486 Hamptons Rentals

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43 Robin Drive
$35,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 907753

RR#: RP241245. Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel appliances, a formal dining area, and sliding glass doors leading to the 20'x40' pool, and an expansive outdoor lounge. Two bedrooms and a shared bath complete the first floor. The upper level features a spacious primary suite with a balcony overlooking the park-like grounds, a walk-in closet, and a spa-like bath. Additional amenities include a well-seized front porch, outdoor shower, central air, and hardwood floors throughout. Just 1.5+/- miles to Bridgehampton Village and 4+/- miles to ocean beaches, this property provides a tranquil backdrop for a quintessential...

July Rental: $35,000
August - LD Rental: $40,000

John P Vitello
(631) 204-2407

29 Diane Drive
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908014

Complete renovation and newly decorated 4 bed, 3 bath, contemporary, on .81 acres, in coveted East Hampton Oaks Association, Northwest Woods w/community tennis. Open floor plan smart home with hardwood floor, central air and plenty of natural light. Main level offers family sitting area, living room w/fireplace open to dining room and kitchen with all new high end stainless steel appliances plus full bath. Upper level offers primary ensuite bedroom w/private terrace plus three well appointed guest bedrooms and shared bath. Large wide side/back deck surrounds the 20x40 heated pool.

July Rental: $35,000
July / Aug Rental: $70,000
August Rental: $35,000
September Rental: $20,000
October Rental: $20,000

Dennis Gallagher
(631) 771-5309

27 East Woods Path
$35,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 874459

Beauty slick and modern Sagaponack home in a top location on a quiet street backing up to a reserve make this 1.5 acres full of privacy and just less than 2 miles to the ocean. This beautiful immaculate home is newly-renovated, featuring an open concept living area with vaulted ceilings and fireplace, top-of-the-line kitchen, den/TV room or office with fireplace. A total of 4 bedrooms, 3.5 baths, 2 ground floor en-suite primary bedrooms, plus 2 guest bedrooms on the second floor. A wall of glass doors leads you to an expansive deck which runs the length of the house and takes you to the 20x40 heated pool. This house is a perfect Hamptons retreat. Available Summer 2025, short-term, extended season and other periods upon request. Listing ID:874459

MD - LD Rental: $120,000
June Rental: $30,000
July Rental: $35,000
July / Aug Rental: $90,000
August - LD Rental: $45,000
Two Week Rental: $20,000

Amelia M Doggwiler
(631) 204-2426

21 Bayside Avenue
$35,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 896234

Rental Reg. #RP220423 Open Bay with a delightful sandy beach and the most glorious all-encompassing Shinnecock Bay views. In the charming Hamlet of East Quogue situated in the Hampton Point beach community, this home features 4 bedrooms and 3 full baths, including a primary en suite. There is a huge kitchen, with seating around the marble island, open to the dining area, and a great room with a wood-burning fireplace. A beachy interior with plenty of natural light throughout. The den could also be used as a 5th bedroom for guests. The screened-in room overlooks the glistening waters and a huge deck for lounging. Available full season or by the month. The perfect summer vacation home. Listing ID #896234

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
MD - LD Rental: $75,000
June Rental: $20,000
July Rental: $35,000
August - LD Rental: $40,000
November Rental: $10,000
December Rental: $10,000

Gayle Osman Lopata
(631) 288-5124

20 Cutter Court
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219

Rental Registration #: 24-1004 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...

Custom Rental: $20,000
June Rental: $25,000
July Rental: $35,000
Two Week Rental: $22,000

James Blueweiss
(631) 903-6133

Southampton
$34,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738306

Charming and tastefully decorated residence offering a living room with fireplace, dining room leading to an elegant kitchen and sunny breakfast area. Four bedrooms, three baths (including light-filled master bedroom and bath), media room/family room, large well-manicured property, lush gardens, expansive deck, and a heated gunite pool. Conveniently located to Southampton Village and ocean beaches. The perfect summer get away with wonderful entertaining space. Listing ID: 738306

January Rental: $13,500
February Rental: $13,500
March Rental: $13,500
April Rental: $13,500
May Rental: $18,000
June Rental: $18,000
July Rental: $34,000
August - LD Rental: $41,000
September Rental: $21,000
October Rental: $18,000
December Rental: $13,500

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Bridgehampton
$33,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 754306

This home is perfect for the family in need of two separate living areas but wish to be nearby. This four bedroom, two full bathroom Bridgehampton Contemporary has two kitchens, one on each floor as well as two separate living rooms. Each floor has two spacious bedrooms and one full bathroom. The living rooms each have a fireplace and sliders that either go out to the large yard or deck that overlooks the pool area. The second floor living room has high ceilings and balconies off of the bedrooms. The heated inground pool is 20 X 50 with beautiful landscaping. The yard also has an outdoor shower. The home is located on a private cul-de sac and is minutes to the Village. Listing ID: 754306

July Rental: $33,000
July / Aug Rental: $65,000

Christopher J Burnside
(516) 521-6007

Southampton
$33,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 908771

RR#240204. Enjoy your summer in this spacious end unit condominium close to the Southampton Village center, shops, restaurants, and beaches. The first floor boasts a bright and light-filled kitchen and living room with dining area, and a newly renovated powder room. Sliders from the living room lead to a sunny patio, inviting for outdoor entertaining and lounging. The second floor features a generous sized primary bedroom and bathroom suit, a guest bedroom and a bath. The condo also has a loft on the third floor for over flowing guests. Amenities at the condo development include two heated pools, tennis and pickleball courts, and a club house. Listing ID: 908771

