366 Hamptons Rentals

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16 Debbie Lane
$27,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 892092

Enjoy the fall, winter, and spring at 16 Debbie Lane located in the heart of Westhampton Beach. This ideal village location is close to shops, restaurants, the Westhampton Beach Performing Arts Center, and Rogers Beach. Features include four bedrooms, two bathrooms, updated kitchen, spacious living room, and an outdoor deck. Listing ID: 892092

Winter Rental: $27,000

William F LeMaire
(631) 288-5208

East Hampton
$26,500

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 739550

RR: 24-33. Perfect for sophisticated entertaining! Enjoy this pristine 3-bedroom rental with a soaring living room and beautiful light. The Kosher (optional) gourmet chef's kitchen with Viking appliances is surrounded by Caesarstone countertops. The private primary bedroom and bath feature a steam shower and large Jacuzzi. Lounge on the new outdoor deck that surrounds the heated pool. Community tennis is a short stroll. Two bikes and a myriad of beach gear round out this plug and play summer rental. Conveniently located to all shops in East Hampton Village or take a 10-minute drive to Sag Harbor or Amagansett.

January Rental: $3,500
February Rental: $3,500
March Rental: $3,500
MD - LD Rental: $78,500
June Rental: $14,000
June/July Rental: $41,000
July Rental: $26,500
July / Aug Rental: $61,000
August Rental: $33,000
August - LD Rental: $34,000
Winter Rental: $11,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

Southampton
$25,580

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 742897

RR#: RP220402. This charming waterfront beach cottage enjoys an unparalleled position overlooking the beautiful bay. Filled with light and boasting an expansive outdoor deck, amenities include a living room, eat-in kitchen, 3 bedrooms and 2 baths. Listing ID: 742897

June Rental: $19,800
August Rental: $25,580
September Rental: $21,450

John P Vitello
(631) 204-2407

East Quogue
$25,000

East Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 737166

Rental Reg. #RP240275 A perfect, unique seasonal rental sited on a bucolic landscaped and private property located close to beaches and shops. Featuring 3 bedrooms, 2 baths, living room with fireplace, and lovely 50' heated pool surrounded by plenty of open land for enjoying summer activities. Down a long private driveway, this setting allows for lazy days of contentment. An additional attraction is the beautifully designed bamboo outdoor shower. Come visit this rental offering and create an ease of living for your summer vacation. Listing ID#737166

May Rental: $10,000
MD - LD Rental: $48,000
June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $45,000
August - LD Rental: $30,000
September Rental: $10,000
Winter Rental: $6,000

Gayle Osman Lopata
(631) 288-5124

Southampton
$25,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 1.5
Web ID: 735814

RP#201086. Updated 1900's farmhouse offers 3 bedrooms, dining room looking out to yard, living room with TV, sunroom/office, heated gunite pool, hot tub, outdoor shower and central air on nearly half an acre. Only a few minutes to Southampton village, restaurants, shopping and ocean beaches. Great location. Listing ID: 735814

MD - LD Rental: $55,000
July Rental: $25,000
July / Aug Rental: $45,000
August - LD Rental: $30,000

Village Of Southampton
$25,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 736606

Enjoy the summer in this very stylish cottage located on prestigious Moses Lane in the heart of Southampton Village. This 3 bedroom, 1.5 bath home has all modern conveniences and comes complete with a separate artist's studio with a full bath. Recently renovated with a brand new kitchen, upgraded bathrooms, and living areas, this home is truly turn-key in every way imaginable. Separate artist's studio also has cozy sitting area with bedroom and full bathroom. The private outdoor is perfect for al fresco dining and evening entertainment after shopping and ocean beaches, which are both just minutes away. Central air, great layout, and amazing location make this both comfortable and elegant. Truly a wonderful opportunity not to be missed! Listing ID: 736606

MD - LD Rental: $57,000
July Rental: $25,000
August Rental: $27,000
Year Round: $95,000

John P Vitello
(631) 204-2407

Bridgehampton
$25,000

Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 738072

RP#: 160508 This charming, bright and open furnished cottage features a newly-vaulted ceiling in the living room with a Great Shell chandelier, fireplace, dining area, kitchen with new white stone counter, two bedrooms and a bath with wainscot walls and new glass and tiled walk-in shower and fixtures. A new stone private patio with elegant English metal tables and chairs are surrounded by mature Yew hedges. Listing ID: 738072

January Rental: $4,500
February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
MD - LD Rental: $60,000
June Rental: $15,000
July Rental: $25,000
August - LD Rental: $25,000
September Rental: $4,500
November Rental: $4,500
December Rental: $4,500
Winter Rental: $36,000
Year Round: $80,000

Mary Ellen McGuire
(631) 537-4324

Maritza Jimenez
(631) 204-2411

East Hampton
$25,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 754506

Rental Registration #: 22-89. Lovely contemporary home with spacious, private master suite, two additional lovely bedrooms, heated pool and a large deck w/retractable awning! There are three fireplaces, a large chefs kitchen with a 9-foot granite island perfect for entertaining. A finished basement with billiards table adds to the fun. Moments from the buzzy new Springs restaurants SiSi and Rita's Cantina. This home has a fabulous location just off of Three Mile Harbor Road, close to the beautiful bay beaches and just 5 minutes to East Hampton and less than 10 to Amagansett and the Ocean beaches Atlantic and Indian Wells. Listing ID 754506.

