353 Hamptons Rentals

Grid View Summary View

30 Wyandanch Lane
$50,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 911822

RR#: 24-156. Nestled in the Dunes that surround and inspired its design, this classic Amagansett beach house has been completely reinvented. The finest conveniences and comforts have been masterfully blended with the timeless style and vibe of this celebrated address and community. A covered front deck sets an inviting tone with comfortable arrangements of beautiful teak furniture. The central foyer inside leads to an open living and dining area separated by chairs that face a wood-burning fireplace. An all-new windowed kitchen showcases three walls of custom cabinets, quartz countertops and high-end appliances, including a built-in, high-capacity ice maker. The full bathroom beyond has been upgraded with designer fixtures and ceramic tiles throughout. The southwest facing primary bedroom completes the main floor and is large enough for its luxury king-sized bed. The second level features a cozy den with an oversized sofa chair and a small...

January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
May Rental: $16,000
June Rental: $25,000
July Rental: $50,000
August Rental: $50,000
September Rental: $14,000
October Rental: $10,000
November Rental: $10,000
December Rental: $8,000

Robert Stearns
(631) 771-5317

1903 Deerfield Road
$50,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 909955

RR# RP220164. Perched atop a hill down a long, winding drive, 'Whispering Winds' will transport you to the European countryside without ever having to leave home. After passing through the gated entrance and traveling down a private driveway accented by stone retaining walls, a majestic stucco-clad house appears as you reach the top of the hill. Situated on 6+/- bucolic acres with sweeping views from every room, it feels as if you are living in your own private park. Through the arched doorway, a double height entry foyer greets guests and beckons them out to an expansive veranda. To the left, the palatial eat-in kitchen with massive center island features a comprehensive Viking appliance suite, stately checkerboard marble floor, and ample pantry storage. Beyond the kitchen, the solarium with fireplace and built-in pizza oven doubles as an breakfast room or informal dining room and plays host to casual gatherings....

September Rental: $50,000

Matthew Melinger
(212) 906-9276

167 Tuckahoe Lane
$50,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 914629

RR# RP231175. Discover Hamptons luxury with this stunning rental just minutes from the world-renowned Shinnecock golf course and Southampton Village. This 4-bedroom, 3-bath home sits on a very private 1.42-acre lot. The first level features an open eat-in kitchen, dining room, and living area, while the second level is dedicated to all 4 bedrooms, including a master suite with dual walk-in closets. Outdoors, enjoy a brand new gunite pool and ample space for summer entertaining. This chic residence blends modern elegance with classic Hamptons charm, offering a perfect retreat close to Southampton's dining, shopping and cultural attractions. Relax away the summer days in your Southampton oasis! Listing ID: 914629

May Rental: $20,000
June Rental: $30,000
July Rental: $50,000
August - LD Rental: $55,000
September Rental: $25,000
October Rental: $25,000
November Rental: $20,000
December Rental: $20,000
Two Week Rental: $15,000
Winter Rental: $60,000

Lillian A Holtzclaw
(631) 204-2430

14 Elishas Path
$50,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 844034

RR# 22-965. Private oasis South of the Highway in Wainscott. Completely renovated and upgraded with top of the line appliances and finishes for your summer relaxing and enjoyment. Modern open concept on a cul-de-sac location, 1.2 acres of land, this beautiful elegant house features 4 bedrooms, 3.5 bathrooms with a lower level in-suite with separate entrance. Enjoy the park-like outdoors with ample decking and seating lounge area, heated pool, close to the ocean beaches and Villages, ideal for entertainment. Available extended season, summer 2025, winter and any other period upon request. Listing ID: 844034

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
May Rental: $20,000
MD - LD Rental: $130,000
June Rental: $30,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
October Rental: $15,000
November Rental: $15,000
December Rental: $10,000

Amelia M Doggwiler
(631) 204-2426

East Quogue
$48,000

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

MD - LD Rental: $48,000

Gayle Osman Lopata
(631) 288-5124

East Hampton
$48,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 755453

Rental Registration #: 22-513. Desirable NW waterfront community, minutes to Sammys Beach, Northwest Harbor and Village and ocean. This light-filled 3 bedroom, 3 bathroom home on one level has an en suite master with jacuzzi and guest rooms separated by the open floor plan living room, dining room, fully equipped kitchen. Floor to ceiling sliders lead to pool, deck with outdoor shower, and yard with multiple seating areas. Access to Hands Creek and Three Mile Harbor for paddle boarding or kayaking. Listing ID: 755453

Winter Rental: $48,000

Philip Judson
(631) 771-5328

Elizabeth A Phenis
(631) 537-4357

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737667

RR#: RP241233 This newly renovated four bedroom, three and a half bath contemporary has an open floor plan, new kitchen with marble counter tops and stainless appliances, new baths and water views from the second floor. Just a short distance to Long Beach and close to Sag Harbor village too. Listing ID: 737667

May Rental: $10,000
July Rental: $45,000
August - LD Rental: $45,000
September Rental: $15,000
October Rental: $10,000
Winter Rental: $6,000

