609 Hamptons Rentals

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Liberty Street
$40,000

Westhampton Beach, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 822877

Charming Westhampton Beach Summer Rental – Prime Location! Escape to your perfect summer retreat in the heart of Westhampton Beach, just 0.5 miles from Main Street and moments from Long Island’s most sought-after beaches. This immaculate 5-bedroom, 3-bathroom cottage offers the ultimate getaway, featuring a heated in-ground pool, outdoor shower, and a private pickleball/basketball court—all set within a secluded, beautifully landscaped property bursting with vibrant spring-summer blooms. Whether you’re looking to relax by the pool, enjoy outdoor activities, or explore the Hamptons, this home has it all. Availability: Spring Summer and Fall 2025

Jennifer Talley
(6315047170) ) ) ) ) ) ) ) ) )

Springs
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755164

Rental Registration #: 23-114. Newly renovated 4 BR/ 2.5 bathroom in desirable Lions Head Association with private marina and bay beach access. Clean, spare living spaces with double height ceilings, multiple skylights, and enormous sliders allowing abundant light and views to Hog Creek. Ample decking for outdoor entertaining and a brand new heated gunite saltwater pool. Listing ID 755164

July Rental: $40,000
August - LD Rental: $40,000

Philip Judson
(631) 771-5328

Hollow Lane
$40,000

Westhampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3562993

Spend the summer in Westhampton's popular Mill Pond neighborhood: With 5 beds and 3 1/2 baths there is room for everyone at 39 Hollow Lane.Rates for summer: June 20,000, July 40,000, August 40,000. MD-LD 90,000. Located at the end of a quiet and leafy Cul de Sac, you've found the perfect base for summer fun, with a heated pool, lush landscaping, and the area's newest tennis and pickleball club just a half mile down the road. The first floor features plenty of space with a front sitting room (with a gas fireplace), beautiful dining room, eat in kitchen, and large den with TV and comfortable seating. Open the doors to backyard relaxation with the Wisteria pergola, grill, and deck for entertaining. Upstairs is the primary en suite with king bed, jacuzzi tub and shower, and three additional bedrooms: one with twin beds , one with a queen, and another with...

Kristen Smyth
(9175021247) ) ) ) ) ) ) ) ) )

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 897595

Close to the Village, within a few blocks to a private community beach, and less than 1.5 +\- miles to Havens Beach in Sag Harbor, this stunning, modern farmhouse features 6 bedrooms and 7- and one-half baths across 3,800+\- sf. Multiples of sleek windows and oversized sliders create walls of glass in the grand, double-height living room with a fireplace that opens to the formal dining room and a designer chef's kitchen with a center island and counter dining. The spectacular primary en suite includes a vaulted-tray ceiling, a gas fireplace with a flat screen, and access to a large mahogany deck overlooking the back grounds. A separate guest wing on the 2nd level is accessed across the gallery bridge. Additional guestrooms and bathrooms are well-appointed with marble and contemporary fixtures. An extensive covered mahogany deck includes lounge and dining space, ceiling fans, an...

February Rental: $12,000
March Rental: $12,000
April Rental: $20,000
May Rental: $30,000
July Rental: $40,000
August Rental: $60,000
September Rental: $30,000
October Rental: $20,000
November Rental: $15,000
December Rental: $15,000

Sharman S Peddy
(631) 903-6171

Dennis Gallagher
(631) 771-5309

Hill Street
$40,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 813357

Charming Summer Retreat in Southampton Village Escape to the Hamptons and experience the perfect blend of privacy, comfort, and convenience. This charming 3-bedroom home in the heart of Southampton Village offers everything you need for an unforgettable summer getaway. Nestled on a beautifully landscaped property, the home boasts a spacious private yard with a heated gunite pool. The floorplan offers light filled common living, a formal dining room that open to the private backyard with the primary suite, guest bedroom and office nook on the second floor and a private jr. primary bedroom on the first floor. Just minutes from Southampton's renowned ocean beaches and the Main Street shopping, dining, and entertainment, you'll have the best of both worlds - seclusion when you need it and excitement at your doorstep. Virtual tour link available.

