500+ Hamptons Rentals

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North Haven
$45,000

North Haven, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 884679

The perfect rental in a waterfront community in Sag Harbor/North Haven, just up the block from a wide span of east-facing bay beach for swimming, kayaking, fishing, and gorgeous sunrises. This well-appointed, light-filled traditional with privacy all around combines open common areas for entertaining with 3 en-suite bedrooms (including first and second level primary rooms); a bonus room with open views acts as a 4th bedroom, with convertible queen sofa and exterior entrance. Basement gym area with elliptical trainer, workout station, stationary bike; plus ping-pong table, and bring your own kayaks. Large deck overlooks rejuvenating saline, energy efficient solar heated pool. 2 miles from Sag Harbor Village and Long Beach, North Haven Village offers community tennis, basketball court, and brand new playground a block away at Village Hall. Listing ID: 884679

MD - LD Rental: $95,000
July Rental: $45,000
August - LD Rental: $55,000
Winter Rental: $5,600

Clare J Tenkarian
(631) 725-5586

Village Of Southampton
$45,000

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

April Rental: $8,000
May Rental: $12,000
MD - LD Rental: $90,000
June Rental: $25,000
July Rental: $45,000
August - LD Rental: $47,000
Winter Rental: $6,000
Year Round: $135,000

Cristina Matos
(631) 204-2408

East Hampton
$45,000

East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 756172

Rental registry # 23-228 - Set on 1.5 +/- blissfully secluded acres in East Hampton's Northwest Woods, this spacious Contemporary has 7 ensuite bedrooms and multiple spaces for entertaining or relaxing. The lower level has 12 seat theatre with surround sound, wet bar, and a half bathroom. The property is complete with a stone patio and a 54x27 free form heated gunite pool with a stone waterfall. Listing # 756172

MD - LD Rental: $125,000
June Rental: $40,000
July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $50,000

Richard Finder
(631) 702-7511

541 Wainscott Northwest Road
$45,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912584

Rental Reg # 24-1045 Your Summer oasis awaits. Situated minutes away from both Sag harbor and East Hampton Villages and it's beaches, this renovated 4 bedroom and 4 bathroom with Pool and basketball is ready to embrace all the fun that summer has to offer. The gourmet kitchen features Silverstone countertops, a new Viking stove and Bosch dishwasher, and overlooks the dining area large enough to seat family and guests as they enjoy one of the two gas fireplaces. There are two en-suite bedrooms with renovated bathrooms as well as two other bedrooms and a shared bathroom on the main floor. There is also a large living/family room with its own gas fireplace and patio doors that flow seamlessly to the outdoor space. It's all about the outdoor living as this home boasts an expansive resort style covered blue stone patio which features a commercial grade outdoor...

MD - LD Rental: $90,000
June Rental: $25,000
July Rental: $45,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

David Tenenbaum
(631) 771-5322

27 East Woods Path
$45,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 874459

Beauty slick and modern Sagaponack home in a top location on a quiet street backing up to a reserve make this 1.5 acres full of privacy and just less than 2 miles to the ocean. This beautiful immaculate home is newly-renovated, featuring an open concept living area with vaulted ceilings and fireplace, top-of-the-line kitchen, den/TV room or office with fireplace. A total of 4 bedrooms, 3.5 baths, 2 ground floor en-suite primary bedrooms, plus 2 guest bedrooms on the second floor. A wall of glass doors leads you to an expansive deck which runs the length of the house and takes you to the 20x40 heated pool. This house is a perfect Hamptons retreat. Available Summer 2025, short-term, extended season and other periods upon request. Listing ID:874459

June Rental: $30,000
August - LD Rental: $45,000
Two Week Rental: $20,000

Amelia M Doggwiler
(631) 204-2426

22 Lilla Lane
$45,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 910267

RR#: 24-402 Spectacular, 3 bedroom,3 bath home was transformed from a 1970's contemporary by Myron Shulman into a 21st century modern home designed by Brian Masuda Architect and AE Superlabs. Double height windows in the living room fill the house with light. The kitchen looks out to the dining room and through sliders to the deck, grounds and 165 acre reserve. There is a guest bedroom and full bathroom on the first floor. The attention to detail is amazing. Everything is a work of art. The light fixtures, furnishings, and small details. There is an extra wide staircase to the second floor that feels like sculpture. The second floor has two bedrooms and two bathrooms. The primary bedroom with ensuite bath has a sloping ceiling. There is a whimsical port hole window, walk in closet and custom wallpaper. The guest bedroom is set up as...

