285

Homes for Rent near The Hayground School

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  • /26

    $270,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,243 Sq Ft
    • House for Rent

    191 Rose Hill Rd, Water Mill, NY 11976

    Offering 5 bedrooms and 5.5 baths on a full acre with a private dock on Hayground Cove in the Water Mill estate section, this exquisite slate roof Georgian carriage house built circa 1920 has been extensively renovated with every modern convenience. It features an open floor plan flooded with light from sets of French doors with interiors finished in a casually elegant décor. On the first floor,

    Cristina Matos Brown Harris Stevens Hamptons

    191 Rose Hill Rd, Water Mill, NY 11976
  • /14

    $38,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    27 Flying Goose Path, Water Mill, NY 11976

    At the end of a Cul-de-Sac down a long privet lined flag lot driveway lies this very secluded Tuscan feeling gem surrounded by the vineyards. Completely renovated 4 bedroom, 3.5 bath special energy efficient Bill Chaleff designed and built saltbox is ready for your summer joy! This house features both an upstairs and a downstairs master bedroom suite, large double height ceiling great room and

    27 Flying Goose Path, Water Mill, NY 11976
  • /34

    $65,000 per month

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

    43 Scrimshaw Dr, Southampton, NY 11968

    Sited on .80 acre, this bright home filled with light offers 4 bedrooms and 4.5 baths, an open floor plan, living room with cathedral ceilings and wood burning fireplace. Primary suite on the first floor with a beautiful marble bathroom. Spacious kitchen with stainless steel appliances and stone countertops, 2 dishwashers and a wine cooler. Powder room and a mud room leading to the 2 car garage

    Cristina Matos Brown Harris Stevens Hamptons

    43 Scrimshaw Dr, Southampton, NY 11968
  • /20

    $60,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    13 Ludlow Green, Bridgehampton, NY 11932

    Experience the quintessential Hamptons lifestyle in this newly renovated 4-bedroom, 4-bathroom home in the heart of Bridgehampton. Designed to perfection, this stunning residence blends timeless charm with modern elegance. Step inside to find a comfortable and stylish interior, featuring a chef's kitchen, perfect for entertaining, a cozy breakfast room, and an elegant dining room. Unwind in

    13 Ludlow Green, Bridgehampton, NY 11932
  • /25

    $80,000 per month

    • 4 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • House for Rent

    66 Knoll Rd, Southampton, NY 11968

    Located in the waterfront community of Southampton Cove and sited on 0.42 acres, this perfect summer escape providing all there is to enjoy for the finest Hamptons summer living surrounded by nature and beaches. This Traditional home features 2400 +/- sf of an open floor plan with an abundance of natural light filling each room. The formal living room, with wood burning fireplace, is in close

    Cristina Matos Brown Harris Stevens Hamptons

    66 Knoll Rd, Southampton, NY 11968
  • /20

    $150,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    66 Birchwood Ln, Bridgehampton, NY 11932

    This beautiful Bridgehampton home offers over 6400 sq.ft. of architectural perfection. The sweeping roof lines, cedar shingle exterior, and custom front entry give this home unmatched curb appeal. Enter the home into double height ceilings. With 6 bedrooms and 6 and a half baths, there is plenty of room for friends and family. Ample room to entertain in your dining room with coffered ceiling or

    66 Birchwood Ln, Bridgehampton, NY 11932
  • /36

    $295,000 per month

    • 6 Beds
    • 9.5 Baths
    • 7,059 Sq Ft
    • House for Rent

    145 Olivers Cove Ln, Water Mill, NY 11976

    FLEXIBLE LEASE DATES: MEMORIAL DAY TO LABOR DAY, JULY TO SEPTEMBER, OR LONG-TERM. Welcome to this Hamptons Masterpiece combining postmodern elegance with traditional design in Water Mill. Nestled on a bucolic private road, this turnkey 7000+ sq ft estate features 6 bedrooms and 9.5 bathrooms. Boasting a grand entryway, luminous two-story living room, and spacious chef's kitchen, it's truly a

    Ashley Tucker Douglas Elliman Real Estate

    145 Olivers Cove Ln, Water Mill, NY 11976
  • /20

    $35,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    44 Jesse Halsey Ln, Sag Harbor, NY 11963

