424 Hamptons Rentals

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38 Three Mile Harbor Drive
$80,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 906085

RR# 22-1583. Enjoy sensational views over Three Mile Harbor and beyond from this dramatic waterfront home set high atop a freshly landscaped shy acre in Settlers Landing. The residence is set back on the property to offer both privacy and an exceptional vantage point for its 180-degree vistas. Recently renovated and professionally designed, the 4,100 sq ft interior features an open concept living and dining room with a soaring double-height wall of windows that create a dramatic theatre for the surrounding natural beauty. Sliders lead to a 1000+ SF furnished deck that extends the dining, lounging and entertainment space to the outdoors. A Sonos indoor/outdoor music system enhances the seamless environment. Three spacious bedrooms and two full bathrooms complete the first level. An expansive ensuite primary bedroom on the second level features a sitting area with fireplace, a private balcony and floor to ceiling windows that...

January Rental: $25,000
February Rental: $25,000
March Rental: $25,000
April Rental: $25,000
May Rental: $30,000
June Rental: $60,000
July Rental: $80,000
August - LD Rental: $80,000
November Rental: $25,000
December Rental: $25,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

36 John Street
$80,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 5
Web ID: 913469

Ideally located on the tranquil waters of Upper Sag Harbor Cove with a private dock and waterside pool, this Sag Harbor Village summer house is only one block to the Main St sidewalk for direct access to restaurants, shopping, and Long Wharf. The magic happens outside where sunsets can be enjoyed from the patio furnished with ample seating, umbrellas, and gas grill. This beautiful traditional home is bathed in natural sunlight from an abundance of sliding glass doors on 2 levels. The open floor plan boasts a large kitchen with granite counters, 4 burner Wolf range, rolling butcher block island, wine fridge, and stainless steel appliances. It leads to the living room with a big comfortable sectional sofa and dining for 4. The first level primary suite with tile bathroom and stall shower has views over the pool and the water beyond. A convenient den with ensuite bathroom and access...

August - LD Rental: $80,000

Clare J Tenkarian
(631) 725-5586

25 Pleasant Lane
$80,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879602

Be the first to enjoy the immaculate high-end renovation! This pristine house sits on a shy half acre property located on a peaceful Southampton Village street close to the best beaches, renowned restaurants and stores. Enter the home to an inviting entry foyer which flows into a gorgeous new open floor plan with large new windows that invites an abundance of light into its interior and new mahogany floors. The first floor comprises of a formal living room, which opens to an outdoor sitting area for perfect al fresco entertaining, a large scale family room with a wood burning fire-place, a formal dining room and a brand new gourmet kitchen with quartz counter tops, a center island and state-of-the-art appliances: Wolf range, Subzero refrigerator, garbage disposal and a Miele dishwasher. The fully re-designed powder room, laundry and mud room complete the main floor. On the second floor you...

May Rental: $30,000
MD - LD Rental: $200,000
June Rental: $40,000
July Rental: $80,000
August - LD Rental: $90,000
November Rental: $20,000
December Rental: $20,000
Winter Rental: $60,000
Year Round: $260,000

Lillian A Holtzclaw
(631) 204-2430

127 Seascape Lane
$80,000

Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 754727

Down a flag drive is a magical spot bordering a farm. The property offers sweeping views and sounds of the ocean waves. You are greeted by a stand of hydrangea and flowering trees. This 3 bedroom 3 and 1/2 bath home was designed by a Southampton architect. The open floor plan offers lots of light and French Doors to let the outside inside. The first floor has a living room with an especially tall fireplace and dining area. There is a state of the art kitchen open to a sunroom for dining and relaxing. A pantry, laundry room and half bath are off of the kitchen. There is a library that could work for additional sleeping with a full bathroom. Second floor has master bedroom bathroom suite with a deck that provides magnificent views, two additional bedrooms and hall bathroom, and...

MD - LD Rental: $200,000
June Rental: $45,000
July Rental: $80,000
August - LD Rental: $100,000

Leslie Hillel
(631) 771-5311

Water Mill
$78,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736759

RR# RP231095. Upside down modern totally renovated. This 4 bedrooms 3 baths is beautifully decorated. Enjoy an acre of privacy on a very quiet street. Additional amenities includes pool, top of the line appliances, one car garage and more. Listing ID: 736759

Year Round: $78,000

Amelia M Doggwiler
(631) 204-2426

128 Newtown Lane
$77,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 869249

This stunning East Hampton Village classic features a large open floor plan with chic living room and cozy den space divided by a double-sided gas fireplace. A sun-filled custom kitchen is outfitted with a social center island and inviting dining spot. Glass sliders open bring you to the back and side yard lounging and dining areas. Meticulously landscaped gardens and lush lawn lead to a glorious heated pool. A gracious junior primary guest room and powder room finish the main floor. The second level contains the primary suite with vaulted beamed ceiling overlooking the backyard as well as two additional guest rooms and a full bath. The lower level entertainment space boasts a large screen TV, relaxing sectional sofa and regulation sized pink pong table. Within a few steps of renowned shopping, restaurants, the East Hampton train station and Hampton Jitney stop, this chic oasis of...

