285

Homes for Rent near The Hayground 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
  • /18

    $48,000 per month

    • 4 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • House for Rent

    29 Warfield Way, Southampton, NY 11968

    Family-friendly retreat in the private community of Southampton Shores. This 4 bedroom, 2 bathContemporary home sleep 10+ with fenced in yard with in-ground pool and surrounding deckand wooded area for privacy. Fully equipped w/microwave, dishwasher and new washer / dryer.Towels, sheets. Every room has a built in vanity, 2 closets and a king sized bed.Large open concept family

    Agent Photo

    Catherine Lattuca

    BERKSHIRE HATHAWAY

    (631) 529-4620

    29 Warfield Way, Southampton, NY 11968
  • /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
  • /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

    $25,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    76 Jack And Jill Dr, Bridgehampton, NY 11932

    Perfectly located in Bridgehampton South, this freshly updated 3 bedroom contemporary is the perfect retreat to spend your summer holiday! Located at the end of a cul de sac, on a full acre, complete with gunite pool, this home is a great opportunity should you be looking for an escape from the city or a home away from home while renovating your Hamptons home. Contemporary layout including an

    76 Jack And Jill Dr, Bridgehampton, NY 11932
  • /20

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • House for Rent

    37 Noyac Harbor Rd, Sag Harbor, NY 11963

    Sag Harbor Summer RentalSummer Wonderland, home with dock. Bring your own small boat, jet ski, kayak. Canal to a private beach on Clam Island, adjacent Elizabeth Morton Park and Jessup's Neck. Access to Noyac Bay, Peconic Bay, Shelter Island, Sag Harbor and more. No need to have a watercraft to enjoy this lovely home 3-bedroom, 2 full baths with large eat-in kitchen, dining room, and living room.

    Lynn Romer Deeg Brown Harris Stevens Hamptons

    37 Noyac Harbor Rd, Sag Harbor, NY 11963
  • /24

    $50,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    114 Wainscott Main St, Wainscott, NY 11975

    Nestled in the heart of Wainscott South, this meticulously renovated farmhouse is a timeless treasure. An amazing location just moments from Beach Lane and Wainscott Pond, this residence is surrounded by natural beauty and bordered by bucolic agricultural reserves. Step into a world where Hamptons living unfolds in its true essence - casual, beachy, and yet adorned with every modern comfort.

    114 Wainscott Main St, Wainscott, NY 11975
  • /15

    $35,000 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 Good Ground Rlty & Prop Mgmt

    101 Noyac Path, Water Mill, NY 11976
  • /29

    $42,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    63 Lumber Ln, Bridgehampton, NY 11932

    [[Rental Registration # RP241089]]

    63 Lumber Ln, Bridgehampton, NY 11932
  • /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
  • /16

    $35,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    77 Huntington Crossway, Bridgehampton, NY 11932

    Newly renovated in Bridgehamtpon! Designer finished, Turn key cottage offers 3 Bedrooms, 2 Bathrooms a large yard and pool. Mintutes to downtown Bridgehampton and Sag Harbor. Centrally located. [[Rental Registration # RP170740]]

    77 Huntington Crossway, Bridgehampton, NY 11932
  • /36

    $290,000 per month

    • 7 Beds
    • 7.5 Baths
    • 7,500 Sq Ft
    • House for Rent

    327 Georgica Rd, East Hampton, NY 11937

    Georgica Estate Compound with Pool and Tennis - In the world class destination of the Hamptons is this classic gabled traditional on over 1.3 gorgeous acres in the coveted Georgica enclave of East Hampton Village offering a fortunate tenant a rare opportunity. Newly designer decorated, painted and floors done, this South of the highway jewel should not be overlooked. With elements of size and

    Andrea Ackerman Brown Harris Stevens Hamptons

    327 Georgica Rd, East Hampton, NY 11937
  • /25

    $25,000 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, 3.5 baths, fireplace, central air, hardwood floors, and finished basement. 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
  • /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
  • /28

    $150,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    1611 Deerfield Rd, Water Mill, NY 11976

    Welcome to this beautifully updated home on Deerfield Road, offering effortless elegance and exceptional privacy. This immaculate 5-bedroom, 4-bathroom residence spans 2.5 acres and has been freshly painted with refinished hardwood floors throughout. Featuring a newly renovated chef's kitchen with top-of-the-line stainless steel appliances, including Subzero, the home is designed for both style

    1611 Deerfield Rd, Water Mill, NY 11976
  • /27

    $48,000 per month

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

    7 Wildwood Dr, Sag Harbor, NY 11963

    Memorial Day through Labor Day Rental Offering An Exceptional Summer Retreat that is just moments outside of the Village of Sag Harbor! This Colonial home is comfortably furnished and suitable to sleep 8+ guests with large rooms, and an open concept floor plan. There are 4 generous sized bedrooms, 3 full baths, full spacious kitchen, family sized dining room, and an oversized living room with

