643 Hamptons Rentals

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8 North Bay Lane
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 915954

Rental Reg. # 24-1031 Enter this enchanting one-of-a-kind property in The Grace Estate, offering the most custom design and build with extraordinary attention to detail. Cedar shingle and stucco, it could be considered mid-century modern. From the Koi Pond to the heated infinity edge Gunite pool and spa, to the custom woodwork surrounding the 2+ acres, this house sits across the street to the access for the bay beach. Offering 4 bedrooms, 4 1/2 baths, it has a library, formal dining room, elegant living room, separate loft/flex/ bonus room, sauna, four fireplaces, three car garage and total privacy. This is a very special property and will be appreciated by those with the most discerning taste.

Custom Rental: $17,500
May Rental: $20,000
June Rental: $35,000
June/July Rental: $110,000
July Rental: $65,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

643 Stephen Hands Path
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735901

Rental Registration #: 24-1271 Welcome to Camp Courtside, the ultimate compound for summer sun and fun! Just minutes from East Hampton Village, Sag Harbor, and world-class ocean beaches, this bright, open contemporary is a sports lovers' paradise. Start your day on your private tennis court, two pickleball courts, or basketball court and finish lounging on your expansive mahogany deck, complete with an oversized crystal clear blue pool, a six-person hot tub, outdoor shower, and a fire-pit with four Adirondack chairs. The new open chef's kitchen overlooks the two-story living & dining great room, complete with a stone fireplace, skylights that bathe the interior in natural light, and multiple glass sliders that open to the pool, lounge space, and outdoor dining, making indoor/outdoor entertaining a breeze. There are four bedrooms (3 ensuites), all with cable TV, and four new bathrooms. Behind a sliding barn door on the main floor are two...

Custom Rental: $37,500
July Rental: $65,000
August Rental: $65,000
August - LD Rental: $70,000

James Blueweiss
(631) 903-6133

33 Horseshoe Drive
$65,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 759373

Rental Registration #: 24-914.Owners have transformed this 6 bedroom 5.5 bath house into a family paradise. Stephen Saint-Onge has designed the home with simple elegance yet sophisticated glamour. The flow is perfect for summer living with an open first floor plan that makes entertaining easy. The living room with fireplace flows into the dining area which is open to the chef's kitchen and family room with bar. There are floor to ceiling accordion glass doors that lead to the outside deck with its' outdoor dining area. A few steps down is the brick patio and oversized pool. First floor has master bedroom and a bathroom with a soaking tub and steam shower. Additionally, two guest bedrooms share a bathroom. Upstairs from the entry hall there are two bedrooms and a bathroom. And a second staircase leads to an en suite bedroom....

MD - LD Rental: $165,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000

Leslie Hillel
(631) 771-5311

Philip Judson
(631) 771-5328

262 Roses Grove Road
$65,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 8
Web ID: 735450

RR# RP200249. This spacious two-story traditional is located privately and secluded on a landscaped 2.10-acre property in Water Mill. The home boasts a spacious living and dining room overlooking the backyard. A professional eat-in kitchen with breakfast are leads to the back bluestone patio for outdoor dining and lounging. The main floor also has a generous junior master suite, and an additional sitting room. The second story features the primary bedroom suite which includes an attached office/den/sitting room. In addition to the primary suite the home has four en-suite bedrooms. The third floor has a roof top terrace featuring views over the pool and tennis area and distant water views of Peconic Bay. The finished basement has sofas and a TV for lounging, as well as ping-pong and foosball tables. The outdoors include a heated 18x42 gunite pool surrounded by a blue stone patio, with steps leading to...

March Rental: $10,000
April Rental: $10,000
MD - LD Rental: $155,000
June Rental: $40,000
June/July Rental: $90,000
July Rental: $65,000
July / Aug Rental: $130,000
August - LD Rental: $70,000
September Rental: $30,000
October Rental: $15,000
November Rental: $15,000
December Rental: $15,000
Winter Rental: $100,000

26 North Drive
$65,000

North Haven, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743644

Rental Reg. # 2023-034. Stunning waterfront traditional 5 BR home for rent with breathtaking views of Shelter Island and Sound. Amazing location in North Haven Shores community! Two living areas (one off the kitchen and the other with plenty of glass offering panoramic views of the Sound). 5 beds, 3 full baths. No pool no problem!!! This property has a private beach! There is also a private dock for those with a boat, har-tru tennis and expansive back deck and yard to enjoy the views and sunsets. Additionally, there's a children's play room on the main floor. Easy access to the Shelter Island Ferry. Don't miss out on this rental opportunity! Listing ID: 743644