January Rental: $7,000
February Rental: $7,000
March Rental: $15,000
April Rental: $20,000
July Rental: $77,000
August - LD Rental: $77,000
September Rental: $15,000
November Rental: $10,000
December Rental: $10,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

Montauk
$75,000

Montauk, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 759075

Rental Registration #: 24-659. Available for rent is this Montauk Ocean Views four bedroom, 5 bath oceanfront home. Enjoy living directly across the street from the ocean with direct access with a private path this summer. This home has the most convenient location being less than a mile to town shops and restaurants and being right on one of the best beaches in Montauk. There are three master suites all with views of the ocean, fireplaces, tv's and queen beds. Each suite has an extra seating area with pullout couch as well. There is a first-floor ocean view master suite that has its own deck overlooking the ocean. The fourth bedroom is ensuite with a tv as well. There is an additional 5th bedroom off the kitchen for overflow guests if needed. The porch is the perfect place to sit and relax...

MD - LD Rental: $195,000
July Rental: $75,000
August - LD Rental: $95,000

Timothy C Burch
(631) 771-5315

Sag Harbor
$75,000

Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 756508

This private and recently renovated architectural marvel on nearly 3 acres, and adjacent to preserve, will surprise and delight you with its charm and unique setting. Entering the first floor of this 3 story home you will find a spacious living room with 2 bedrooms and bath -- up to the 2nd floor where you'll love the open living/dining and kitchen area with fireplace as well as a convenient deck looking out to the beautifully landscaped grounds and oversized pool. From here you can enjoy year round sunsets from home, pool or hot tub! The master suite and bath on the 3rd floor are divine and also include a cozy deck with distant water views of Peconic Bay. There are koi ponds with waterfall to enchant you and nearby walking trails for the nature lover in you. New furnishings plus great mid-century to modern art will add to your great...

Year Round: $75,000

Richard Finder
(631) 702-7511

Maureen J Geary
(631) 903-6167

Village Of Southampton
$75,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736551

The perfect Hamptons getaway in the Estate section of Southampton Village only 3 blocks from Little Plains Beach and walking/biking distance to the Village. Impeccably decorated with a sophisticated palette, the house is bright, spacious and perfect for entertaining. The first floor has an en-suite junior primary, the second floor has 4 spacious en-suite bedrooms and the basement has a great game and entertaining room, full gym, laundry, staff quarters and access to the outdoors where you can find a heated gunite pool, jacuzzi and pool house with full entertaining facilities and bar. Property is private with lovely landscaping. Listing ID: 736551

January Rental: $25,000
February Rental: $25,000
March Rental: $25,000
April Rental: $25,000
May Rental: $35,000
June Rental: $75,000
September Rental: $150,000
November Rental: $25,000
December Rental: $25,000
Two Week Rental: $40,000

Lillian A Holtzclaw
(631) 204-2430

Southampton
$75,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 738175

RP190347 This beautiful, modern renovated home offers a great combination of comfort, recreation and location, for your Hamptons vacation. The home has a wonderful feel due to the open floor plan. Four bedrooms and 4 full bathrooms, spacious kitchen with Wolf stove and beautiful granite countertops, as well as a bright living room that opens onto the deck and pool area. Enjoy the private 1.7 +/- acres, with heated pool, private tennis court, plenty of lawn area for outdoor recreation, and a massive deck, great for relax or barbecuing and dining al fresco. The house has the perfect set-up and decor for indoor and outdoor lounging or entertaining. Located on a beautiful and quiet dead end street, the property is less than a mile from the famous Towd Point Beach, and centrally situated to the best restaurants, cafes and shops of the area. Listing ID: 738175

MD - LD Rental: $175,000
June Rental: $40,000
July Rental: $75,000
July / Aug Rental: $140,000
August - LD Rental: $80,000

Elizabeth A Phenis
(631) 537-4357

Village Of East Hampton
$75,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735723

Be the first to enjoy this just completed perfect home right in the heart of the Village. Newly expanded upon and completely renovated, this home has a new private master suite with Juliette balcony overlooking the mature perennial gardens and heated gunite pool. There are three guest bedrooms and thread half beautiful baths. There is a junior primary bedroom with en-suite bedroom on main floor. Not only is there a formal dining room, newly expanded comfortable living room with fireplace, there is also a state-of-the-art, eat-in-kitchen with island, pantry and all new top of the line stainless steel appliances that opens onto a gracious sunroom with French doors leading out to the terrace and gardens. Additional amenities include cable and wireless broadband. A wonderful way to be close to it all while having this tranquil setting.

