56 Hamptons Rentals

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312 Ocean Road
$110,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755480

Come experience everything the Hamptons has to offer in this gorgeous 5 bedroom, 4.5 bathroom traditional in the estate section of Bridgehampton. This completely restored farmhouse set on .73 acre of picture perfect landscaping and gated entry. It is tastefully decorated with wide-plank floors, 2 fireplaces, a large living room, formal dining room, eat-in kitchen, and breakfast area with french doors leading to the pool. Outback, enjoy the 20x40 heated gunite pool, pool house with the fourth full bath, a back porch and patio, for classic Hamptons entertaining, accessed through the quintessential farm style kitchen. Head down the pristine and famous Ocean Road to world renown white sand ocean beaches and dunes indigenous to the Hamptons or make your way up the street to Bridgehampton's Main Street filled with History, restaurants with abundant outdoor dining and local shops for a magnificent summer get-a-way. Listing ID:755480

Custom Rental: $250,000
July Rental: $110,000
July / Aug Rental: $210,000
August - LD Rental: $110,000
September Rental: $60,000

Cynthia R Barrett
(631) 537-4322

Bridgehampton
$100,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736789

Conveniently located and close to Bridgehampton Village. You must see this pristine traditional in a great Bridgehampton location. This home features 4100 sq. ft.-4 bedrooms/4.5 baths...Sheek Dining Room, Living Room with Fireplace, Gourmet Kitchen, 2 Master suites, Den, plus finished lower level with den, Game Room, and Wine Cellar. When you need a break from our beautiful beaches, relax by the tastefully furnished pool area and spa. The landscaped grounds set the stage for an enchanted evening of dining under the pergola. It's simply perfect!

July Rental: $100,000
August Rental: $120,000
Two Week Rental: $50,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Bridgehampton
$100,000

Bridgehampton, NY
Rental
Bedrooms: 8
Bathrooms: 7.5
Web ID: 738833

Rental Reg # RP201647 On 2.7+/- private acres moments to Bridgehampton's Main Street, is this 5,800+ square feet home of well arrived luxury. The exclusive retreat borders a 23-acre reserve affording true privacy and tranquil views. The interior offers a combination of the best indoor amenities and unsurpassed comfort. There is an oversized kitchen and a great flow between the den, living room and formal dining room. The floor plan includes 8 bedrooms and 7 1/2 baths. The master bedroom has a fireplace, luxurious bath and a private terrace with views of the saline water gunite pool, sunken tennis court and reserve. Plenty of room for guests and/or staff accommodations. Set well back from the road down a long driveway, this property offers privacy and luxury with vast views of fields and sky. Tons of other bells and whistles including stocked gym, wet bar, pool table, ping-pong table, media area...

Two Week Rental: $100,000

David Tenenbaum
(631) 771-5322

13 Meadow Court
$100,000

Bridgehampton, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 738862

13 Meadow Court. In the heart of Bridgehampton horse and wine country close to Main Street and ocean beaches, this newly built 8 bedroom, 8 1/2 bath magnificent home is available for a summer of luxury and casual entertaining both inside and out, by the Gunite pool and spa. The first floor graciously flows from the eat-in-kitchen with grand island, wet bar,formal dining, 2 living areas, baby grand piano, impressive 2 story entry, and a first floor master. The second floor has 5 spacious en-suite bedrooms including a master suite wing with a master bath that ranks with some of the most elegant. The lower level boasts a gym, 3 living area and 2 additional bedrooms and a bath. Fabulous opportunity for a summer to remember.

MD - LD Rental: $275,000
June Rental: $50,000
July Rental: $100,000
July / Aug Rental: $225,000
August - LD Rental: $125,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 877470

RR# RP201309. Your own piece of heaven is ideally situated moments to the villages of Bridgehampton and Sag Harbor. Set on 2.13 acres and boasting 5 bedrooms and 4.5 bathrooms, this home is THE place to enjoy a beautiful summer's day. The outdoor entertaining space is unparalleled, offering a new built in hot-tub, grand outdoor kitchen with Sub-Zero and Wolf appliances, heated gunite pool with a 1,000 SF pergola, a gas fire-pit, as well as a wood burning one and ample lawn space. The interior is flooded with natural light that flows throughout the open floor plan of the living, dining and eat-in kitchen featuring Wolf and Sub-Zero appliances. The master suite with vaulted ceiling, large walk- in closet and gorgeous bath feels like a hotel suite you'll never want to leave. Four additional guest bedrooms ensure there will be room for everyone. The home also offers two separate...

