417 Hamptons Rentals

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429 Butter Lane
$150,000

Bridgehampton, NY
Rental
Bedrooms: 7
Bathrooms: 6
Web ID: 917305

RP190383. Nestled in the heart of Bridgehampton, this stunning 6-bedroom Hamptons summer rental offers an exquisite estate setting with a pool on a sprawling 1.52+/- acres. The gated drive, framed by tall privet, leads you to a private, park-like oasis. Open lawns, expertly arranged specimen plantings, mature trees, and landscaping by the acclaimed Edmund Hollander surround the magnificent 6,000+/- sq. ft. home. Enjoy the perfect blend of openness and privacy with easterly views over a 70-acre tree farm reserve. Step inside to sophisticated and open living spaces. The main level features an expansive living room with a coffered ceiling and fireplace, a billiards room, and a gourmet eat-in kitchen with a fireplace and access to a charming screened-in porch. This level is completed by two luxurious bedroom suites. The finished lower level offers a recreation room with a game and media area, as well as a relaxing sauna. The...

July Rental: $75,000

Craig Beem
(631) 537-4350

231 Flying Point Road
$150,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 738317

Located in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the most discerning clientele. Located moments from America's most desirable white, sandy, ocean beaches, this home stands out amongst the rest. Five generously sized bedrooms throughout the residence all complete with private baths. A potential 6th bedroom/office with private bath is available on the main level. The primary bedroom welcomes the head of the household with fireplace and private balcony overlooking the grounds. The main living areas include 2 wings, with separate living rooms for entertaining guests while others relax and unwind in the alternate room both include fireplaces as a focal point. Other notable areas include library,...

MD - LD Rental: $375,000
June Rental: $100,000
June/July Rental: $250,000
July Rental: $150,000
August Rental: $200,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

140 Ox Pasture Road
$150,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738655

Full of charm and ideally situated less than a mile to the heart of Southampton Village and just up the street from world-renowned ocean beaches, this contemporary with gated driveway is the ideal place to call home for the summer. Sitting on just over 1.9 acres of manicured grounds, the home offers 6 bedrooms, one of which is a small children's room with bunk beds, 5.5 baths, large foyer, spacious kitchen, along with separate family and formal living and dining rooms. A gorgeous property with an immaculate backyard boasting a pool, pool house, as well as a private tennis court with pickleball lines. Designed with indoor and outdoor entertaining in mind, this is a home you will enjoy on the sunny days, as well as staying in on those rainy summer afternoons in this top prestigious neighborhood. Listing ID: 738655

July Rental: $150,000
July / Aug Rental: $295,000
August - LD Rental: $155,000

Cristina Matos
(631) 204-2408

1 Fox Crossing
$150,000

North Haven, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 868027

This Perfect North Haven Rental is just minutes from Sag Harbor Village in the gated waterfront enclave of West Banks - North Haven. A stunning residence, sited on a private 1.27+/- acre parcel, offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. you are captivated by the soaring double height ceilings with an open floor plan spanning the whole first level. A living room and fireplace hearth flowing into a new modern chef's kitchen with a large center island, Sub Zero and Wolf appliances and wide granite counters for entertaining. A great room featuring a modern jewel fireplace, a full wet bar and entertainment area with gorgeous Nanawall glass doors for indoor-outdoor living at its best. Glass panels enclose the wine storage room and line the floating catwalk on the second level. A first level plush primary suite opening...

July Rental: $150,000
Two Week Rental: $80,000

Korine M Konzet
(631) 537-4323

East Hampton
$145,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 911081

Nestled in East Hampton's coveted Settlers Landing neighborhood, this exquisite home embodies the quintessential Hamptons lifestyle with a seamless fusion of classic charm and modern sophistication. Situated on a generous half-acre lot, this residence is just minutes away from town, offering convenience and tranquility in equal measure. Step inside to discover a sun-drenched interior adorned with high-end fixtures and impeccable finishes. The spacious living room, den, and eat-in kitchen provide an inviting atmosphere for relaxation and gatherings. The kitchen features a breakfast room with sliding glass doors, allowing for seamless indoor-outdoor flow. Outside, the deck basks in sunlight, providing the perfect spot to soak up the serene surroundings. The backyard oasis is an entertainer's dream, complete with a sparkling pool, inviting hammock, convenient grill, and refreshing outdoor shower. Surrounded by natural beauty, residents can explore nearby preserves, indulge in kayaking and paddleboarding adventures, or witness breathtaking...