August - LD Rental: $75,000
Winter Rental: $65,000

David Tenenbaum
(631) 771-5322

5 Spinnaker Way
$75,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736830

Located on an oversized 2.42+/- acre parcel on a cul-de-sac in the North Sea area of Southampton, this stunning traditional with a lake view and bright, modern interiors is the perfect Hamptons vacation home. It offers proximity to North Sea Beach, Southampton Village, and renowned Atlantic Ocean Beaches. The residence features 6 en suite bedrooms, 6.5 full baths and a chef's kitchen which opens to an exceptional family room with a wood burning fireplace below a 75' wall mounted TV monitor. Proper living and dining rooms are provided for more formal entertaining. The residence has sound throughout and has numerous smart TV's as well as multiple Sub Zero / Wolf appliances integrated within custom kitchen cabinetry. A pristinely finished lower level features a media room with Sonos surround sound, a foosball table and workout equipment as well as a complete, separate bedroom/ensuite bath with private...

July Rental: $75,000
July / Aug Rental: $150,000
August Rental: $80,000

Christopher J Burnside
(516) 521-6007

460 Butter Lane
$75,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 905785

Rental Registration#:RP230406 Spend your summer holiday here in Bridgehampton relaxing in the heart of horse and wine country yet so close to Bridgehampton's Main Street , shops, restaurants, train, Jitney and pristine ocean beaches. This classic Hamptons style 5 bedroom 4.5 bath home combines the extensive outdoor living, a 20 x 40 ft heated pool multiple seating areas both covered, outdoor shower and BBQ with the indoor comforts for entertaining or relaxing. The lawn provides for a bucolic calm and ample space for a game of catch, soccer, volleyball, or basketball by the driveway. The double height ceiling entrance way continues into a striking double height ceiling in the dining room lined with french doors leading out to the back patios and pool. The first floor also includes a chef's kitchen, one bedroom, full bath, laundry room, great room and grand multi use living room also...

August - LD Rental: $75,000
Two Week Rental: $45,000

Cynthia R Barrett
(631) 537-4322

21 Bull Run
$75,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 865515

Rental Reg. # 23-1135. Open and bright, this wonderful contemporary home is just a short distance from East Hampton Village and ocean beaches. Located on a quiet street, the newly renovated 3400SF five bedroom, six bath residence features great windows and high ceilings in most rooms in addition to a large finished lower level with an additional 1000SF of living space. A 20 x 40 ft heated pool and pool house are accessed by a dramatic grass stairway from the open living and dining area. Listing ID: 865515

January Rental: $15,000
February Rental: $15,000
March Rental: $15,000
April Rental: $25,000
May Rental: $25,000
MD - LD Rental: $170,000
June Rental: $25,000
July Rental: $75,000
August Rental: $75,000
September Rental: $20,000
November Rental: $15,000
December Rental: $15,000
Year Round: $250,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

20 Beach Lane
$75,000

Village of Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 904042

Located in the highly desirable estate section of Quogue Village, this charming bayfront home offers amazing water views, the ability to dock a boat, and launch a paddle board or kayak. The bayside gunite pool and patio is the perfect spot to take in the views and enjoy the ocean breeze. The covered front porch provides a quiet area to read a book or enjoy a cool drink. Enter the inviting foyer and see the lovely wood detailing throughout the home. A generously sized living room with a wood-burning fireplace offers the perfect gathering spot. The formal dining room includes a wet bar for entertaining. A light-filled kitchen with its own entrance, includes a spacious island, cozy breakfast area, and a charming fireplace. New top-of-the-line appliances await. A family room with a powder room completes the first floor. The second floor boast a spacious...

MD - LD Rental: $180,000
June Rental: $35,000
July Rental: $75,000
July / Aug Rental: $145,000
August Rental: $75,000

Lauren A Battista
(631) 288-5534

145 Lumber Lane
$75,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 876050

RP201791. Bridgehampton Village beauty available for the first time as a seasonal rental. This cottage was originally built in 1930 and lovingly renovated in 2017/18. The undeniable curb appeal sets the tone with a charming front porch entry which opens to the beautifully appointed and professionally decorated Living room with large windows and wood burning fireplace. This room opens into an inviting open family room and to the open dining room with doors leading to the new bluestone deck, fenced back yard and stunning pool - all enhanced by landscape lighting and an outdoor sound system. The open, windowed kitchen has quartz counter tops, tons of storage and stainless appliances. A first floor master bedroom (king) with en suite bath and a powder room complete the first floor. A gracious stairway leads to the second floor which offers three guest bedrooms and a full...

MD - LD Rental: $165,000
July Rental: $75,000
July / Aug Rental: $145,000
August - LD Rental: $75,000
Winter Rental: $11,000
Year Round: $225,000

Todd J Buchanan,
(631) 771-5326

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