485 Hamptons Rentals

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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

Springs
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755164

Rental Registration #: 23-114. Newly renovated 4 BR/ 2.5 bathroom in desirable Lions Head Association with private marina and bay beach access. Clean, spare living spaces with double height ceilings, multiple skylights, and enormous sliders allowing abundant light and views to Hog Creek. Ample decking for outdoor entertaining and a brand new heated gunite saltwater pool. Listing ID 755164

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

Philip Judson
(631) 771-5328

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736358

Hamptons July rental #23-51 No car required from this amazing 'Close to All' location. Charming and crisp living spaces add to the fun of this summer rental. Offering four bedrooms and three bathrooms, eat in kitchen and screened in porch, this property needs to be seen. All of the shops, restaurants, the Hampton Jitney and the train are very nearby with the beautiful ocean beach just a short distance away. Situated on a shy half acre with a heated pool , patios and lawn areas to play on. Won't last. Listing ID: 736358

July Rental: $40,000

James J MacMillan
(631) 267-7171

William Kuneth
(631) 771-5319

Sag Harbor
$40,000

Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755692

RP170834. Close to Long Beach resides this Sag Harbor three bedroom, two full bath Harbor front home. The home has a newly renovated eat-in kitchen, above level partially finished basement with a playroom/den and a deck overlooking the cove. In addition, the home has a private dock. Close to village, shops and restaurants. Listing ID: 756614

MD - LD Rental: $45,000
July / Aug Rental: $40,000

Richard Finder
(631) 702-7511

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 740687

Located on upper Sag Harbor Cove in the charming Village of Sag Harbor, this captivating cottage features 4 bedrooms and 3 full bathrooms. Sited on a beautifully manicured 0.36+/- acre waterfront lot, the gracious home has been traditionally restored, preserving wide-plank hardwood floors, original moldings, and period detail. Formal and informal living rooms, each with a fireplace, as well as an open kitchen/dining combination space, add to the casual comfort of the residence. One half +/- mile to the heart of the village for spectacular dining, shopping, and entertainment options, or the renowned Long Wharf pier. Listing ID: 740687

June Rental: $35,000
July Rental: $40,000

Linley Pennebaker Hagen
(631) 725-5583

Kimberly Kakerbeck
(631) 537-4351

Village Of Westhampton Dunes
$40,000

Village of Westhampton Dunes, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 737157

Amazing ocean views from every room in this beautifully designed contemporary residence on Dune Road in the Village of Westhampton Dunes. Everything in this home is top-of-the line to provide for an amazing oceanfront vacation. The bright, open living spaces feature floor to ceiling walls of glass for ultimate beach front vistas. There are six bedrooms, including two primary suites, and five and one-half bathrooms. Outdoors enjoy the large beachfront deck with a heated pool and spa. Listing ID #737157

December Rental: $40,000

Albert Weinschenk
(631) 288-5039

Southampton
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 736065

RP241671 - Beautiful four bedroom, five-bath postmodern, privately situated on a landscaped 2.20+/- acre. Amenities include new pool and spa installed in 2024, an all-weather lighted tennis court, central air, attached one-car garage, and a finished lower level with a pool table, gym, sauna, and a full bath. Conveniently located between Southampton, Sag Harbor, and Bridgehampton. A must see.

MD - LD Rental: $105,000
June/July Rental: $60,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $45,000

JB Jose B DosSantos
(631) 903-6147

North Sea
$40,000

North Sea, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 738419

RR# RP200048. This beautiful Water Mill home features a double height foyer leading to a spacious and bright living room, dining area and kitchen, and has an additional den. The house has five spacious bedrooms, four full baths, and a gym in the lower level. Outside there is large decking, set up for lounging and entertaining. In addition to the heated pool there is an outdoor hot tub. This amazing property is conveniently located, close to the Southampton Village, Sag Harbor and Bridgehampton. This Listing ID: 738419

MD - LD Rental: $90,000
June Rental: $20,000
June/July Rental: $50,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $50,000
Year Round: $125,000

Village Of Southampton
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 755134

Located on a quiet street in Southampton Village, this lovely cottage style home is surrounded by meticulous landscaping and hedges and offers an inground pool. Three bedroom, two and one half bath home located just over a mile from Village dining and shops is ideal to spend the most desirable times in the Hamptons. Tesla supercharger available. Listing ID: 755134

August - LD Rental: $40,000

Richard Finder
(631) 702-7511

Maritza Jimenez
(631) 204-2411

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 742846

Beautifully renovated, this 3 bedrooms 2 baths cottage offers an amazing view on the ocean. Close to the beach and to Amagansett village you just found the right place to spend your summer

MD - LD Rental: $100,000
June Rental: $25,000
June/July Rental: $65,000
July Rental: $40,000
July / Aug Rental: $65,000
August - LD Rental: $45,000

Noel D Mason
(631) 903-6135

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908143

Rental Registry #: 24-557. This 4 bedroom, 3 bathroom home with lots of additional space has it all. Beautifully renovated kitchen and bathrooms. Large pool with a grassy fenced in yard. Lots of natural light and close to all the fun things in East Hampton and Sag Harbor. Lots of parking and in a private cul de sac.