March Rental: $7,500
April Rental: $15,000
May Rental: $15,000
June Rental: $20,000
June/July Rental: $80,000
July Rental: $65,000

Kimberly Kakerbeck
(631) 537-4351

Sarah Ferguson
(631) 903-6124

16 Woodedge Circle
$65,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 919481

Rental Reg. # 25-106 This chic villa is set on approximately 2 acres of landscaped grounds surrounded by natural forest in North Amagansett's Bell section. Featuring five bedrooms and 5 baths, this striking residence features a cathedral living room with fireplace, bar, a beautiful master suite, four guest rooms and a finished basement. Outdoor mahogany decking encircles the inground heated saltwater pool, with a separate hot tub adjacent to the master bedroom. The estate backs up to the reserve which feels completely secluded and quiet. This beautiful home is conveniently close to the railroad, Main St. Amagansett and its world class beaches.

MD - LD Rental: $155,000
June Rental: $30,000
July Rental: $65,000
July / Aug Rental: $140,000
August - LD Rental: $75,000
September Rental: $40,000

Craig Beem
(631) 537-4350

Village Of East Hampton
$63,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735715

Traditional Village cottage, situated on a beautifully landscaped property with a pool house and a 12' x 36' heated gunite pool. Amenities include four bedrooms, three baths, fireplace, and central air-conditioning. Private and quiet; located close to Wiborg Beach, the duck pond, and all Village attractions.

July Rental: $63,000
August - LD Rental: $68,000

Carol G Abady
(631) 903-6173

William Kuneth
(631) 771-5319

East Hampton
$62,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 907234

Rental Registry #22-0,820 - Beautiful and well-kept home in the Dune Alpin Farm Property Association with four bedrooms and three bathrooms available for the 2025 summer season. Amenities include heated gunite swimming pool, community tennis, central air conditioning. Proximity to Red Horse Market and ocean beaches.

July / Aug Rental: $62,000

JB Jose B DosSantos
(631) 903-6147

North Sea
$60,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 756279

Southampton summer rental; 4 bedrooms, 5 bathrooms. On a great location, 3400 sq ft home with a heated pool and bayviews. Great street and neighborhood. Listing #756279

MD - LD Rental: $125,000
July Rental: $60,000
July / Aug Rental: $100,000
August - LD Rental: $75,000

Richard Finder
(631) 702-7511

Sagaponack
$60,000

Sagaponack, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 742671

Approximately 1,100+/- ft from the ocean, this Sagaponack cedar shingle traditional offers beautiful living spaces in a premier Hamptons location. The magnificent property is professionally landscaped with manicured lawn, mature trees, and tall privet hedge for privacy. The first floor features an entry foyer with custom cubbies, and a powder room. Light-filled and airy, the gourmet eat-in kitchen with stainless appliances opens to family room with tv. A separate wing on this floor offers three guest bedrooms which share a large bathroom where laundry room can also be found. Upstairs, there is a large bonus room which can be used either as a recreational space, or as a bedroom. The library leads to a primary suite with a private bath, ample closet space, and a balcony overlooking the grounds. The lower level offers a full bathroom and steam room. Charming and conveniently located, this is the perfect place to enjoy...

June Rental: $60,000

Christopher J Burnside
(516) 521-6007

Philip Judson
(631) 771-5328

East Hampton
$60,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 880646

Rental Registry #23-0,991 - Brand new construction with five bedrooms and four full baths in the Northwest part of East Hampton has it all. Upon entering the home, to your immediate right is the sunroom with vaulted ceiling and gas fireplace. The open floor plan combines the great room with a gas fireplace, dining area, and a gourmet kitchen with Wolf and Subzero appliances that leads to the backyard where a heated gunite pool is surrounded by a bluestone patio with a professional infrared bbq grill, fire pit, eating area, lounge chairs, hot water outdoor shower, and a lush landscaping with nightscape lighting. The ensuite primary bedroom has a soaking tub with double vanities, and surround sound system. Amenities include central-air-conditioning, whole house audio system including outdoor, instant hot water plumbing, smart enabled lights throughout, surround sound system in the great room, large screen wall mounted...