MD - LD Rental: $40,000
July / Aug Rental: $33,000

Springs
$32,500

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 756453

Rental Registration #:22-123 Tastefully decorated 4 bedroom 3 bath home features a gourmet stainless kitchen, separate dining room, living room with fireplace and heated pool and outdoor shower. Minutes to EH and Amagansett Villages. Listing ID: 756453

MD - LD Rental: $75,000
June Rental: $20,000
June/July Rental: $49,000
July Rental: $32,500
July / Aug Rental: $65,000
August - LD Rental: $37,500

Philip Judson
(631) 771-5328

Southampton
$32,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 899747

Rental Registry #: RP230332. Charming & magical waterfront property with spectacular views in prime Hamptons location off North Sea Harbor. Minutes to Southampton Village and Sag Harbor. Walk to Towd Point Beach. The property is on the water and features a private dock with room for a 22' boat as well as a jet ski floating dock and is completely navigable to Peconic Bay and the ocean. Renovated and newly furnished with a nautical/coastal vibe, the house features an open concept kitchen, dining, living room & bathroom on the first floor. The second floor has 3 bedrooms and 2 bathrooms as well as another office/den area with pull out sofa. The master has an en-suite bath, walk in closet and lovely Juliet balcony. All bedrooms and living spaces are equipped with TVs. Luxury bedding and linens are provided. Every room...

January Rental: $5,000
February Rental: $5,000
March Rental: $7,000
April Rental: $10,000
May Rental: $18,000
June Rental: $22,000
July Rental: $32,000
August - LD Rental: $45,000
September Rental: $18,000
December Rental: $5,000

Richard Finder
(631) 702-7511

Southampton
$31,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736107

RR## RP230381. This two story cottage has 4 bedrooms, 3 baths and offers expansive vistas from its waterside deck. Listing ID: 736107

MD - LD Rental: $71,000
June Rental: $17,500
July Rental: $31,000
July / Aug Rental: $66,000
August Rental: $31,000
August - LD Rental: $33,000
September Rental: $17,500

Valerie Harte
(631) 204-2427

Richard Finder
(631) 702-7511

Amagansett
$30,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 756132

R.R #23-85Located in the heart of the Village of Amagansett, close to the beaches and town, lies this wonderful three bedroom and two bathroom contemporary. Recently renovated, the house features high ceilings, lots of light, central AC, heated pool with a large deck area, and sliders leading outside. Everything needed for a great summer rental in the most sought-after location. Listing ID 756132

MD - LD Rental: $75,000
June Rental: $17,500
July Rental: $30,000
July / Aug Rental: $59,000
August - LD Rental: $30,000

Margaret Turner
(631) 771-5314

Philip Judson
(631) 771-5328

East Hampton
$30,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 875849

Rental Reg #: 23-173 - Wonderful 3 bedrooms , 2 and a half bath in very private Northwest woods. Amazing brand new deck around the pool perfect for entertaining and so close to the wonderful bay beaches. Enjoy your summer. Listing ID: 875849

MD - LD Rental: $70,000
July Rental: $30,000
July / Aug Rental: $60,000
August Rental: $35,000

Sharman S Peddy
(631) 903-6171

East Hampton
$30,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735419

Rental Reg#: 22-1440 - Located on a private acre on the fringe of Northwest Woods, this sunny two-story contemporary features an open living/dining room with a fireplace and double-height ceiling. Adjacent to the dining area is an updated eat-in kitchen with a gas stove and stainless steel appliances. There are four bedrooms and 2.5 baths, including a first-floor primary bedroom that opens to a deck. The second floor featuretwo two bedrooms antwo two bathrooms, including a spacious primary bedroom suite with double sinks, a large bath, and 2nd story deck access with an outdoor shower. Additional amenities include central air-conditioning, an 18' x 36' heated pool, and extensive pool decking. It is conveniently located near the village, with bay and ocean beaches. There is a finished recreation room in the basement, so tenants will have a place for children to play on rainy days. Perfect summer rental! Listing ID: 735419

June Rental: $20,000
June/July Rental: $45,000
July Rental: $30,000
July / Aug Rental: $60,000
August - LD Rental: $35,000
December Rental: $8,000
Two Week Rental: $7,000

Jeanne Hutson
(631) 903-6144

East Hampton
$30,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 737673

Rental Registration #:22-1,420 Quintessential Hamptons home features five bedrooms, three and a half baths and plenty of living space for the perfect summer getaway. Entering into a large double height living room with fireplace, dining area and open kitchen, this home has it all. The first floor is equipped with a generous master suite, half bath, and guest bedroom, while the second floor has an additional master suite and two additional guest bedrooms. The property is rounded out with a heated saltwater pool, surrounded by meticulously maintained landscaping, designed by a renowned horticulturist. Conveniently located, this is the ideal summer escape.Listing ID: 737673

June Rental: $30,000
June/July Rental: $70,000

David Tenenbaum
(631) 771-5322

Southampton
$30,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 876143

RR# RP201349. This spacious house is located just minutes from ocean beaches and Southampton Village. The home features 4 generous bedrooms and 3 baths. The open living, dining room and kitchen overlook the sunny patio and pool. Listing ID: 876143

MD - LD Rental: $65,000
July Rental: $30,000
July / Aug Rental: $55,000
August - LD Rental: $35,000
Year Round: $84,000

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