Maureen J Geary
(631) 903-6167

Wainscott
$45,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 735879

Rental Registration #: 16-900 Beautifully appointed impeccably renovated 5 bedroom 3,800sf traditional in the heart of Wainscott South with bluestone patios, heated gunite pool with sun all day and a pool house. Approximately 3800 sq ft. The house includes an original post and beam living and formal dining room soaring ceilings, 2 fireplaces one on each end that has been restored to perfection. Open kitchen and great room with French doors out to the pool area. Situated on a beautifully landscaped sun filled property with mature trees and perennial gardens just down the street from farm stands and Wainscott's quiet Beach Lane ocean beaches. EH RR# 22-14 Exp 4/23/24 Listing ID: 735879

September Rental: $45,000

Cynthia R Barrett
(631) 537-4322

Village Of Southampton
$45,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755857

Be the first to enjoy this recently renovated Southampton Village Traditional located only about a half of a mile from both Southampton Village and Little Plains Beach, the location alone makes this summer rental an outstanding value! The main house offers four bedrooms and two and one half bathrooms with an additional bathroom located in the detached accessory apartment that the new owners have turned into a useful 'bunk room'! This private flag lot offers nearly an acre of land, with the main house carefully situated in the middle of the property offering ample room for outdoor entertaining. Both the living room and kitchen open out to new mahogany decks. Two sets of French doors in the living room open out to the deck that overlooks the fenced in yard and pool area to the east side of the house, and the sliding door in the kitchen opens out to...

September Rental: $45,000

Village Of Southampton
$45,000

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,...

September Rental: $45,000
October Rental: $35,000
November Rental: $25,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Springs
$45,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 914237

Experience summer waterfront living at its finest at 313 Gerard Drive! Marvel at the picturesque vistas of Acabonac Harbor and Gardiners Bay from this exquisite 3-bed, 2-bath retreat. With 1250sqft of refined living space, this home showcases white interiors, exposed ceiling beams, and flawless finishes. Elevating the ambiance is the full glass front wall, flooding the interior with natural light and enhancing the sense of space. The kitchen features convenient counter seating and seamlessly flows into the dining area and living room, complete with sliding doors that open to a spacious front deck for the ultimate indoor/outdoor living experience. The main level offers two bedrooms, providing privacy and versatility, along with a beautifully appointed bathroom. Both bedrooms boast good-sized windows, adding to the sense of spaciousness and allowing plenty of natural light. Upstairs, the en suite luxurious primary bedroom awaits, boasting panoramic views through its glass walls and a stunning...

Custom Rental: $70,000
July Rental: $45,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

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

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 833456

Affectionately known as 'The Treehouse,' this gut-renovated 5 bedroom home is truly an entertainer's paradise. Completely re-imagined inside and out, this getaway has it all. Featuring a grand entertaining floor complete with an open kitchen, a dining room as well as a living room with a fireplace, vaulted ceilings, and an outdoor deck. 5 bedrooms, sun room, and laundry room occupy the remaining floors, each promoting privacy and allowing for maximum natural sunlight throughout the day. Outdoors, a heated pool with pool house/bar awaits, surrounded by lush landscaping, a secondary outdoor dining area, and gas fire pit. Located minutes from Sag Harbor and Bridgehampton. 2 week minimum. Listing ID #833456 Rental Reg. # RP230862.

June Rental: $30,000
July Rental: $45,000
August Rental: $50,000
August - LD Rental: $55,000
September Rental: $30,000
Short Term Weekly: $15,000

Matthew Melinger
(212) 906-9276

51 Egypt Close
$45,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 899212

Rare find. Located on coveted quiet lane SOH. Moments to all village amenities, ocean beaches and Maidstone Golf Club. Complete remodel in 2023, interior and exterior, tastefully decorated w/all new furnishings and accessories. Formal living/dining room, eat-in kitchen, gym/yoga room, bar room, Primary, Jr Primary and Guest bedrooms all en-suite on main level, 2 additional bedrooms, fully bath and office located on upper level. Beautifully landscaped with tall mature perimeter privet ensures privacy for expansive front and back lawns. Stone patio with built-in grill, fireplace, 20' x 40' heated gunite pool, spa and enclosed outdoor shower.Listing ID:899212

October Rental: $45,000
November Rental: $45,000
December Rental: $45,000

Dennis Gallagher
(631) 771-5309

3 Hayseed Way
$45,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 899308

Rental Reg. # 22-249 Enjoy summer in the Hamptons in this 2-story cedar-shingle farmhouse in East Hampton's desirable Dune Alpin community. A covered front porch welcomes you through to an airy entry foyer. The common spaces flow through living, dining and open concept kitchen and family rooms. The living room has a gas fireplace, ceiling-to-floor windows, French doors, and 11' ceilings. The dining room also connects both the living room and eat-in kitchen. The open concept kitchen and family room features high-end appliances, Caesarstone countertops, and large seating area with wood burning fireplace. The first floor en-suite primary bedroom has large windows, 2 closets, and a luxe bath. A garage and powder room complete the first level. Upstairs, a skylit gallery leads to 2 bedroom suites both with baths and large closets. The second floor also has a large second primary bedroom with multiple closets and ensuite bath. A laundry...

April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $135,000
June Rental: $20,000
June/July Rental: $65,000
July Rental: $45,000
August - LD Rental: $60,000
September Rental: $12,000
September/October Rental: $24,000
Winter Rental: $9,500

Todd J Buchanan,
(631) 771-5326

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
August - LD Rental: $50,000

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

‹  Prev      Page:   1 ... 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23      Next  ›