822 Hamptons Rentals

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2 Linda Road
$20,000

Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 908359

Modern and Pristine light filled 2200sf 5 bedroom Beach House in Shelter Island's South Ferry Hills. The open floor plan highlights the oversized marble center island kitchen with seating for 5 and french doors leading out to a huge mahogany deck for entertaining and casual lounging. The first floor also includes a den, a formal living area with walls of windows a primary bedroom and bath. while a secondary den offers plenty of space for entertaining. An additional four bedrooms and full bath are located on the second floor. The South Ferry Hills Association private community beach is around the corner with picnic benches, a boat launch and enclosed waters of Smith Cove for paddleboarding, kayaking and boating. Close to the South Ferry and not far from Shelter Island's, restaurants (including Leon 1909, The Pridwin, Vine Street Cafe, The Chequit, Sunset Beach, Salt and The Rams Head Inn), ...

MD - LD Rental: $45,000
July Rental: $20,000
July / Aug Rental: $43,000
August - LD Rental: $23,000

Cynthia R. Barrett
(631) 537-4322

Lynn Romer Deeg
(631) 275-6835

156 Main Street
$20,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 902781

Four level historic house at 156 Main Street has been completely renovated (2023) and is offered for rent. In the heart of Sag Harbor Village this beautiful compound which includes a separate lower level with kitchen, two bathrooms and its own entrance. One of several 'Captain's' houses dating back to 1806, this Sag Harbor classic offers twin parlors plus a large modern kitchen with dining area on the first floor. Three bedrooms including the master on the second floor and a third-floor bedroom suite with kitchenette. Elaborate brick and bluestone terrace with built in barbecue grill and outdoor furniture and dining tables. Heated gunite swimming pool with hot tub plus pool house with sink, refrigerator and full bath. Expertly decorated and furnished, experience the sensational design and craftmanship of this total renovation. Listing ID:902781

Short Term Weekly: $20,000

Roxanne A. Briggs
(631) 903-6121

Peter M. Turino
(631) 903-6115

128 Newtown Lane
$20,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 869249

This stunning East Hampton Village classic features a large open floor plan with chic living room and cozy den space divided by a double-sided gas fireplace. A sun-filled custom kitchen is outfitted with a social center island and inviting dining spot. Glass sliders open bring you to the back and side yard lounging and dining areas. Meticulously landscaped gardens and lush lawn lead to a glorious heated pool. A gracious junior primary guest room and powder room finish the main floor. The second level contains the primary suite with vaulted beamed ceiling overlooking the backyard as well as two additional guest rooms and a full bath. The lower level entertainment space boasts a large screen TV, relaxing sectional sofa and regulation sized pink pong table. Within a few steps of renowned shopping, restaurants, the East Hampton train station and Hampton Jitney stop, this chic oasis of...

September Rental: $20,000
October Rental: $15,000
November Rental: $15,000
December Rental: $15,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

Montauk
$19,000

Montauk, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 758202

RR#: 22-63 .Lovely traditional home high on a bluff on the edge of Montauk Village. Three bedrooms, 2 baths, plus upstairs loft with pull out couch for a house full of family. Luxurious 8 person hot tub and Private Association Community tennis courts. Minutes to Montauk proper and ocean beaches. Listing ID#: 758202

June Rental: $18,000
July Rental: $19,000
July / Aug Rental: $40,000
August - LD Rental: $21,000

Richard Finder
(631) 702-7511

James J. MacMillan
(631) 267-7171

Southampton
$19,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 737027

Beautiful condo close to the Village and beach. Spacious end unit with a large outside deck, 3 bedroom, 3.5 baths, fireplace, community pools and tennis courts.The perfect summer getaway! Listing ID:737027

July Rental: $19,000
August - LD Rental: $22,000

Water Mill
$19,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 736770

RP 220770. Hamptons retreat with five bedrooms and three full baths. Tranquil setting close to Bridgehampton, Sag Harbor and Southampton. Listing ID:736770

May Rental: $8,000
MD - LD Rental: $49,000
June Rental: $10,000
July Rental: $19,000
July / Aug Rental: $41,000
August Rental: $25,000

John P. Vitello
(631) 204-2407

Tuckahoe
$18,000

Tuckahoe, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 902955

RR# RP230518. This cozy, light-filled ranch is available for rent for the summer season. The home features an open kitchen with breakfast nook, leading into the dining and living room with vaulted ceilings. Next to the entrance foyer, there is a sitting room to relax and watch TV. In addition to a generous primary bedroom suite, the house features 2 additional bedrooms and 1 bath. The backyard includes a large deck and pool. This property is situated within a short distance to the bay, Southampton Village and ocean beaches. Listing ID: 902955

July Rental: $18,000
July / Aug Rental: $40,000
August - LD Rental: $24,000

Village Of Sag Harbor
$18,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 736484

Bright and airy with hardwood floors, 4 bedrooms, 2 baths, 1/2 bath in basement, open concept living room (with fireplace) dining and kitchen. Close to boat launch for kayaking, paddle boarding or boating. Wrap around deck. Outdoor shower. Listing ID:736484

