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Southampton
$55,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 735801

RR #RP240241. This charming and private waterfront cottage features a living room with vaulted ceilings and fireplace, as well as a library, dining area, and new country kitchen. The decor is light and airy for a peaceful experience. All rooms open to an aged patio with teak furnishings. This beautiful home also includes a heated gunite pool, hot tub, and 20' dock. Separate guest bungalow comes complete with one bedroom and one bathroom. Two-car detached garage. The views offer vistas of open space that are mesmerizing. Lush vegetation in the backyard ensures privacy. Listing ID: 735801

MD - LD Rental: $99,000
July / Aug Rental: $85,000
August - LD Rental: $55,000
Year Round: $159,900

John P Vitello
(631) 204-2407

Water Mill
$360,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 7.5
Web ID: 736788

Majestic, private Architectural Digest cover home, situated on 20 acres surrounded by 30 more, a perfect retreat to connect with nature during these times Your own full-time staff and groom for the horses, if you choose to ride. Super pristine with all handmade custom details, must be seen to truly appreciate this work of art. Surrounded by 50 acres of the reserve for total privacy, this elegant house offers 4+ bedrooms and 7+ baths, a family room, a dining room, an amazing kitchen, a movie theater, a gym, 3-car garage, and 4 fireplaces. The property provides a heated pool, riding trails, horse barn and paddock. This is one of the most beautiful, one of kind properties in the Hamptons. Listing ID: 736788

January Rental: $29,000
February Rental: $29,000
March Rental: $29,000
November Rental: $39,000
December Rental: $39,000
Year Round: $360,000

Andrea L Ackerman
(631) 537-4340

Donna L Landry
(631) 725-5573

Village Of Southampton
$175,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 738850

This spacious home on .36 acres is just moments from the center of the village and ocean beaches. Beautifully decorated with 6 bedrooms, 6.5 baths, 5 fireplaces, a gourmet kitchen, home theater with reclining chairs, a billiard room and custom built bar. There is also a pool house with 2 rooms and full bath, heated gunite pool and exquisite landscaping. A perfect spot to spend the Summer! Listing ID: 738850

MD - LD Rental: $375,000
June Rental: $100,000
July Rental: $175,000
July / Aug Rental: $325,000
August - LD Rental: $225,000

John P Vitello
(631) 204-2407

East Hampton
$25,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 754506

Rental Registration #: 22-89. Lovely contemporary home with spacious, private master suite, two additional lovely bedrooms, heated pool and a large deck w/retractable awning! There are three fireplaces, a large chefs kitchen with a 9-foot granite island perfect for entertaining. A finished basement with billiards table adds to the fun. Moments from the buzzy new Springs restaurants SiSi and Rita's Cantina. This home has a fabulous location just off of Three Mile Harbor Road, close to the beautiful bay beaches and just 5 minutes to East Hampton and less than 10 to Amagansett and the Ocean beaches Atlantic and Indian Wells. Listing ID 754506.

June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $50,000
August - LD Rental: $30,000
Two Week Rental: $15,000

Robert Stearns
(631) 771-5317

Michael Petersohn
(631) 771-5336

Southampton
$24,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 875885

Rental Reg. # RP201446. This bright and light-filled house is located on a shy half acre in Shinnecock Hills. The beautifully renovated home features an open floor plan, including a beautiful kitchen with granite counter tops and stainless steel appliances, living room and formal dining area. In addition to the private master bedroom suite, the house has 3 more bedrooms and 1.5 baths. The home includes extensive decking overlooking the heated pool. Listing ID: 875885

August - LD Rental: $24,000

Water Mill
$65,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 865878

#RP201032. Situated just shy of 2 acres and home set on a rise at the end of a 400 ft. winding driveway. Within minutes of local shopping, dining and beaches. This fresh 4 bedroom, 3 bath retreat has been completely remodeled. A newly-refurbished single-level 2.500+-/ sq. ft. interior has just been renovated with new kitchen, lounge, bed, and bath. The heated pool and new surrounding stone has outdoor showers, lounges and dining areas and is a perfect setting for entertaining guests. Listing ID: 865878

MD - LD Rental: $150,000
August - LD Rental: $65,000
September Rental: $25,000

Robert Nass
(631) 702-7506

Maritza Jimenez
(631) 204-2411

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742578

Enjoy beautiful sunset views over farm fields from the back deck of this handsome contemporary. Stellar location just one-half mile +/- from the village of Bridgehampton. Offering five bedrooms, four baths, living room with fireplace and double-height ceilings, central air-conditioning. On over two acres featuring a heated pool and mature gardens. Listing ID: 742578