    Discover your perfect retreat in the heart of Sag Harbor Village. This stunning home offers an unparalleled blend of comfort, luxury, and elegance. Featuring three bedrooms designed for restful nights and serene mornings, this residence promises both style and functionality. The gourmet outdoor patio kitchen is perfect for alfresco dining and summer soirées, seamlessly connecting to a sparkling

    44 Jesse Halsey Ln, Sag Harbor, NY 11963
  • /21

    $130,000 per month

    • 4 Beds
    • 2.5 Baths
    • House for Rent

    582 Hayground Rd, Water Mill, NY 11976

    Enjoy your summer in this immaculate 4 bed 2 1/2 bath home. This home features open space living. Cozy living room off the kitchen with a fireplace. Gourmet kitchen leading out to a beautiful patio overlooking mature landscaping and free form pool. Oversized bedroom first floor. Second floor two guest bedrooms with a primary suite, that gets flooded with natural sunlight. Centrally

    Linda Kouzoujian Corcoran

    582 Hayground Rd, Water Mill, NY 11976
  • /20

    $80,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    7 Halsey St, Bridgehampton, NY 11932

    This 5 bedroom, 3 1/2 bath is the perfect Hampton's rental option. Close to town shops and dining, minutes from the ocean, this immaculate renovation offers a bright, open downstairs floor plan with state of the art kitchen. Enjoy the manicured outside living space with an 18 x 32 heated gunite pool, surrounded by beautiful new decking and an attached pool house with an outdoor shower. [[Rental

    7 Halsey St, Bridgehampton, NY 11932
  • /15

    $150,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,100 Sq Ft
    • House for Rent

    2887 Deerfield Rd, Sag Harbor, NY 11963

    All new.... way off the main road, down a long pebble covered driveway, this modern gem with vistas of Noyac Golf Club creates a serious WOW factor as soon as you walk in the door. Built for entertaining, relaxing, and enjoying the Hamptons lifestyle. A stone's throw from the Villages of Sag Harbor, Water Mill, South and Bridge- world class shopping, restaurants, socializing, beaching, or just

    Palmer Gaget Douglas Elliman Real Estate

    2887 Deerfield Rd, Sag Harbor, NY 11963
  • /16

    $35,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    325 Old Sag Harbor Rd, Southampton, NY 11968

    This spacious, multi-level Contemporary features 3 plus bedrooms and 2.5 baths on 2.78 acres of privacy in Southampton North. The finished lower level with walk out has a study/den which can be used for recreation or "work from home" space. Just minutes from Sag Harbor and Southampton Village, the home features an open, airy layout with large deck, fenced in pool, outdoor shower and

    325 Old Sag Harbor Rd, Southampton, NY 11968
  • /36

    $55,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • House for Rent

    340 Wainscott Harbor Rd, Sagaponack, NY 11962

    Fabulous Sagaponack location, recently renovated, close to everything Hamptons! This 4 bedroom, 4.5 bath home offers wonderful entertaining space with open concept great room, dining, kitchen, and bar. Take your pick of 2 Primary bedrooms, both ensuite; one on the main floor, one upstairs with its own private deck. The 2 additional bedrooms/2 baths are also located on the upper floor. Other

    Kimberly Kakerbeck Brown Harris Stevens Hamptons

    340 Wainscott Harbor Rd, Sagaponack, NY 11962
  • /20

    $70,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    34 Toppings Path, Sagaponack, NY 11962

    Minutes to Wollfer Vineyards and the Hampton's most glorious renowned Ocean Beach Sagg Main. This newly listed home has it all. Clean and crisp with open floor plan featuring 4 bedrooms, 3 baths. High end details with Chef's Kitchen and, brand new furnishings that are bright and light for that Hampton's feeling. Kitchen leading out to new Mahogany decking surrounding in ground heated saltwater

    34 Toppings Path, Sagaponack, NY 11962
  • /31

    $75,000 per month

    • 7 Beds
    • 6 Baths
    • House for Rent

    Unlisted Address

    Experience Luxury Living! RP190383. Nestled in the heart of Bridgehampton, this stunning 6-bedroom Hamptons summer rental offers an exquisite estate setting with a pool on a sprawling 1.52+/- acres. The gated drive, framed by tall privet, leads you to a private, park-like oasis. Open lawns, expertly arranged specimen plantings, mature trees, and landscaping by the acclaimed Edmund Hollander

    Craig Beem Brown Harris Stevens Hamptons

    Unlisted Address
  • /20

    $85,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    832 David Whites Ln, Southampton, NY 11968