    Denise Fischetti Coldwell Banker American Homes

    7 Wildwood Dr, Sag Harbor, NY 11963
  • /19

    $30,000 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
  • /21

    $55,000 per month

    • 4 Beds
    • 3 Baths
    • 2,323 Sq Ft
    • House for Rent

    4056 Noyac 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

    Christa Kearns Corcoran

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

    $2,550 - $2,750 per month

    Apartment for Rent

    Studio

    256 Elm St, Southampton, NY 11968

    256 Elm St, Southampton, NY 11968
  • /28

    $70,000 per month

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

    253 Northside Dr, Sag Harbor, NY 11963

    Rental Permit# 200858 Tucked away in coveted Sag Harbor, this stunning tennis court home offers the perfect blend of luxury, privacy, and Hamptons charm. Set on a sprawling, secluded lot, the home welcomes you with lush landscaping and a backyard oasis designed for entertaining. A large pool, expansive patio and deck spaces, and towering trees create a serene, resort-like atmosphere.

    Marco Maida Compass Greater NY LLC

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

    $150,000 per month

    • 6 Beds
    • 11 Baths
    • House for Rent

    361 Madison St, Sag Harbor, NY 11963

    Spend a luxurious summer in bustling Sag Harbor village with a property that is a testament to luxury and refinement. With 7,500 square feet of opulence on three levels of living space, this 6-bedroom retreat exudes grandeur but also relaxation at every turn. As you step through the grand entrance, the foyer welcomes you with its handcrafted oak flooring, adorned with intricate patterns that

    361 Madison St, Sag Harbor, NY 11963
  • /42

    $310,000 per month

    • 5 Beds
    • 7 Baths
    • 2,300 Sq Ft
    • House for Rent

    176 Sayres Path, Wainscott, NY 11975

    Experience the Quintessential Hamptons Lifestyle in WainscottSurrounded by lush landscaping and set south of the highway, this stunning Wainscott retreat embodies the effortless elegance of Hamptons living. Located just moments from iconic Beach Lane ocean access, local farm stands, and the conveniences of town, this beautifully renovated 5-bedroom, 5.5-bath home offers the perfect balance of

    Angela Boyer Sothebys Int'l Realty Hamptons

    176 Sayres Path, Wainscott, NY 11975
  • /28

    $30,590 per month

    • 6 Beds
    • 4 Baths
    • 3,400 Sq Ft
    • Condo for Rent

    1653 Millstone Rd Unit ID401720P, Sag Harbor, NY 11963

    Welcome to Meadowood Manor, a luxurious home located in the heart of Sag Harbor. Experience the best of the Hamptons in style with this exquisite property offering an open floor concept, expansive living space, and a fully equipped kitchen. With six luxurious bedrooms, it provides an idyllic retreat for any group. Conveniently located near Sag Harbor Village and Bridgehampton, as well as

    1653 Millstone Rd Unit ID401720P, Sag Harbor, NY 11963
  • /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
  • /18

    $21,690 per month

    • 3 Beds
    • 2 Baths
    • 2,464 Sq Ft
    • Condo for Rent

    71 Franklin Ave Unit ID401717P, Sag Harbor, NY 11963

    Welcome to Breakwater, an exquisite private home situated in the heart of Sag Harbor. The first floor features an open concept kitchen, living room, and dining room filled with natural light, while the entire home is equipped with built-in Sonos speakers, perfect for entertaining or relaxing. Amenities include a heated pool, outdoor shower, soaking tub, outdoor grill, and a separate pool house.

    71 Franklin Ave Unit ID401717P, Sag Harbor, NY 11963
  • /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

    $100,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    426 Ocean Rd, Bridgehampton, NY 11932

    This beautifully restored barn with original beams is situated on 1.40+/- acres of lovely grounds in a most bucolic village setting south of the highway. The open plan first floor has soaring vaulted ceilings with exposed beams and large living spaces filled with light from floor to ceiling windows and tall glass doors. Enter through the welcoming foyer into the sunny great room. The farmhouse

    426 Ocean Rd, Bridgehampton, NY 11932
  • /11

    $3,500 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    200 Division St Unit . 2A, Sag Harbor, NY 11963

    City living in Sag Harbor Village. This cozy one bedroom studio apartment is situated on the second floor with light filled rooms. Offering high ceilings and natural light, this space feels like a hotel suite with a comfortable open layout. Just a stone's throw to Main Street, this unit offers the convenience of village living with easy access to shops, restaurants, theaters, Hamptons jitney and

    Jessica Von Hagn Compass

    200 Division St Unit . 2A, Sag Harbor, NY 11963
  • /20

    $80,000 per month

    • 4 Beds
    • 8 Baths
    • House for Rent

    2654 Montauk Hwy, Bridgehampton, NY 11932

    Incredibly stylish Bridgehampton Village rental home offers the perfect combination of indoor/outdoor living and entertaining spaces - all decorated with the finest in furnishings and artwork. This comfy home features two separate living areas, 4 spacious bedrooms, 3.5 baths (two en suite), a beautiful chef's kitchen with high-end appliances opening to the dining area, and a stunning backyard.