June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $50,000
August - LD Rental: $30,000
Two Week Rental: $15,000

Robert Stearns
(631) 771-5317

Michael Petersohn
(631) 771-5336

Village Of Southampton
$25,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 891356

On Historic Hill Street this 2-story classic Hamptons farmhouse on a shy 1/2 acre property is South of the Highway Village. This special property is fully surrounded by tall hedges for privacy and located a short distance from the movie theater, shops, restaurants and ocean beaches. The shingle style home offers 3 bedroom and 3 bathrooms. The 2,000 sq ft of generous living space offers an open floor plan. A lovely, bright, sun filled kitchen with Viking appliances overlooks the adjacent patio and vast property. There is a guest room and full bath on the first floor. The Master Suite is located on the second floor with fabulous French doors leading out to the second floor deck overlooking the beautiful property and swimming pool. There is an additional en-suite guest room on the second floor. The beautifully maintained grounds boast specimen trees and flowering bushes leading to the in ground,...

November Rental: $25,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Village Of Southampton
$25,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736279

Enjoy this spacious, well-equipped 4 bedroom, 3.5 bath shingle Traditional moments from Village Center. It offers a spacious living room, dining room, TV/ den and newly-renovated eat-in kitchen. There are 4 bedrooms on the second floor, including a spacious master bedroom suite. Additional third floor media/exercise/ sitting area. Beautiful, heated, gunite pool, large outdoor shower. Moments to Village restaurants, art venues and minutes to Village Ocean beaches. Listing ID: 736279

Custom Rental: $28,000
June Rental: $25,000
November Rental: $15,000
December Rental: $15,000

Christine Sullivan Witker
(631) 204-2403

Philip Judson
(631) 771-5328

East Hampton
$25,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 755020

Rental Reg. # 24 - 326.This lovely contemporary home was just completely renovated with designer style. It features 3 bedrooms and 2 bathrooms, a charming open kitchen/dining area, and a large bright living room with fireplace. The back yard boasts a fenced-in heated pool with ample decking, perfect for entertaining. Listing ID: 755020

July Rental: $25,000
July / Aug Rental: $55,000
August - LD Rental: $30,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

8 North Bay Lane
$25,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 915954

Enter this enchanting one-of-a-kind property in The Grace Estate, offering the most custom design and build with extraordinary attention to detail. Cedar shingle and stucco, it could be considered mid-century modern. From the Koi Pond to the heated infinity edge Gunite pool and spa, to the custom woodwork surrounding the 2+ acres, this house sits across the street to the access for the bay beach. Offering 4 bedrooms, 4 1/2 baths, it has a library, formal dining room, elegant living room, separate loft/flex/ bonus room, sauna, four fireplaces, three car garage and total privacy. This is a very special property and will be appreciated by those with the most discerning taste.

Custom Rental: $25,000
May Rental: $25,000
Winter Rental: $7,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

62 Old Montauk Highway
$25,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736918

Hamptons Summer Rental Reg. # 24-1058 Charming renovated Hamptons Beach House in prime Amagansett South location! Have it all this summer with the village amenities and wide sandy beach just seconds away. This private hidden gem offers 3 bedrooms, 2 baths, a huge sun porch with pullout for guest overflow, open living room with vaulted ceilings, bright open marble & stainless steel kitchen, a separate formal dining room and lovely landscaping. Central air and an automatic generator too. No need for a car since the side walks lead you to the shops, transportation, restaurants and to the ocean. Beautifully decorated and very private. The most convenient location at a fantastic price.Listing ID: 736918

MD - LD Rental: $75,000
June Rental: $20,000
July Rental: $25,000
August - LD Rental: $35,000

James J MacMillan
(631) 267-7171

15 Ackerly Street
$25,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 873520

This charming, renovated Village farmhouse c.1840 has a cozy living room with fireplace, sweet office room, library/TV room, dining room with super storage closet, eat in kitchen, large screened in porch and powder room and laundry on the first floor. The master suite and two guest bedrooms and full bath are comfortably on the second floor. Separate spectacular studio/bonus space with half-bath, and AC. Outdoor shower and a sweet storage shed that comes in handy for beach gear wrap up this gem. All this in the heart of Sag Harbor, equidistant to the Jitney stop on Main Street and Haven's Beach is only 0.5 miles.

January Rental: $5,000
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
MD - LD Rental: $70,000
June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $55,000
August - LD Rental: $30,000
September Rental: $15,000
November Rental: $5,000
December Rental: $5,000
Winter Rental: $5,000

Shannan M North
(631) 903-6174

10 Wickatuck Drive
$25,000

Sag Harbor, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 889416

RR#:RP230438 This cozy Sag Harbor cottage is around the corner from beautiful Long Beach, a couple of miles to the village, near Serene Green and Cromer's Market. Located on a quiet street offering an open floor plan with two bedrooms, one bath and new furnishings. Sun drenched with white washed walls and a relaxing screen porch. Easy, breezy, and affordable.Listing #: 889416

Custom Rental: $35,000
MD - LD Rental: $30,000
July / Aug Rental: $25,000

Jeanne Galante
(631) 903-6184

Maureen J Geary
(631) 903-6167

Springs
$24,500

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 1
Web ID: 755454

Rental Registration #: 24-115 This adorable 3 bedroom ranch is steps away from gorgeous and private Barnes Landing beach overlooking Gardiners Bay. Beautifully landscaped grounds with stone walls, flowering trees, herb garden, large brick patio, new gas grill and outdoor shower are perfect for summer months. An eat-in kitchen and stone fireplace are warm and cozy for the colder times of year. Listing ID:755454

August Rental: $23,500
August - LD Rental: $24,500

Philip Judson
(631) 771-5328

Sharman S Peddy
(631) 903-6171

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