MD - LD Rental: $200,000
June Rental: $40,000
July Rental: $85,000
July / Aug Rental: $165,000
Year Round: $300,000

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 756424

Newly renovated In the heart of the Village of Bridgehampton, is this adorable two bedroom, 2 Bath chic cottage with gunite splash pool. Conveniently located, this almost half acre is the perfect retreat with the old fashioned country feeling! Pets allowed upon approval. Listing ID#:756424

Winter Rental: $2,800
Year Round: $85,000

Janice Hayden
(631) 702-7513

Elizabeth Wohl
(631) 903-6193

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742578

Enjoy beautiful sunset views over farm fields from the back deck of this handsome contemporary. Stellar location just one-half mile +/- from the village of Bridgehampton. Offering five bedrooms, four baths, living room with fireplace and double-height ceilings, central air-conditioning. On over two acres featuring a heated pool and mature gardens. Listing ID: 742578

July Rental: $85,000
August - LD Rental: $90,000

Christopher J Burnside
(516) 521-6007

319 Brick Kiln Road
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 735899

Located near and equidistant between Bridgehampton and Sag Harbor villages, this recently built 7,000 +/- sf residence is set amid 1.4 +/-acres of pristine natural privacy in Bridgehampton and blends the best elements of contemporary state-of-the-art living with Hamptons charm. Featuring 5 bedrooms and 4.5 bathrooms, the home also provides a massive double-height living room with a wall of glass windows, an open chef's kitchen with professional appliances, a dining room with fireplace, and primary/secondary suites with vaulted ceilings, balconies, and crisp marble bathrooms. An attached cabana has a media room with a fireplace, 3 additional guest rooms, and 2 baths. A large heated pool with an expansive back deck bridges the grounds between the main house and the cabana with additional amenities including a 3-car attached garage and a finished basement.

MD - LD Rental: $200,000
June Rental: $45,000
July Rental: $85,000
August Rental: $90,000
August - LD Rental: $95,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Sagaponack
$80,000

Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 754928

This 19th century Sagaponack Victorian is nestled amongst farmland and so close to the beautiful Sagg Main and Gibson ocean beaches. Surrounded by farmland and tastefully renovated with four bedrooms, two bathrooms, living room, and dining room. A heated saltwater pool makes this the perfect Sagaponack rental! Listing ID: 754928

MD - LD Rental: $80,000

Philip Judson
(631) 771-5328

127 Seascape Lane
$80,000

Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 754727

Down a flag drive is a magical spot bordering a farm. The property offers sweeping views and sounds of the ocean waves. You are greeted by a stand of hydrangea and flowering trees. This 3 bedroom 3 and 1/2 bath home was designed by a Southampton architect. The open floor plan offers lots of light and French Doors to let the outside inside. The first floor has a living room with an especially tall fireplace and dining area. There is a state of the art kitchen open to a sunroom for dining and relaxing. A pantry, laundry room and half bath are off of the kitchen. There is a library that could work for additional sleeping with a full bathroom. Second floor has master bedroom bathroom suite with a deck that provides magnificent views, two additional bedrooms and hall bathroom, and...