Margot Reutter
(6314840991) ) ) ) ) ) ) ) ) )

Hill Street
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3526793

686 Hill Street : Simply the best Southampton Village location.This 4-bedroom, 3 and ½ bath, contemporary home is 1.5 Miles from Job’s Lane and 2 Miles from Coopers Beach. The charming French Country exterior opens to a welcoming double-height living room with wood-burning fireplace, newly renovated eat-in kitchen with windowed dining area, and a den with a second wood-burning fireplace and sectional sofa. Living spaces all open onto a gorgeous private yard with a bluestone patio, built-in outdoor kitchen, fire pit, and an inviting 20' x 40' heated gunite pool. Great space for entertaining and relaxing! Enjoy peace and quiet in a park like backyard minutes from the excitement of Southampton Village, catch a show or exhibit with the newly reopened Southampton Playhouse, Guild Hall, or Southampton Arts Center. Head to Main st for lunch at St Ambroeus, or bring everything home from Citarella and...

Dawn M. Litel Murphy
(9176237696) ) ) ) ) ) ) ) ) )

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736358

Hamptons July rental #23-51 No car required from this amazing 'Close to All' location. Charming and crisp living spaces add to the fun of this summer rental. Offering four bedrooms and three bathrooms, eat in kitchen and screened in porch, this property needs to be seen. All of the shops, restaurants, the Hampton Jitney and the train are very nearby with the beautiful ocean beach just a short distance away. Situated on a shy half acre with a heated pool , patios and lawn areas to play on. Won't last. Listing ID: 736358

July Rental: $40,000

James J MacMillan
(631) 267-7171

William Kuneth
(631) 771-5319

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755172

Rental Registration #: 22-799. Stylish and close to the beach, this 4 bedroom, 3 bath home with a pool has ocean views from the 2nd floor deck. Beautifully furnished, designer decorated and bright and beautiful. The house is less than a minute walk to a private ocean beach entrance in the Amagansett Dunes. A small gunite heated pool, outdoor cabana bathroom and shower, two large decks, one with an ocean view and a fenced in yard create a perfect summer beach home. Inside, there is a large open kitchen and living space, 4 bedrooms (including a custom bunk room that sleeps 7) and three gorgeous bathrooms. Additionally, the house has all modern amenities including wi-fi, 3 flat screen tv's with full cable, central air, central vacuum, top of the line appliances, full outdoor seating area and outdoor dining table for 8 on top deck, two bed loungers on bottom deck,...

Two Week Rental: $40,000

Timothy R O'Connor
(631) 771-5321

James J MacMillan
(631) 267-7171

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 874634

Rental Registration #: 24-1287Come rent this beautifully constructed home on 2 acres in the Fresh Pond area of Amagansett. Elegantly executed with modern interiors, this beauty offers 7 bedrooms,6 full baths plus 2 half baths, three fireplaces, including one outdoors for chilly summer evenings. The large open living areas make for great entertaining and well as a calm relaxing summer/fall vacation. A heated gunite pool is private and is fenced for safety. There is also a large, sunny lawn area and ample decks with plenty of outdoor furniture. Everything in this house is recently new for you to enjoy. The Lower level is all new for 2022 and includes a new Gym with Peloton equipment, a theatre with a huge flat screen TV, An Office and some au pair accommodations. Enjoy the ocean beach minutes away or meander throughbeach, the farm stands, shops and restaurants of Amagansett...