July Rental: $85,000
August - LD Rental: $90,000

Christopher J Burnside
(516) 521-6007

Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 912142

RP #240851. This recently renovated bespoke Bridgehampton farmhouse, nestled on an immaculately landscaped acre. Featuring 2 prime bedrooms, 3 guest bedrooms and 5 baths, this residence offers the epitome of luxury and comfort. Indulge your culinary passions in the brand new, meticulously thought-out large chef's kitchen, complete with Wolf and Viking appliances, oak floors, and a central island that seamlessly blends style with utility. The kitchen effortlessly flows into the dining room, where French doors open out to the garden, creating a serene ambiance for intimate gatherings or cool nights indoors. Discover 3 distinct art-filled living areas throughout the home, including a sunroom adorned with cozy couches and a double-sided gas fireplace that also graces the adjacent sitting room, characterized by glossy white vintage wicker and floors. The main gathering space awaits in the light-filled two-story great room, boasting floor-to-ceiling windows, radiant heat floors, and a...

July Rental: $65,000
August - LD Rental: $72,000
Two Week Rental: $42,000

John P Vitello
(631) 204-2407

Bridgehampton
$25,000

Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 738072

RP#: 160508 This charming, bright and open furnished cottage features a newly-vaulted ceiling in the living room with a Great Shell chandelier, fireplace, dining area, kitchen with new white stone counter, two bedrooms and a bath with wainscot walls and new glass and tiled walk-in shower and fixtures. A new stone private patio with elegant English metal tables and chairs are surrounded by mature Yew hedges. Listing ID: 738072

January Rental: $4,500
February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
MD - LD Rental: $60,000
June Rental: $15,000
July Rental: $25,000
August - LD Rental: $25,000
September Rental: $4,500
November Rental: $4,500
December Rental: $4,500
Winter Rental: $36,000
Year Round: $80,000

Mary Ellen McGuire
(631) 537-4324

Maritza Jimenez
(631) 204-2411

Bridgehampton
$100,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736789

Conveniently located and close to Bridgehampton Village. You must see this pristine traditional in a great Bridgehampton location. This home features 4100 sq. ft.-4 bedrooms/4.5 baths...Sheek Dining Room, Living Room with Fireplace, Gourmet Kitchen, 2 Master suites, Den, plus finished lower level with den, Game Room, and Wine Cellar. When you need a break from our beautiful beaches, relax by the tastefully furnished pool area and spa. The landscaped grounds set the stage for an enchanted evening of dining under the pergola. It's simply perfect!

July Rental: $100,000
August Rental: $120,000
Two Week Rental: $50,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Village Of East Hampton
$70,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735720

This well maintained village rental is newly furnished and ready for summer! The floor plan includes three bedrooms, two baths, a living room, a dining area and a kitchen. Sliders off the living room lead to a lovely deck and spacious back yard. There are nearby restaurants and shops, and the East Hampton Library, Guild Hall, and Hampton Jitney stop are less than a half mile away. Available immediately.

Year Round: $70,000

Jeanne Hutson
(631) 903-6144

Raul Guazhambo
(631) 903-6148

North Sea
$50,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 755716

RR# RP170661. This beautiful 4-bedroom, 3.5-bathroom home is just moments to Southampton Village shops, restaurants, and ocean beaches. It is sited on over 3 private acres and surrounded by fruit orchards and horse farms. Fabulous kitchen for entertaining, a gym, sunny pool area, plus other wonderful amenities. Listing ID#: 755716

May Rental: $20,000
MD - LD Rental: $150,000
June Rental: $34,000
July Rental: $50,000
July / Aug Rental: $105,000
August Rental: $65,000
September Rental: $25,000

Maritza Jimenez
(631) 204-2411

Village Of Southampton
$135,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 735525

Impressive village traditional, privately situated in the estate section on a dead-end street, beautifully landscaped 2-acre property with a 20' x 40' heated pool. Family room, large sun-room, formal living and dining room, eat-in gourmet kitchen, original hardwood plank floors throughout, seven bedrooms, including two primary bedrooms one in 1st floor and one on second floor, and seven and one-half baths. Additional amenities include two fireplaces, central air-conditioning, mudroom, and playroom above the garage. Now available July or August 2025. Shorter periods upon request. Listing ID: 735525

July Rental: $135,000
August Rental: $135,000

Amelia M Doggwiler
(631) 204-2426

Lillian A Holtzclaw
(631) 204-2430

Village Of Southampton
$100,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 735873

Oceanfront property with ocean and bay views. Private master bedroom suite with 2 fireplaces, 2 baths, sauna, sitting room, oceanfront and bayfront balconies with gorgeous views. Guest wing with 4 en-suite bedrooms and an additional sauna. Multiple entertaining spaces. Flat screen TVs throughout. Heated gunite pool and hot tub. Listing ID: 735873

Short Term Weekly: $100,000

John P Vitello
(631) 204-2407

Bridgehampton
$40,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 877017

Rental Reg # RP201221 Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide plank floors and a brick fireplace. Additionally, there is a master bedroom with an en suite bathroom. The kitchen is beautifully appointed with a top of the line Lacanche oven, there is also a powder-room, large pantry, laundry and mudroom with access to the pool and back garden. The second floor has three additional guest bedrooms with beautiful views of the grounds, one of the bedrooms has a walk-in closet and on the second floor there is an oversized shared bathroom. Ideal for...