Year Round: $145,000

Elizabeth A Phenis
(631) 537-4357

Andrea L Ackerman
(631) 537-4340

Water Mill
$140,000

Water Mill, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735785

Beautiful Traditional home in Bridgehampton with new gourmet kitchen and new marble bathrooms. 3 spacious bedrooms each with a new flat screen television. Bright and large living room with double height ceiling and 2nd floor den overlooking the space. Freshly painted, newly furnished, refinished hardwood floors. Fenced in yard with heated pool and patio for dining. Central air. No pets. Listing ID: 735785

Year Round: $140,000

Clare J Tenkarian
(631) 725-5586

Maritza Jimenez
(631) 204-2411

Village Of Sag Harbor
$140,000

Village of Sag Harbor, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 736094

Located on a beautifully landscaped parcel which is just shy of an acre, in the heart of Sag Harbor's historic district, this Federal-style house dates back to 1750 and has been beautifully restored and updated with every modern amenity. The peaceful and private retreat, only seconds from wonderful shops and restaurants, boasts century old boxwoods, an allee of cherry trees, a gunite pool, bluestone terrace and pool house. The principal rooms include a lovely living room, bonus room and library, gracious dining room overlooking the garden and a gourmet chefs kitchen with 2 Bosch dishwashers, a Viking range, a SubZero refrigerator and wine cooler. The private rooms include an exquisite master suite with fireplace, cathedral ceilings and spa bathroom plus two en-suite guest bedrooms, a new private en-suite guest bedroom with queen bed, sitting area and bathroom, as well as a maid's room with separate egress and two additional...

Custom Rental: $235,000
MD - LD Rental: $425,000
June Rental: $95,000
July Rental: $140,000
July / Aug Rental: $335,000
August - LD Rental: $195,000
Ext. Season: $160,000

Stacy Pennebaker
(516) 532-5765

Linley Pennebaker Hagen
(631) 725-5583

Village Of Southampton
$140,000

Village of Southampton, NY
Rental
Web ID: 886437

Beautifully decorated four bedroom, three and half bath corner unit located in the Village of Southampton. The living room with dining has an open floor-plan with 11 foot ceilings, and an adjacent den/office. The Master Suite has two walk-in closets, shower and a free-standing bathtub. The large kitchen has stainless appliances, a Wolf Oven and Sub-Zero Fridge. Other unit amenities include a second story covered porch, laundry and a one car garage. The community offers a gunite pool with an on duty Lifeguard, two lounge areas, tennis court, covered veranda with barbecue and exterior fireplaces. Close to village, restaurants and ocean beaches. Listing ID# 886437

Year Round: $140,000

Maritza Jimenez
(631) 204-2411

Robert Nass
(631) 702-7506

38 Aqua Drive
$140,000

Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738962

RR #RA241924. Situated high on a bluff with wide open views of Shinnecock Bay, Meadow Lane and beyond. This stunning shingle-style house radiates elegance and sophistication with its soothing color palettes, chic decor, beautifully handcrafted wood paneling and crisp moldings throughout. The open floor plan boasts southern exposures and an abundance of windows and French doors, drenching the space with natural light. With 5,900+/- square feet spanning 3 levels, there is plenty of separate space for everyone. Six bedrooms, 5.2 baths and an array of magnificent amenities form an airy, contemporary vibe. When you are not soaking in views from the walls of glass, you can enjoy the spacious chef's kitchen with stainless steel appliances and center island. Also included are 2 fireplaces, a luxurious master bedroom with second floor balcony, gaming area, study room, covered loggia, butler's pantry and a gym. Adding to its charm is a neatly...