MD - LD Rental: $200,000
June Rental: $45,000
July Rental: $80,000
August - LD Rental: $100,000

Leslie Hillel
(631) 771-5311

Bridgehampton
$75,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 736342

RR#: RP201148 Comfortably nestled on over 2 acres of lush lawn and surrounded by nature, this Bridgehampton beauty has a sprawling 4500+/- sq ft plan that includes an amazing gourmet kitchen, formal dining room, large living room with big comfy sofas and a fireplace, library/den with flat screen HDTV and fireplace, and 5 wonderful bedrooms including a first floor master suite with jacuzzi soaking tub. Outside enjoy the shade of the covered veranda or soak up the rays by the heated pool and new hot tub. There is also a new gym. It's all here in this shingled Traditional just a stone's throw to Bridgehampton and Sag Harbor Village shopping, restaurants, and night life.Listing ID: 736342

MD - LD Rental: $195,000
June Rental: $35,000
June/July Rental: $110,000
July Rental: $75,000
July / Aug Rental: $160,000
August - LD Rental: $85,000

Clare J Tenkarian
(631) 725-5586

Bridgehampton
$75,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735934

This beautifully restored barn with original beams is situated on 1.40+/- acres of lovely grounds in a most bucolic village setting south of the highway. The open plan first floor has soaring vaulted ceilings with exposed beams and large living spaces filled with light from floor to ceiling windows and tall glass doors. Enter through the welcoming foyer into the sunny great room. The farmhouse kitchen is adjacent to the formal dining area. Upstairs are three comfortable, generous bedrooms and three full baths, plus a sleeping loft that serves as a fourth bedroom. There is central air conditioning and a laundry room. Outdoors are an expansive bluestone patio and heated gunite pool. A delightful blend of historic charm and updated furnishings, this home is close to both town and ocean beaches.

July Rental: $75,000
July / Aug Rental: $150,000
August - LD Rental: $75,000
September Rental: $30,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Bridgehampton
$70,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 736303

Summer in this exquisite 6,000+/- organic modern on 3.5+/- private acres. The light-filled home features 5 bedrooms and 5.5 baths, including the lower level, double-height ceiling heights, an open concept floorplan, and plenty of spaces to entertain throughout. The lush grounds feature a heated gunite pool and spa, and a spacious pool house with a full bath. Nestled on a quiet, tree-lined road, the home is just 3.2 +/- miles from Sag Harbor Village and 3.7+/- miles to Bridgehampton Main Street. This immaculate property offers privacy and convenience.

MD - LD Rental: $150,000
July Rental: $70,000
July / Aug Rental: $140,000
August - LD Rental: $70,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Bridgehampton
$70,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736160

RR#: RP220641 Spend the summer near the Village of Bridgehampton in this brand new Bruce Nagel designed home furnished with exceptional taste to the very last details. Every room is airy and bright starting from the double height foyer with a dramatic spiraling staircase. On the ground floor is a living room with fireplace, a den with flat screen television, and a state-of-the-art kitchen (Viking and Sub-Zero appliances) attached to a formal dining area. Upstairs are four bedrooms, including two master suites, and two guest bedrooms-one with twin beds. All the bathrooms are fitted with Waterworks fixtures, and there is stereo and wireless throughout. The first floor was renovated in Spring 2022. Outside is a relaxing covered back porch with a dining table, an enclosed heated pool set in a private deep yard with lots of privacy, and a newly built pool house. This beautiful summer house...

MD - LD Rental: $177,500
June Rental: $32,500
June/July Rental: $100,000
July Rental: $70,000
July / Aug Rental: $145,000
August - LD Rental: $80,000

Clare J Tenkarian
(631) 725-5586

Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 735537

Rental Reg. # RP150305 Available now -Stylish and newly renovated post modern includes three bedrooms, two and one half baths, living room with fireplace, wet bar, dining area, and kitchen. Additional amenities include air-conditioning; outdoor shower; smart TV; high speed cable; a heated 18' x 36' pool and a beautifully landscaped and very private property. Conveniently located within close proximity to village shops and restaurants, this home has it all.

MD - LD Rental: $155,000
June Rental: $35,000
July Rental: $65,000
July / Aug Rental: $125,000
August - LD Rental: $65,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736492

Newly completed 4 bedroom 3.5 bath home has all the modern amenities, chic top of the line kitchen, French doors help create a private seating in a formal dining area. Backyard has a heated gunite pool and expansive lawn with mature hedges creating a private enjoyable setting.

Custom Rental: $17,000
June Rental: $30,000
August - LD Rental: $65,000
September Rental: $30,000
Two Week Rental: $15,000

Cynthia R Barrett
(631) 537-4322

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