    2654 Montauk Hwy, Bridgehampton, NY 11932
  • /20

    $52,000 per month

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • House for Rent

    17 Turtle Cove Dr, Southampton, NY 11968

    Situated in the desirable community of Southampton Shores, enjoy this recently updated 2 bedroom, 2 bath home by the bay! Take advantage of the private beach and tennis courts or relax out back in the large backyard. Set in a location approximately 5 miles from Southampton Village and 8 miles from Sag Harbor provides easy access to restaurants, shopping, outdoor activities, parks and theaters.

    Patricia McCann Signature Premier Properties

    17 Turtle Cove Dr, Southampton, NY 11968
  • /27

    $145,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    34 E Beach Dr, Southampton, NY 11968

    Enter into this beautiful beach house and get taken away by the views. Sunsets year round, deep water dock and deeded beach rights. 4 bedrooms and 4.5 baths, open kitchen, stainless appliances, Living room with fireplace that opens to a gorgeous waterside deck. Community tennis, basketball, ballfield and beach cabana. [[Rental Registration # RP230923]]

    34 E Beach Dr, Southampton, NY 11968
  • /29

    $190,000 per month

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

    150 Water Mill Towd Rd, Water Mill, NY 11976

    Escape to Hampton's horse country for August 18th through September 17th 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 dining, a screened-in porch, 2-car garage, and an

    Enzo Morabito Douglas Elliman Real Estate

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

    $44,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    149 Towd Point Rd, Southampton, NY 11968

    The Beech House on Towd Point is a quintessential Hamptons beach house and is available for summer 2024 rental. This perfect two bedroom, one bath cottage features heated gunite pool, central air, harbor views and water access for kayaking or paddle boarding. Located just a short distance to the serene Towd Point Beach and minutes to Southampton Village and Sag Harbor. [[Rental Registration #

    149 Towd Point Rd, Southampton, NY 11968
  • /10

    $115,000 per month

    • 4 Beds
    • 3 Baths
    • 1,572 Sq Ft
    • House for Rent

    32 Sunset Dr, Sag Harbor, NY 11963

    Discover this stunning home in the desirable Baypoint community, now available for seasonal or year-round living. This property features a brand-new entertaining area perfect for gatherings, alongside a beautifully crafted in-ground gunite pool that invites relaxation and fun. With four spacious bedrooms and three well-appointed baths, this home combines comfort and style. Enjoy

    Clare Ambrose Au Dela Real Estate LLC

    32 Sunset Dr, Sag Harbor, NY 11963
  • /20

    $200,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    535 Old Sag Harbor Rd, Bridgehampton, NY 11932

    Get ready for the ultimate summer retreat in the heart of the Hamptons! This freshly reimagined and stylishly updated modern home is perfectly situated between the vibrant charm of Bridgehampton and the serene beauty of Sag Harbor. Boasting 5 spacious bedrooms and 4.5 luxurious baths, this home is designed for comfort, relaxation, and entertainment. With pristine new furnishings, top-tier

    535 Old Sag Harbor Rd, Bridgehampton, NY 11932
  • /12

    $55,000 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    51 Stoney Hill Rd, Sag Harbor, NY 11963

    This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.

    Clare Ambrose Au Dela Real Estate LLC

    51 Stoney Hill Rd, Sag Harbor, NY 11963
  • /14

    $35,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    330 Sprig Tree Path, Sag Harbor, NY 11963

    Charming Sag Harbor home bordering the long pond Greenbelt is proximate to both Sag Harbor Village and Sagg Main Beach. Features include an open living/dining/kitchen area, large deck and a new 45 foot long heated gunite swimming pool. There is a downstairs twin bedroom that accesses a hall bath. The primary ensuite (Queen bed) is upstairs along with 2 guest rooms and a hall bath (both guest

    330 Sprig Tree Path, Sag Harbor, NY 11963
  • /25

    $25,000 per month

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

    59 Glenview Dr, Southampton, NY 11968

    Best of the Hamptons. Walk to the bay or lounge by the glistening pool. Light and airy modern home nestled in amongst the trees on a beautiful private property. High ceilings and windowed walls abound in this gorgeous 3 bedroom 2 1/2 bath home. Main floor features expansive living space, vaulted ceilings, open dining room and updated kitchen. All rooms are generously sized, newly furnished

    Vanessa Alfano eRealty Advisors, Inc

    59 Glenview Dr, Southampton, NY 11968
  • /20

    $150,000 per month

    • 7 Beds
    • 9 Baths
    • House for Rent

    437 Wickapogue Rd, Southampton, NY 11968

    Spend the first two weeks of July enjoying the Fourth of July holiday in the Hamptons along with family and friends near the ocean. This refreshed and renovated 3-level gracious shingle style is meticulously maintained and situated on 2 acres in the Village of Southampton. Boasting 9,900 square feet of indoor living space, the home features 7 bedrooms, 8.5 bathrooms, 7 fireplaces, office/library,

    437 Wickapogue Rd, Southampton, NY 11968

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