501 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

Village Of East Hampton
$40,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736031

Available now: This handsome three-bedroom, two-bath traditional residence is located in the heart of East Hampton Village. Freshly renovated, features include a living room, cook's eat-in country kitchen, fireplace, central air-conditioning, awning-covered terrace, outdoor shower, and pool.

July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $45,000

Noel D Mason
(631) 903-6135

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

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 897595

Close to the Village, within a few blocks to a private community beach, and less than 1.5 +\- miles to Havens Beach in Sag Harbor, this stunning, modern farmhouse features 6 bedrooms and 7- and one-half baths across 3,800+\- sf. Multiples of sleek windows and oversized sliders create walls of glass in the grand, double-height living room with a fireplace that opens to the formal dining room and a designer chef's kitchen with a center island and counter dining. The spectacular primary en suite includes a vaulted-tray ceiling, a gas fireplace with a flat screen, and access to a large mahogany deck overlooking the back grounds. A separate guest wing on the 2nd level is accessed across the gallery bridge. Additional guestrooms and bathrooms are well-appointed with marble and contemporary fixtures. An extensive covered mahogany deck includes lounge and dining space, ceiling fans, an...

January Rental: $12,000
February Rental: $12,000
March Rental: $12,000
April Rental: $20,000
May Rental: $30,000
July Rental: $40,000
August Rental: $60,000
September Rental: $30,000
October Rental: $20,000
November Rental: $15,000
December Rental: $15,000

Sharman S Peddy
(631) 903-6171

Dennis Gallagher
(631) 771-5309

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

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 874634

Rental Registration #: 24-1287Come rent this beautifully constructed home on 2 acres in the Fresh Pond area of Amagansett. Elegantly executed with modern interiors, this beauty offers 7 bedrooms,6 full baths plus 2 half baths, three fireplaces, including one outdoors for chilly summer evenings. The large open living areas make for great entertaining and well as a calm relaxing summer/fall vacation. A heated gunite pool is private and is fenced for safety. There is also a large, sunny lawn area and ample decks with plenty of outdoor furniture. Everything in this house is recently new for you to enjoy. The Lower level is all new for 2022 and includes a new Gym with Peloton equipment, a theatre with a huge flat screen TV, An Office and some au pair accommodations. Enjoy the ocean beach minutes away or meander throughbeach, the farm stands, shops and restaurants of Amagansett...

June Rental: $40,000
September Rental: $25,000

James J MacMillan
(631) 267-7171

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

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

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

59 South Breeze Drive
$40,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914344

RR# 24-1138 Bordering a nature reserve and set back off the main road, 59 SOUTH BREEZE DRIVE is an idyllic and rare Hamptons find (home). Sitting on 1.2 acres, the house's open-style interior layout, very high ceilings with skylights throughout, a sizeable outdoor pool area with countless seating options, a BBQ grill, and a dining table, are perfect for entertaining large groups of people or simply enjoying the serene outdoor green space for yourself. Available from August 1st through Labor Day, this 3-bedroom home checks off all of the boxes if you want to escape the stifling inner city heat and reconnect with nature. Located 10 minutes from the towns of East Hampton, Wainscott, and Sag Harbor, this house will not last long. Listing ID: 914344

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

David Tenenbaum
(631) 771-5322

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