MD - LD Rental: $90,000
June Rental: $15,000
July Rental: $40,000
August - LD Rental: $45,000
September Rental: $18,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 736934

In the heart of East Hampton's renowned Lily Pond Estate section, south of the highway and mere seconds to world-class ocean beaches, this truly spectacular 2-acre property evokes easy summer living and relaxed entertaining near the sea. There is a total of 3 bedrooms and 4 full baths on the park-like property, that includes a classic Carriage house, spacious pool house with rec room, changing room and 2 full baths, an inviting private pool, stone patio, and a secluded Har-Tru tennis court. The main house features an elegant drawing room, chef's kitchen and formal dining room with double French doors leading out to the expansive grounds. A perfect summer retreat.

January Rental: $5,000
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
May Rental: $15,000
MD - LD Rental: $95,000
June Rental: $20,000
July Rental: $40,000
August - LD Rental: $45,000

Christopher J Burnside
(516) 521-6007

76 Cove Hollow Road
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 902031

RR#: 23694 Welcome to 76 Cove Hollow Road.This recently renovated charming cottage is just minutes from East Hampton Village makes for the perfect summer rental! Features include a large pool and outbuilding housing a fully equipped gym. The main house offers 2 bedrooms, 3 bathrooms, dining and living rooms, an open eat-in kitchen connects to an exterior bluestone patio making for easy indoor/outdoor entertaining. The large beautifully landscaped property includes a vintage barn (converted to gym) that overlooks the 77' heated gunite saltwater pool and outdoor shower. As an added bonus, there is a beautiful detached building with bonus room/full bath. Look no further for that August rental in the Hamptons! Listing ID:902031

July Rental: $40,000

Kimberly Kakerbeck
(631) 537-4351

Mary Sculley
(631) 537-4326

64 South Hill Street
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738990

This charming home on a quiet street in the Estate Section is the perfect place to relax and enjoy the summer. Beautiful lawn, heated gunite pool, living room with fireplace,eat in kitchen, dining room, Master bedroom deck overlooking the pool and lawn. Listing ID: 738990

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Elyn W Kronemeyer
(631) 204-2432

37 Scallop Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 909609

RR # 24-335Renovated from top to bottom, this 3 bedroom/ 2.5 bath contemporary has been meticulously updated. Soaring, bright living room has 15' vaulted ceilings, shiplap paneling, quartz clad fireplace and sliders to the front and back decks. Separate dining room and floor to ceiling glass sunroom offering true indoor/ outdoor living. Newly renovated kitchen with SubZero and Wolff stainless appliances. Primary en suite occupies the rear of the home with sliders to a private deck overlooking the pool and professionally landscaped grounds. Two additional bedrooms with skyights and another full bath complete the first level. The lower level is comfortably finished with a large media room, bar area with wine fridge, beverage center and ice maker, fully equipped gym, powder room and laundry. Ouside, the beautifully landscaped grounds abound with mature plantings, masses of hydrangeas, azaleas and multiple specemin trees allowing for maximum privacy. ...

July Rental: $40,000
August - LD Rental: $50,000

Philip Judson
(631) 771-5328

31 Diane Drive
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743733

Rental Registration # 22-604. Spacious, Modern living. Full renovation completed in 2020. Located 1.5 miles from East Hampton Village and ocean beaches. In sought after East Hampton Oaks community. Private, crisp, and immaculate one floor home offers living room with wood burning fireplace, family and dining rooms, luxury galley kitchen, primary plus 2 additional guest bedrooms, 2.5 baths and laundry. Contemporary kitchen design is fully equipped with Sub-Zero, Bosche and Wolfe appliances and opens, partially, to all main living areas. Primary is ensuite with king bed, walk in closet and opens to teak deck, pool and outdoor shower. Guest bedrooms 1 & 2 offer Queen and Twin beds with shared full bath. Outdoor living space includes teak deck, professional grill, dining for 8, wood burning fireplace with seating, both overlooking the 18' x 36' gunite pool with auto closing cover and a private outdoor shower. Front facing porch is off...

June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $40,000
September Rental: $25,000

Dennis Gallagher
(631) 771-5309

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