MD - LD Rental: $105,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

David Tenenbaum
(631) 771-5322

Wainscott
$225,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742991

Wainscott hidden Gem - Tranquility at its finest! , 5 BR/ 4 BA w/ Pool, Tennis & putting green on 2.4 acres. This is a stunning meticulous light & bright five bedroom (2 up, 3 down), four bathroom home. Features three en-suite bedrooms, including two master suites. The open concept living room is sun-filled with open gourmet kitchen dining area with French doors leading outside to beautiful grounds featuring a heated 20 x 40 gunite pool, a secluded tennis court with basketball and putting green and sand trap. Conveniently located, only a 5-minute drive to Sag Harbor's Main Street and bay & ocean beaches and 7-minute drive to East Hampton & Bridgehampton. This beautifully landscaped property offers colorful gardens. A private serene retreat, perfect property for entertaining as well as relaxation. Features 6 smart TVs, surround sound music, Sonos zones inside & out, and high speed Internet. Listing ID: 742991...

Custom Rental: $15,000
January Rental: $15,000
February Rental: $15,000
March Rental: $15,000
April Rental: $15,000
November Rental: $15,000
December Rental: $15,000
Year Round: $225,000

Tracy Carey
(631) 537-4360

Wainscott
$65,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 738944

Rental Registration #: 24-657 This newly renovated Hamptons home invites you in with a beautifully landscaped driveway. The home has a open floor plan setting with a large living room, kitchen and dining area. There are a total of four bedrooms with a first floor media/bonus room for a converted fifth bedroom. The home has four and half baths and a finished basement with family room/den, wet bar ad separate office. The property has beautiful gunite salt-water pool surrounded by fabulous backyard setting with mature plantings. Listing ID: 738944

MD - LD Rental: $165,000
June Rental: $30,000
July Rental: $65,000
August Rental: $65,000
Year Round: $220,000

Rachel Rushforth-Worrell
(631) 903-6160

Jeanne Galante
(631) 903-6184

Wainscott
$60,000

Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738399

Rental Registration #: 22-1,499 - Come enjoy your summer days in this beautiful, well-kept traditional home in East Hampton. There are six bedrooms, (junior suite on the first floor), five and one-half baths. The home is filled with light from everywhere. Open floor living room with high ceilings and fireplace, kitchen, and breakfast/dining area. There is also a TV-Rec room. Amenities include central air conditioning, heated swimming pool, pool cabana, and tennis. Listing ID: 738399

May Rental: $20,000
June Rental: $40,000
July Rental: $60,000

JB Jose B DosSantos
(631) 903-6147

Jennifer Linick
(631) 771-5310

Wainscott
$85,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736947

Rental Registration #: 23-1049 Located south of the highway in Wainscott, this spacious, designer's own modern sits on nearly an acre with lush landscaping, a large, heated pool, and extensive decking for amazing outdoor entertaining or simply soaking in the sun. The stylishly furnished 4000 SF interior features high ceilings and an abundance of natural light throughout. The living room with its stunning fireplace is open to the dining room and kitchen areas creating an open floor plan with multiple floor-to-ceiling sliding glass doors that seamlessly connect the indoor and outdoor spaces. This beautiful home offers 4 bedrooms and 4 full bathrooms, including a gorgeous first floor primary suite with high ceilings, its own fireplace, and glass sliders that lead to a private deck overlooking the pool. The first floor also features two guest bedrooms, two additional bathrooms, and an office. The second floor includes the den/media room and an...

Two Week Rental: $85,000

Jeanne Hutson
(631) 903-6144

Amagansett
$245,000

Amagansett, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736679

Rental Registration #: 23-1,318. Be the lucky person to enjoy this beautiful custom home that has just been completed and professionally decorated. The first floor boasts a wall of glass overlooking the garden, pool and pool house. A veranda that has a drop down movie screen (for private viewing ) is just outside the first floor den. The second floor has a master suite with see through fireplace between the bedroom and the large master den/study. In addition, there are three ensuite large bedrooms perfectly appointed. The finished basement has a media room, another large ensuite bedroom, and a large entertainment room. Listing ID: 736679

MD - LD Rental: $535,000
June/July Rental: $340,000
July Rental: $245,000
July / Aug Rental: $445,000
August - LD Rental: $255,000
September Rental: $125,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

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