    Gorgeous home and barn studio available for a very special summer vacation in the Hamptons in August. Overlooking a 35 acre reserve with sweeping views from the terrace, pool and almost every room is a very chic 4 bedroom main house and barn with living area, bedroom, bath and office space. Mint condition renovation done with style and attention to detail in every way. Enter the property down a

    832 David Whites Ln, Southampton, NY 11968
  • /32

    $17,000 per month

    • 2 Beds
    • 1 Bath
    • 1,066 Sq Ft
    • House for Rent

    81 Pine Neck Ave, Sag Harbor, NY 11963

    (Utilities included: electric, water, internet, trash removal, lawn service) Come to this cozy Sag Harbor cottage for peace and tranquility. Besides the beautiful sunsets and bay breezes, this home has 2 bedrooms and I bath, living room, full kitchen, & comfortable, sun filled, enclosed porch. Who needs a pool when you can swim in the water right out your backdoor? Before going back inside from

    Jessica Bell Coldwell Banker Reliable R E

    81 Pine Neck Ave, Sag Harbor, NY 11963
  • /20

    $150,000 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
  • /34

    $150,000 per month

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

    2803 Montauk Hwy, Bridgehampton, NY 11932

    Chic Bridgehampton Farm House With Poolside Guest Cottage In the heart of Bridgehampton, this fabulous architect-owned and renovated three bedroom, two and one half-bath home has been designed to make the most of its farm field views and bucolic property. Set way back off the main road, the impressive grounds hold expansive vistas, charming interiors, and lots of privacy. The light-filled home

    Palmer Gaget Douglas Elliman Real Estate

    2803 Montauk Hwy, Bridgehampton, NY 11932
  • /20

    $100,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    1050 Head of Pond Rd, Water Mill, NY 11976

    Step into a piece of history with this one-of-a-kind 1920s farmhouse estate in the heart of the Hamptons. This remarkable property combines classic charm with modern sophistication, offering a spacious main residence and a meticulously restored barn surrounded by authentic farm fields. The main house has been professionally designed and renovated to offer five luxurious bedrooms, including an

    1050 Head of Pond Rd, Water Mill, NY 11976
  • /22

    $212,500 per month

    • 61 Beds
    • 9 Baths
    • 8,000 Sq Ft
    • House for Rent

    316 Deerfield Rd, Water Mill, NY 11976

    SUNSETS ACROSS THE POND RP240310 - This custom-built estate offers striking panoramic water views across Mill Pond with 700 feet of waterfront on 2+ bucolic acres. The 8000+/- sq. ft. modern beauty consists of 6 bedrooms, 8 baths, custom crafted and light flooded with 30 ft. ceilings, and full access overlooking the pond, The indoor/outdoor pavilion completely opens with folding glass walls to

    Andrea Ackerman Brown Harris Stevens Hamptons

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

    $95,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    11 Rector St, Sag Harbor, NY 11963

    11 Rector Street offers a rare opportunity to live and work in the heart of Sag Harbor Village. This terrific townhouse-style home combines the comfort of a stylish residence with the flexibility of a spacious home office, all in a prime location. Just steps from Long Wharf, theaters, boutique shopping, art galleries, and some of the best dining experiences in the Hamptons, this property is the

    11 Rector St, Sag Harbor, NY 11963
  • /36

    $115,000 per month

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

    25 Deerwood Path, Sag Harbor, NY 11963

    Escape to the breathtaking beauty of the Hamptons and indulge in the ultimate vacation experience! This stunning property offers the epitome of luxury living, whether you're seeking a month-to-month rental, a summer escape, or year-round bliss. Step into a world of elegance and comfort as you enter this spacious, bright, and immaculately maintained home. The open floor plan and soaring vaulted

    Karen Richter Rett Branch Real Estate Group

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

    $160,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    23 Robeson Blvd, Sag Harbor, NY 11963

    Atop Chatham's Hill in Sag Harbor Village this newly constructed modern home sits on an expansive .34+/- acre property commands 180-degree western views, with spectacular sunsets. The two-story, 3,000+/- sq. ft. home, with four bedrooms and four baths, offers bright, airy interiors executed with clean lines, modern finishes and great attention to detail throughout. The finished lower level