Custom Rental: $175,000
July Rental: $140,000

John P Vitello
(631) 204-2407

Southampton
$135,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 8.5
Web ID: 736345

RR# RP241288. A rare find with pool, tennis and basketball. This fabulous sun-drenched newly-renovated and expanded home built with style and quality , 7 bedroom, 8.5 bath home, including 2 first floor en suite masters and 2 laundry rooms spacious and perfect for all occasions. Enjoy and relax in the secluded backyard with a beautiful new heated gunite pool, spa and tennis surrounded by 3 acres of beautifully landscaped grounds. In close proximity to the beach and the Village of Southampton, this should not be missed. . The perfect entertaining home and ultimate sanctuary. Designer-decorated and meticulously-appointed spaces complete this perfect oasis with 6700 SF of living space. Listing ID: 736345

August - LD Rental: $135,000

Cristina Matos
(631) 204-2408

Richard Finder
(631) 702-7511

Village Of Southampton
$135,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 735525

Impressive village traditional, privately situated in the estate section on a dead-end street, beautifully landscaped 2-acre property with a 20' x 40' heated pool. Family room, large sun-room, formal living and dining room, eat-in gourmet kitchen, original hardwood plank floors throughout, seven bedrooms, including two primary bedrooms one in 1st floor and one on second floor, and seven and one-half baths. Additional amenities include two fireplaces, central air-conditioning, mudroom, and playroom above the garage. Now available July or August 2025. Shorter periods upon request. Listing ID: 735525

July Rental: $135,000
August Rental: $135,000

Amelia M Doggwiler
(631) 204-2426

Lillian A Holtzclaw
(631) 204-2430

Bridgehampton
$135,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755355

RR#: RP240195 Right in the heart of Bridgehampton, this great house is complete with 4 bedrooms, 4 baths, and 1 bedroom and 1 bath is the guest cottage. Also located on the 1.1 acres is a heated pool and mature landscaping. The beautiful grounds are about 23 acres of nature preserve. 5 T.V's, Media room, sunroom and full gym are added bonuses. The cathedral ceilings make this house even more special! Listing ID: 755355.

Custom Rental: $175,000
MD - LD Rental: $150,000
July / Aug Rental: $135,000
Year Round: $250,000

Astrid Pillay
(631) 771-5312

Southampton
$135,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738005

RR# RP230002. Enjoy your summer in this natural light-filled 4 bedroom, 3 bath home. All the bedrooms have sliding glass doors that lead to the outside where you can enjoy the mahogany deck and heated pool. The 2 ensuite bathrooms are finished in limestone with rain showers. There are hardwood floors throughout, new kitchen, high-end appliances, a Peloton bike with gym equipment for your use and a yard that is maintenance-free, which gives you all the time in the world to enjoy your summer or year-round! Listing ID: 738005

Year Round: $135,000

Amelia M Doggwiler
(631) 204-2426

Village Of Southampton
$135,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 903151

This charming Traditional situated on a beautiful .57-acre property on a tranquil lane in Southampton Village. Offering 3 bedrooms, 3 renovated baths and a spacious living and room dining. Great backyard with heated pool the spacious lawn, mature landscaping with privacy just perfect for entertaining and to relax your summer away. Just minutes to Coopers Beach and less than a mile to restaurants, boutiques and all that Southampton Village has to offer. Listing ID: 903151

Year Round: $135,000

Cristina Matos
(631) 204-2408

68 West Water Street Unit #29
$135,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 915565

This amazingly totally custom-made renovated waterfront townhouse has it all plus an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view deck equipped with beautiful outdoor furniture, dining table and BBQ. The brand-new Chefs eat-in kitchen with island has everything you need as Thermador appliances, double oven/microwave, air fryer, ice maker, wine cooler to name some... There are 3 bedrooms located on the second floor; the primary bedroom has a deck with lounge chairs overlooking the outdoors and water views, this room come up with a control panel for lighting and shades on both sides of bed with overhead reading lights; the primary bathroom...

Year Round: $135,000

Amelia M Doggwiler
(631) 204-2426

Village Of Southampton
$130,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7
Web ID: 742962

Summer light and casual elegance await you in this 5,000+/- sq. ft. 7 bedroom, 7 bath Southampton Village home. Outdoor living space has been added with seating and an outdoor fireplace and outdoor shower. Chef's kitchen, central air-conditioning, heated pool with outside covered seating area with fireplace. Gym and staff quarters make this the perfect summer residence. Close to shopping and beach. Listing ID: 742962

July Rental: $130,000
July / Aug Rental: $240,000
August Rental: $135,000
August - LD Rental: $140,000
Two Week Rental: $65,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

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