June Rental: $10,000
July Rental: $18,000

Jane E. Holden
(631) 725-5581

Village Of Southampton
$18,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 1.5
Web ID: 735963

Located in close proximity to village shops and restaurants, this comfortable four-bedroom, one and one-half-bath village traditional offers a living room, formal dining room, eat-in-kitchen, and central air-conditioning. Enjoy the pretty yard and the Village ocean beaches within 1.5 miles. Listing ID: 735963

June Rental: $12,000
July Rental: $18,000
August - LD Rental: $24,000

Amagansett
$18,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 754471

Rental Registration #: 22-1233 A rustic beach cottage just a few paces from the Ocean. Located in the dunes, one block back from the beach. You can see the water from the deck! Can't beat the location! Casual beach atmosphere. Listing ID: 754471

MD - LD Rental: $45,000
June Rental: $10,000
June/July Rental: $28,000
July Rental: $18,000
July / Aug Rental: $40,000
August - LD Rental: $20,000
September Rental: $10,000

Margaret Turner
(631) 771-5314

East Hampton
$18,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 754422

Rental Reg#:22-1076 Near Sag Harbor, East Hampton, EH Village and ocean beaches. Comfortable and classic 4 BR 2.5 bath country house. Heated pool. CAC. Private cul de sac backed by a preserve. Listing ID: 754422

Two Week Rental: $20,000

Philip Judson
(631) 771-5328

Montauk
$18,000

Montauk, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736703

Rental Registration #: 24-102 Great 3 bedroom, 2 bathroom beach cottage close to Ditch Plains, close to town. Excellent place for the summer season..

MD - LD Rental: $48,000
June Rental: $16,000
July Rental: $18,000
August Rental: $18,000
August - LD Rental: $20,000

Anthony C. Cerio
(631) 903-6151

Mitchel L. Natter
(631) 903-6154

Southampton
$18,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 905810

Rental Permit #RP231089 A stunning Southampton waterfront home. Perfectly located to beaches, Sag Harbor, Bridgehampton and Southampton villages. Incredibly cozy, quiet, peaceful with majestic views. You can throw a rock on the water from your bedroom window. Take a nice kayak ride (kayaks included) into North Sea Harbor, Fish Cove, Towd Point and beyond from your own private dock or simply meditate watching the beautiful wildlife. You may put your boat on the private dock or go for a nice sunset cruise. The decor is warm with beautiful artwork to keep you cozy. Serenity awaits. Listing ID: 905810

MD - LD Rental: $45,000
July Rental: $18,000
July / Aug Rental: $35,000
August - LD Rental: $20,000

Michael C. Dougherty
(631) 702-7526

East Hampton
$18,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 867018

Architectural Signification: A feeling of being in nature with glass walls throughout, this 1,500 square foot Mid-Century round Glass House with Eero Saarinen type 'Paraboloid' roof, was designed in 1967 as a collaboration between the architect and his client, a software designer. Situated on 1.5 acres backing on woodlands, the house surrounds a patio with an in-ground gunite pool and comfortable Russell Woodard patio furniture (two chaise) with cushions, a Weber grill. Beach chairs, towels, and beach bags included. Meade Telescope 10' is available to wheel onto the patio to observe our Starry Night Sky with an astronomer available for guidance. Close to swimming and boating on Accabonac Bay. Two bedrooms: Oversized Master with a queen bed under a skylight, wood burning fireplace (for cool summer nights) with exercise equipment and a heated massage table. Second bedroom has four queen compartment bunks. 100% cotton...

Two Week Rental: $18,000

Noel D. Mason
(631) 903-6135

355 Midway Rd
$18,000

Southold, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888811

This impeccable modern 3 bedroom, 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes a kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with a gas grill and plenty of room for entertaining and sunning. The three bedrooms, including the primary suite, all have water views. A private beach is nearby and there's easy access to renowned North Fork wineries, farm stands, restaurants and shops. This home has everything needed for an exceptional East End retreat. Available October - May, $6000 per month. Listing ID #888811

June Rental: $8,000
July Rental: $18,000
August - LD Rental: $20,000
Winter Rental: $6,000

Marianne Collins
(631) 734-2957

250 Dune Road #118
$18,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 1
Bathrooms: 2
Web ID: 895814

Yardarm Beach Condominiums, Westhampton Beach. This wonderful 1 bedroom, 2 full bath, top floor condo boasts incredible views of Moriches Bay. Recently renovated and beautifully appointed, this sunny condo features an open floor plan with a private deck, evening sunsets and magnificent vistas. This much sought after complex offers all the amenities for the perfect summer lifestyle; 2 heated pools with lifeguards, one on the bay and one on the ocean, 3 har-tru tennis courts, and a private path to the sandy ocean beach. There is also an elevator plus a weather protected bicycle storage room. The Yardarm is just one mile from Main Street where you'll find world-class shopping and dining, the Westhampton Beach Performing Arts Center, the Village Green, plus much more. Listing ID#895814

August Rental: $18,000

Lauren A. Battista
(631) 288-5534

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