    23 Robeson Blvd, Sag Harbor, NY 11963
  • /31

    $125,000 per month

    • 8 Beds
    • 8.5 Baths
    • 7,500 Sq Ft
    • House for Rent

    21 Oak View Rd, Southampton, NY 11968

    New to market rental, stunning, turnkey and practically new! This elegant home is sited on 1.4+/- cleared acres in Southampton. The estate-like setting is expansive, private, located on a cul-de-sac and only a block to bay beaches. The magnificent property features an immaculate, 7,500 +/- gambrel traditional, heated gunite pool, pergola, mahogany deck, as well as fantastic outdoor dining and

    Craig Beem Brown Harris Stevens Hamptons

    21 Oak View Rd, Southampton, NY 11968
  • /20

    $195,000 per month

    • 7 Beds
    • 8 Baths
    • House for Rent

    223 Parsonage Pond Ln, Sagaponack, NY 11962

    Welcome to this beautiful pristine 7-bedroom estate, ideally situated on 1.60 acres with breathtaking pond views, expansive grounds, and direct waterfront access. Enjoy the tranquility of a private 1-mile Association trail surrounding the pond, all while being less than 2 miles from the beach. Spanning over 7,000 sq. ft., this sophisticated home boasts luxurious common areas and a high-end

    223 Parsonage Pond Ln, Sagaponack, NY 11962
  • /24

    $325,000 per month

    • 5 Beds
    • 5 Baths
    • 3,311 Sq Ft
    • House for Rent

    80 Sandpiper Ln, Bridgehampton, NY 11932

    See and hear the ocean from this newly-renovated modern beach house, on an acre in a desirable neighborhood in Bridgehampton. The interior features a beautifully-decorated living room with an open floor plan showcasing a new chef's kitchen with center island, 4 bedrooms and a bonus room, and 3 and 2 half baths, 2 fireplaces, central air-conditioning and 2-car garage. Outside, the brand new sun

    John Vitello Brown Harris Stevens Hamptons

    80 Sandpiper Ln, Bridgehampton, NY 11932
  • /20

    $200,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    26 Ruxton Rd, East Hampton, NY 11937

    Seize the rare opportunity to spend July or August in this one-of-a-kind estate. Originally a working dairy barn, it has been reimagined as an elegant, sophisticated sanctuary overlooking beautiful Georgica Pond. This ultra-private four-bedroom, five-bathroom residence offers an unparalleled summer escape blending history with refined luxury. The interiors feature a breathtaking indoor pool, an

    26 Ruxton Rd, East Hampton, NY 11937
  • /14

    $11,000 per month

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • House for Rent

    10 Wickatuck Dr, Sag Harbor, NY 11963

    Sag Harbor Summer Cottage with Bay View his cozy Sag Harbor cottage is around the corner from beautiful Long Beach, a couple of miles to the village, near Serene Green and Cromer's Market. Located on a quiet street offering an open floor plan with two bedrooms, one bath and new furnishings. Sun drenched with white washed walls and a relaxing screen porch. Easy, breezy, and affordable.

    Jeanne Galante Brown Harris Stevens Hamptons

    10 Wickatuck Dr, Sag Harbor, NY 11963
  • /20

    $75,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    17 Old Sag Harbor Rd, East Hampton, NY 11937

    Built in 2020 this lovely four bedroom is available for the first time. Perfectly nestled between both Sag Harbor and East Hampton Villages makes for easy living. The first floor hosts the primary with an en-suite bathroom, a beautiful top-of-the-line kitchen, and two seating areas, one that can be closed off and utilized as an office. The second floor offers a junior primary - with an en-suite

    17 Old Sag Harbor Rd, East Hampton, NY 11937
  • /34

    $125,000 per month

    • 8 Beds
    • 7.5 Baths
    • 10,000 Sq Ft
    • House for Rent

    244 Little Noyac Path, Water Mill, NY 11976

    Renovated 8 Bedroom with All Amenities Rental Reg. # RP241491 This is a true compound sitting in the center of Water Mill providing every amenity necessary for a life of luxury. Completely renovated and completed in August 2022 - with every amenity imaginable.10,000 square feet of living space includes 8 bedooms and 7.5 baths on over 2.7 acres of land. This spacious traditional contains plentiful

    Craig Beem Brown Harris Stevens Hamptons

    244 Little Noyac Path, Water Mill, NY 11976
  • /19

    $100,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    545 Hampton Rd, Southampton, NY 11968

