485 Hamptons Rentals

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33 Gingerbread Lane
$65,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 898208

Stunning one-level home beautifully appointed with stellar art in the center of East Hampton Village set back from the road and down a long driveway. You can entertain outside on the large 1,000-square-foot screened-in porch with Italian-designed furniture in front of a gas fireplace. Outdoor gas and charcoal grills. Expansive magnificently landscaped backyard with 15 x 50 gas-heated gunite pool and 8 x 8 spa. Chef's kitchen with Viking stove, Sub Zero refrigerator, two dishwashers, and large center island opening to the living area with gas fireplace and dining area filled with natural light. Split floor plan with two bedrooms on one side and two bedrooms on the other, each with its own TV and ensuite baths. Additional room to be used as den or office. Sonos system, Apple TV, organic vegetable/herb garden (will be maintained by gardner), and composting vessel. Perfect summer rental in East Hampton...

July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000

Kimberly Kakerbeck
(631) 537-4351

26 North Drive
$65,000

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

Rental Reg. # 2023-034. Amazing location in North Haven Shores community! Stunning waterfront traditional 5 BR home for rent with breathtaking views of Shelter Island and Sound. 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

January Rental: $7,500
February Rental: $7,500
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

232 Hill Street
$65,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908240

Boasting of charm, this beautifully-gated property offers a sweetly-renovated Hamptons traditional home with 4 bedroom, 3.5 baths and 4,136 +/- sf of living space. Featuring modern amenities with a nod towards classic design, the well-planned home has a semi-open concept floor plan, 2 living rooms with fireplace that flow into the formal dining room and chef's kitchen with a breakfast nook and French doors to the enclosed porch. The upper level features a primary bedroom with fireplace and private balcony and 3 additional guest bedrooms. The secluded backyard is surrounded with mature plantings and a spacious patio for dining creating the perfect environment for outdoor entertaining. Behind the heated gunite pool, there is a pool house/studio with full bath, sauna and outdoor shower. Just a stone's throw from miles of ocean beaches, restaurants and shops, this home sets the scene for the ultimate summer vacation and Hamptons lifestyle. Listing...

July Rental: $65,000

Cristina Matos
(631) 204-2408

134 Middle Pond Road
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736126

RP# 240489. Just renovated!! Spectacular 4 bedrooms, 5.5 bath Post-Modern home on a private waterfront 1.60-acre +/- property. Brand new kitchen and full bath with steam shower was added to the first floor. Features include a heated gunite pool with spa, 2 car garage, 2 fireplaces, central air-conditioning, 3,800 square-feet of living space and much more. This property faces South giving a magnificent water views of the bays all the way to the Ocean with sunrise and sunsets galore!. Enjoy the quiet and private peninsula location. Just less than 2.5 miles from the center of Southampton Village. Available Summer 2025, extended season and other specific rental periods upon request. Listing ID: 736126

MD - LD Rental: $175,000
June Rental: $30,000
June/July Rental: $100,000
July Rental: $65,000
July / Aug Rental: $145,000
August - LD Rental: $80,000
September Rental: $40,000
Two Week Rental: $40,000

Amelia M Doggwiler
(631) 204-2426

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

Amagansett
$60,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738234

Rental Registration #: 22-268. Three-tenths of a mile to the Atlantic Ocean and privately situated on an acre+/- of grounds and dunes (adjacent to nine acres+/- of nature preserve), this attractively furnished two-story contemporary features a living room, dining area, kitchen with two dishwashers and stainless steel appliances, four bedrooms, three baths, indoor master whirlpool and spa. Additional amenities include two fireplaces, central air-conditioning, cable/internet, two-story decking and a swimming pool. Listing ID: 738234

MD - LD Rental: $165,000
June Rental: $50,000
July Rental: $60,000
August - LD Rental: $70,000

Noel D Mason
(631) 903-6135

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: 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

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
$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

Water Mill
$60,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 735783

RR#RP201246. Beautiful Deerfield Road home. Nicely furnished; two-story traditional situated on 2.3+/- acres with established landscaping. All amenities included: living room with fireplace and wet bar; library, dining room, brand new eat-in kitchen with top of the line appliances, five bedrooms and four baths. Additional offerings include finished basement with pool table and wet bar, 5 flat panel TVs. central air-conditioning, central vacuum, security system, porch, deck, two-car garage and a 20'x40' heated Gunite pool. Close to both ocean and bay beaches. Available Summer 2025. Other periods upon request. Listing ID: 735783

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $60,000
July / Aug Rental: $120,000
August - LD Rental: $70,000
September Rental: $30,000
Year Round: $180,000

Amelia M Doggwiler
(631) 204-2426

East Hampton
$60,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 742456

Rental Reg. # 24-188. Renovated in 2017, sublimely modern, but comfortable, this 4 bedroom, 4.5 bath house has a soaring double height open living/ dining area leading to a comfy screened porch overlooking the heated pool. First floor primary suite has a gas fireplace and an adjacent sauna. Beautifully appointed and perfect for relaxing no matter what room you're in. A gourmet kitchen completes the picture. Equidistant between East Hampton and Sag Harbor. Listing ID: 742456.

June Rental: $45,000
July Rental: $60,000
August - LD Rental: $70,000

Shannan M North
(631) 903-6174

Philip Judson
(631) 771-5328

Southampton
$60,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 889836

RR# RP230162. Be the first to rent this newly and beautifully-decorated condo, located just a few miles from Southampton Village, close to stores, restaurants, and ocean beaches. The home boasts a bright and open living room, dining area, and fully-equipped gourmet kitchen, leading out to a private patio for outdoor dining and lounging, and relaxing in the hot tub. In addition to the spacious primary bedroom with walk in closet, the condo features 2 more spacious bedrooms and 2 full baths. On the fully-finished lower level, there is a sectional sofa to lounge or watch TV, exercise equipment, and an infrared sauna. The condo also includes a private garage. The condo amenities include a heated poo, cabana, and playgrounds. Listing ID: 889836

MD - LD Rental: $60,000

65 Westwood Road
$60,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 742619

Rental Reg. # 24-340. Located South of the Highway near renowned Town Line and Wainscott Atlantic Ocean beaches, this elegant retreat offers 3 bedrooms, 2.5 bathrooms, and a sparkling heated pool surrounded by bluestone patio lounge areas and lush landscaping complete with a wisteria-covered pergola. A dramatic double-height, formal living room with an oversized wood-burning fireplace opens to a casual library\sitting room. The formal dining room is enhanced by French doors and a dedicated buffet alcove. A casual\breakfast dining area is set conveniently next to the professional kitchen which features granite counters, and premiere Sub-Zero/Bertolucci appliances. Also on the first level, the primary en-suite with a just-renovated bath includes a private media room. Additional amenities include a den/office, a finished basement, an outdoor patio grill, central air conditioning, an attached garage, and adequate parking for 5 cars. Listing ID: 742619

August - LD Rental: $60,000

David Blumenfeld
(631) 537-4329

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