June Rental: $40,000
September Rental: $25,000
Year Round: $450,000

James J MacMillan
(631) 267-7171

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 740687

Located on upper Sag Harbor Cove in the charming Village of Sag Harbor, this captivating cottage features 4 bedrooms and 3 full bathrooms. Sited on a beautifully manicured 0.36+/- acre waterfront lot, the gracious home has been traditionally restored, preserving wide-plank hardwood floors, original moldings, and period detail. Formal and informal living rooms, each with a fireplace, as well as an open kitchen/dining combination space, add to the casual comfort of the residence. One half +/- mile to the heart of the village for spectacular dining, shopping, and entertainment options, or the renowned Long Wharf pier. Listing ID: 740687

June Rental: $35,000
July Rental: $40,000

Linley Pennebaker Hagen
(631) 725-5583

Kimberly Kakerbeck
(631) 537-4351

Gardiner Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 3535979

This just renovated ranch centrally located in Springs offers and incredible stay to its guests. An outdoor shower to cool down from the beach just down the road, a large lawn space for hanging in the evening, and a wonderful deck with a grill to bbq. Thats not all, the inside of this house is immaculate and the layout phenomenal. You will never want to leave this modern gem.

Fallon A. Nigro
(6319033534) ) ) ) ) ) ) ) ) )

Dune Road
$40,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3547471

Relaxing water views from this canal front Dune Road home with 20 x 40 heated gunite pool and spa in the charming village of Quogue. AVAILABLE 2025: July 1- July 15 @$40,000; August 17- Sept 3 @ $42,000 & Also June or September (2 week minimum). This immaculate home includes 5 bedrooms; 3 full baths plus 1 half bath, spacious and airy living room with wood-burning fireplace, fully equipped kitchen with large island & open concept dining area. Family and guests enjoy an additional family/living area and covered deck on the first level. A spacious stone patio and a heated in-ground pool with waterfall spa and outdoor shower are perfect for relaxing after a day on the beach. Multi-level decks offer great views of both sunrises and sunsets. Located just a short distance from the shops & restaurants in both villages of Quogue and Westhampton Beach.,

Frances G. Barnes
(5163983627) ) ) ) ) ) ) ) ) )

Dovas Path
$40,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 813479

This enchanting three bedroom/two bathroom summer rental in Southampton offers a luxurious, private escape on 1.3 manicured acres and just minutes from the Village center. Nestled on a quiet cul-de-sac among other upscale homes, the property features stunning gardens and an elegant, open-concept living space. With a modern kitchen, quartz countertops, a dining area which seats ten and a second adjoining living area, it's perfect for entertaining. The primary bedroom with a king bed boasts large windows to the gardens and an exquisite en suite bath, while two light filled guest rooms with queen beds share a large renovated bath. The expansive backyard includes a 20' X 40' heated pool surrounded by a patio, a fully fenced lawn, a canopy-covered sitting and dining area. Enjoy a Bali-inspired meditation space with lounge chairs and a hammock for the ultimate escape. It's the perfect balance of seclusion and proximity to the best...

Nancy E. Pearson
(9178379173) ) ) ) ) ) ) ) ) )

Dignans Road
$40,000

Cutchogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3518964

Cutchogue North Fork: Spend August-LD 2025 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton's Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. August-LD $40,000 RP# 0579

Nicholas J. Planamento
(6312980600) ) ) ) ) ) ) ) ) )

Southampton
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 736065

RP241671 - Beautiful four bedroom, five-bath postmodern, privately situated on a landscaped 2.20+/- acre. Amenities include new pool and spa installed in 2024, an all-weather lighted tennis court, central air, attached one-car garage, and a finished lower level with a pool table, gym, sauna, and a full bath. Conveniently located between Southampton, Sag Harbor, and Bridgehampton. A must see.

MD - LD Rental: $105,000
June/July Rental: $60,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $45,000

JB Jose B DosSantos
(631) 903-6147

Village Of Southampton
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 755134

Located on a quiet street in Southampton Village, this lovely cottage style home is surrounded by meticulous landscaping and hedges and offers an inground pool. Three bedroom, two and one half bath home located just over a mile from Village dining and shops is ideal to spend the most desirable times in the Hamptons. Tesla supercharger available. Listing ID: 755134

August - LD Rental: $40,000

Richard Finder
(631) 702-7511

Maritza Jimenez
(631) 204-2411

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