    Rarely does a rental come on the market which feels not only like a tranquil 5-star hotel, but has an amazing location to boot. New to Southampton Village is this fully renovated top to bottom and designer decorated 3 bedroom, 3 bath condo with too many amenities to name. Just a few would be radiant heat under all tiled floors, separate air conditioning and heat for each floor including bedrooms,

    545 Hampton Rd, Southampton, NY 11968
  • /23

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • Condo for Rent

    68 W Water St, Sag Harbor, NY 11963

    This amazingly totally custom-made renovated waterfront townhouse has it all with an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view

    Amelia Doggwiler Brown Harris Stevens Hamptons

    68 W Water St, Sag Harbor, NY 11963
  • /20

    $200,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    54 Bridgefield Rd, Bridgehampton, NY 11932

    Escape to this immaculate traditional sanctuary nestled amidst a 10-acre private vineyard in the tranquil southern enclave. Secluded at the end of a private road, enjoy unparalleled peace and privacy. Elegant decor meets beachside comfort, with an open double-height great room boasting a fireplace, creating a warm and inviting atmosphere. Prepare culinary delights in the gourmet chef's kitchen,

    54 Bridgefield Rd, Bridgehampton, NY 11932
  • /21

    $75,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    28 Parkway Dr, Sag Harbor, NY 11963

    AVAILABLE for July & August through Labor Day 2025. Conveniently situated between Sag Harbor Village and Long Beach, this immaculate 4 bedroom, 3 1/2-bathroom home, is an oasis of well curated art, blended with a sophisticated and monochromatic Interior style, in harmony with the simple proportions of this 2018 built CONTEMPORARY FARMHOUSE. An open plan kitchen, dining and living space flow

    Rachel Rushforth-Worrell Sothebys Int'l Realty Hamptons

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

    $47,500 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    81 Collingswood Dr, Sag Harbor, NY 11963

    Introducing a stunning newly listed 4-bedroom home nestled on a serene street, just moments away from the charming Sag Harbor Village and Haven's Beach. This inviting residence features a spacious living room with soaring cathedral ceilings and a cozy wood-burning fireplace, seamlessly connected to the dining area. Both spaces are bathed in natural light, enhanced by expansive windows and French

    81 Collingswood Dr, Sag Harbor, NY 11963
  • /36

    $175,000 per month

    • 6 Beds
    • 7.5 Baths
    • 6,815 Sq Ft
    • House for Rent

    9 Schwenks Rd, Water Mill, NY 11976

    Introducing a premier Hamptons summer rental for the first time: a newly rebuilt, opulent residence in Southampton, complete with a heated, gunite, saltwater pool and spa, and meticulously crafted landscape, featuring six bedrooms, 7 bathrooms, and one-half bath. Nestled on nearly an acre of serene land, this home is conveniently located down a quaint country lane, a stone's throw from

    Robert Nelson Brown Harris Stevens Hamptons

    9 Schwenks Rd, Water Mill, NY 11976
  • /20

    $125,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    206 Mecox Rd, Water Mill, NY 11976

    Centrally located in the heart of Water Mill, this architecturally distinct home is just a bike ride away from the surf and sun of the country's most prestigious ocean beaches and a short drive to the world-class shopping and dining of Bridgehampton and Water Mill. Newly constructed and designed, this striking cedar-shingled 8,100 square-foot home drew inspiration from the East End's potato

    206 Mecox Rd, Water Mill, NY 11976
  • /36

    $65,000 per month

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

    29 Wood Edge Ct, Water Mill, NY 11976

    Gorgeous Water Mill Fall and Spring Rental with Tennis! Enjoy the luxury and serenity of a private rental retreat in Water Mill North. This impressive modern traditional estate is situated on 1.88 acres, with over 6,430 SF of designer-furnished living space, including 7 bedrooms and 7.5 bathrooms. This home is perfection! Impeccably designed for comfortable living and great entertaining, the main

    Toni Asch Douglas Elliman Real Estate

    29 Wood Edge Ct, Water Mill, NY 11976
  • /20

    $165,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    23 Howard St, Sag Harbor, NY 11963

    Although retaining its original charm, this home has been beautifully renovated with all modern amenities. It is located in the heart of the village, a short distance to fabulous restaurants, live theater, movie house and great shopping! On the first floor, there is a great chef's kitchen, formal dining room, spacious living room, office/4th bedroom and bathroom. The master suite with gas

    23 Howard St, Sag Harbor, NY 11963

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