July Rental: $45,000

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

196 County Road 39A
$45,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 902581

Newly-renovated and redesigned 2023.This Southampton Village home is ready to move right in. Short distance to famous Southampton Village shopping and restaurants. Walk to train station and Hampton Jitney. The main floor features an open floor plan with a custom Chef's kitchen with pantry and dining room leading out to a relaxing sunporch. Separate living room with fireplace and powder room complete the first floor. There are 3 bedrooms on the second floor. First goes to 1 primary en-suite, 2 guest rooms, plus a full bath. Generous closet space throughout. The fabulous yard boasts a meticulously landscaped garden paved blue stone patio for dining and lounging poolside. Fully-outfitted pool house for additional entertainment or just relaxing. Not to be missed. Listing ID: 902581

June Rental: $35,000
July Rental: $45,000
August - LD Rental: $50,000
Two Week Rental: $20,000

Maritza Jimenez
(631) 204-2411

Bridgehampton
$44,900

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 737521

RP #241853 In coveted Bridgehampton, this bright and sunny 5 bedroom, 5 bath residence is sited on a beautifully landscaped 1.4+/- acres featuring a sparkling 20' x 40' heated pool and exquisite gardens. Stunning gut renovated kitchen in 2021. The house has a living room with fireplace and French doors that open onto the rear patio. The large second floor master suite has a fireplace and sundeck that overlooks the lush and private grounds. Convenient to the Villages of Sag Harbor and Bridgehampton and their many amenities. Moments to Ocean Beaches! Listing ID: 737521

Custom Rental: $69,900
July Rental: $44,900
July / Aug Rental: $92,000
August - LD Rental: $49,900

Kimberly Kakerbeck
(631) 537-4351

East Hampton
$44,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 906143

Rental Reg #23-254 Located just couple of miles from East Hampton Village and its beaches this newly renovated Hansom Hills property is ready for your summer pleasure. This 4 bedroom/4 bathroom home is perfectly styled and designed for one level living. You enter the home and are immediately greeted with an expansive great room with extra high ceilings and tons of light. To the left of the great room is the beautifully renovated eat in chef's kitchen kitchen with island, high end appliances, beverage center and large dinning table. There is a sun room off the kitchen as well where you can relax and enjoy morning coffee or use as a wok space. The Guest wing has 3 bedrooms and two newly renovated full bathrooms. The primary bedroom is set apart from the other guest rooms and has a beautifully renovated ensuite bathroom....

May Rental: $18,000
MD - LD Rental: $108,000
June Rental: $28,000
July Rental: $44,000
July / Aug Rental: $85,000
August - LD Rental: $50,000

David Tenenbaum
(631) 771-5322

Village Of Southampton
$40,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 756287

This Southampton Contemporary, centrally located between ocean and bay beaches, sits on 1.4 +/- secluded acres. The six-bedroom home features central air conditioning, hardwood floors, heated pool, and a newly renovated kitchen. A perfect summer getaway. Listing ID#: 756287

MD - LD Rental: $90,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Richard Finder
(631) 702-7511

Shinnecock Hills
$40,000

Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 742699

Rental Permit #: RP220740 Charming and spacious 2 bedroom guest cottage has a casual elegance that lends itself to relaxing and entertaining. French doors lead to a secluded, private patio garden surrounded by 33 acres of farm preserve. Pool access with private gate. Listing ID: 742699

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

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736121

Rental Registration #: 22-0,458 - Beautifully sited on a quiet residential lane, close to Amagansett's ocean beaches, shops and restaurants, this bright, immaculate and stylishly appointed house is ideal. The 1.2+/- acre grounds are well landscaped, offering privacy to the newly remodeled, multi-level sun deck and the sparkling heated salt-water swimming pool. Bathed in natural light, the interior of the house features a living room with fireplace, high ceiling and glass doors to the poolside patio. An elegant dining room, new kitchen and three baths. The four bedrooms span three floors, including a primary suite with fireplace on the first and a guest room with distant ocean views on the third. Outside, there is also a detached garage, a spacious pool house with full bath and a new outdoor shower. Listing ID: 736121

June Rental: $30,000
July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $50,000

JB Jose B DosSantos
(631) 903-6147

Richard Finder
(631) 702-7511

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 736950

Rental Registration #: 24-854 Recently updated, this three bedroom and three bath modern home is an ideal summer rental for anyone that wants to be close to the beaches and village of East Hampton. Amenities include central air conditioning, a heated pool surrounded by a large entertaining deck..

June Rental: $20,000
August - LD Rental: $40,000
Winter Rental: $5,500

Shannan M North
(631) 903-6174

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 884504

Beautifully renovated and appointed cape with stylish interiors/furniture in Redwood, Sag Harbor Village. This charming cottage includes three bedrooms, 2 1/2 baths, a fireplace, screened porch, and a finished lower level. On the main floor, it offers a bedroom with a full bath and a powder room. 2 bedrooms share a full bath on the second floor. Reno includes the addition of a new central A/C, new kitchen, and baths. Brand new heated Gunite pool. Convenient to all that Sag Harbor Village has to offer. Listing ID:884504

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

Kimberly Kakerbeck
(631) 537-4351

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 878775

Quintessential totally renovated Sag Harbor Village historic home. Just completed, this three bedroom 2 bath village bungalow is a stones throw to downtown historic Sag Harbor. Fresh newly renovated with all the modern amenities for an enjoyable summer or year round. New gunite pool, grilling station, pool house with big screen TV all your guests will adore. Listing ID: 878775

August - LD Rental: $40,000

Rachel Rushforth-Worrell
(631) 903-6160

Jeanne Galante
(631) 903-6184

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

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