May Rental: $26,000
MD - LD Rental: $140,000
June Rental: $17,500
June/July Rental: $90,000
July Rental: $60,000
July / Aug Rental: $115,000
August - LD Rental: $60,000

JB Jose B DosSantos
(631) 903-6147

East Hampton
$60,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 890636

Rental Registry# 24-0,544 - Beautiful and expansive property just moments from the heart of East Hampton Village and its fantastic shops, restaurants, and ocean beaches. The 1.26+/- acre parcel is situated at the end of a private lane and features a spotless traditional home with brand new oversized (50 feet in length) heated gunite swimming pool and spa, with retractable cover. Built in 2006 and renovated in 2022, the 5-bedroom, 6-bath home offers an open floor plan, living room with fireplace, eat-in kitchen, formal dining area, and finished lower level with state-of-the-art screening room, gym, and full bath. The kitchen is simply stunning with incredible marble countertops, custom cabinets, and high-end appliances. All bedrooms feature gorgeous en-suite bathrooms, including the first-floor junior primary suite. The outdoors features a large deck with dining area and lounge area, overlooking a sprawling back yard with lush landscaping. An East Hampton property...

MD - LD Rental: $165,000
July Rental: $60,000
August - LD Rental: $75,000

JB Jose B DosSantos
(631) 903-6147

East Hampton
$60,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 738114

Rental Registration #:24-1273. Absolutely fabulous -- yet simple and casual beachy white decor. Newly renovated kitchen and wide bleached plank wood flooring sets the stage for white slip-covered furniture and white country chic bedrooms. The 2-story traditional has five bedrooms, five bathrooms with good separation for privacy. Two living areas and a den. The light bright home has central air, heated pool, outdoor shower, large green lawn area with newly updated pool patio area, all on a flag lot full of sun and privacy. Listing ID:738114

July Rental: $60,000
July / Aug Rental: $120,000
August - LD Rental: $70,000

Kimberly Kakerbeck
(631) 537-4351

Bridgehampton
$60,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735643

RP230371. Enviably private and beautifully furnished three-story Victorian c.1820 on a landscaped 2.47+/-acres. Wrap-around covered porch; living room, cherrywood parlor; library, dining room, four bedrooms and three baths. Adorned with seven fireplaces, the house offers a cozy, turn-of-the-century feel, but it is decidedly modern, as evidenced by an impressive gourmet kitchen outfitted with the finest appliances, central air-conditioning, and a sparkling free-form Gunite pool. Listing ID: 735643

July Rental: $60,000
July / Aug Rental: $125,000
August - LD Rental: $65,000

Cynthia R Barrett
(631) 537-4322

Wainscott
$60,000

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...

April Rental: $15,000
May Rental: $15,000
MD - LD Rental: $150,000
June Rental: $20,000
July Rental: $60,000
August Rental: $65,000
September Rental: $20,000
Year Round: $225,000

Tracy Carey
(631) 537-4360

Water Mill
$60,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 742628

Beautiful farmhouse located in Water Mill South on Calf's Creek. The house is situated on a stunning piece of property with lush landscaping and mature trees. CAC, heated oval gunite pool. Close to the bay and ocean beaches. A special Hamptons country setting. Charming, unique, cozy, historical 'English style' cottage, built in 1750, with additions: 1 mile South of Sunrise Highway; take a stroll to the beach, 5 bedrooms; 4 in main house plus large guesthouse; 3 bedrooms open onto 1 acre garden (in total, sleeps 12 people: 1 king bed, 4 queen beds, 2 single beds), 3 bathrooms (2 ensuite; 1 bath, 2 showers) plus outdoor shower. Dining room seats 10. Kitchen seats 8; Sub Zero appliances. Pool is not fenced. Mature garden, large trees. 3 working fireplaces, A/C throughout the house, Wifi throughout. Large washing machine + large dryer.

May Rental: $35,000
MD - LD Rental: $160,000
June Rental: $50,000
July Rental: $60,000
July / Aug Rental: $125,000
August - LD Rental: $70,000
September Rental: $35,000

Stephanie J Louise
(631) 537-4345

Richard Finder
(631) 702-7511

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