-to-ceiling French doors leading to a stone patio, an

    Domenick Cartelli Nest Seekers International LLC

    170 Northside Dr, Sag Harbor, NY 11963
  • /20

    $80,000 per month

    • 7 Beds
    • 9 Baths
    • House for Rent

    1144 Noyac Path, Water Mill, NY 11976

    Internationally designed, this amazing new traditional offers all you believe a Hamptons home should offer. Nestled on a generous 3 acres and located just minutes from Bridgehampton and Water Mill villages, this 7 bedroom, 8.5 bathroom home was built with all the finest materials. The Marmorina wall finishes, Italian limestone, hardwood floors & Barber Wilson faucets throughout are sheer

    1144 Noyac Path, Water Mill, NY 11976
  • /22

    $30,000 per month

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • House for Rent

    23 Marjorie Ln, Sag Harbor, NY 11963

    Waterfront SunsetsEscape to the tranquility of waterfront living with this 2 bedroom 2 bathroom cottage - perfect for those who crave stunning sunsets, serene waters and nature. Nestled right on the water this cozy haven offers endless relaxation and summer entertainment, whether you are hosting friends or enjoying a quiet retreat. Amazing sunsets - Enjoy breathtaking views every evening from

    Elizabeth France Brown Harris Stevens Hamptons

    23 Marjorie Ln, Sag Harbor, NY 11963
  • /20

    $135,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    11 Henry St, Sag Harbor, NY 11963

    Graceful and beautiful 1830 Greek Revival home on .22 acres, and once the first Presbyterian parsonage, is where old charm still abounds! Although there are modern updates such as central air, many of the original details, including timeless pocket doors, wide plank wood flooring, and five fireplaces, are preserved. The original front door welcomes you into the classic living room with fireplace

    11 Henry St, Sag Harbor, NY 11963
  • /20

    $75,000 per month

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

    29 Bittersweet Ln, Sag Harbor, NY 11963

    NEW TO MARKET. ENDLESS WATERFRONT VISTAS & ICONIC SUNSETS. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in closet and XL en suite bathroom. 2nd floor features

    Matthew Melinger Brown Harris Stevens Hamptons

    29 Bittersweet Ln, Sag Harbor, NY 11963
  • /16

    $35,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    41 Rawson Rd, Sag Harbor, NY 11963

    This beautiful 4 bedroom home in a special bayfront enclave in Sag Harbor is steps away from the residents-only beach. Spacious 4 bedrooms and 3.5 baths on an acre of manicured grounds, with immense outdoor space for summer entertaining - think pool parties, afternoon barbeques, and dinner parties under the summer stars. Open floor plan includes eat-in kitchen, light-filled, two-story great room

    41 Rawson Rd, Sag Harbor, NY 11963

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How to Rent a Home