412 Hamptons Rentals

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51 White Oak Lane
$36,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 901746

RP# 230300. Welcome to a one-of-a-kind charming home in the Hamptons! This stunning first time rental 3800+/- sf home, boasts a perfect blend of quality and style that will take your breath away. As you step inside, you'll be greeted by a tranquil setting that immediately sets the tone for the upscale lifestyle that awaits. The classic covered front porch and cedar shingled exterior are just the beginning of the architectural beauty you'll find here. Inside, a dramatic 2-story living room, bathed in natural light from its southern exposure, features a wood-burning fireplace that creates an inviting atmosphere perfect for cozy nights in. The eat-in kitchen is a masterpiece of design, featuring marble countertops and top appliances. The first floor also includes a formal dining room, powder room, and a spacious master suite. Upstairs, accessed by front or back stairways, you'll discover four double bedrooms, two full baths, and a...

MD - LD Rental: $85,000
July Rental: $36,000
July / Aug Rental: $65,000
August - LD Rental: $37,000

Cristina Matos
(631) 204-2408

Amagansett
$35,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 736293

Rental Reg. # 24-127. Located one-half mile +\- to either Amagansett or Napeague Ocean beach and with private beach access for community residents, this modern classic home provides 4 bedrooms and 2 full bathrooms on 0.23+\- acre bordering reserve. The bright, open floorplan features a fully vaulted ceiling with a kitchen, living, and dining room. The living room is enhanced by glass sliders to surrounding decks and a masonry wood-burning fireplace. A primary en suite, with a recently renovated bath, includes vaulted ceilings with a skylight and a sitting porch; 3 additional spacious guest rooms, all with flat-screen televisions to complete the 1,950 +\- SF residence. Additional amenities include central air-conditioning, gas barbeque, a large outdoor walk-in shower, and ample guest parking. Listing ID: 736293

MD - LD Rental: $70,000
July Rental: $35,000
July / Aug Rental: $65,000
August - LD Rental: $40,000

Sharman S Peddy
(631) 903-6171

Village Of Southampton
$35,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 879998

This cozy and charming house is located a stone throw away from the Southampton Village center with its shops, restaurants, and ocean beaches. The home features 3 bedrooms and 2 full baths, in addition to a kitchen with breakfast bar, dining and living areas. Enjoy, relax and rewind outdoors on the patio, hammock, or on the adirondack chairs around the propane fire pit with perennial gardens and flowers all summer. LIsting ID: 879998

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

Village Of Sag Harbor
$35,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743455

Five bedrooms, three and one-half baths. Victorian-style house. Four blocks to Main Street. Front and middle parlors offer plenty of sitting room to while away the summer hours. Enjoy. Listing ID:743455

July Rental: $35,000

Stacy Pennebaker
(516) 532-5765

Linley Pennebaker Hagen
(631) 725-5583

East Hampton
$35,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 743602

Rental Registration #: 24-941 This freshly renovated rental located just outside East Hampton Village has close proximity to village amenities, public transportation as well as area beaches. The cottage style house has a total of 3 bedrooms, 2 baths, open living room with fireplace and dining area, kitchen with breakfast area and island, mud room and large front porch. Renovation included A/C, new kitchen, refinished hardwood floors, new furniture, flat screen televisions and washer/dryer.

MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $35,000
July / Aug Rental: $68,000
August - LD Rental: $35,000
Winter Rental: $5,500

Shannan M North
(631) 903-6174

Margaret Turner
(631) 771-5314

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 906625

RR# RP230283. Step into the timeless beauty of this cedar carriage house, initially crafted in 1910 by the renowned architect Grosvenor Atterbury. In 1982 this exceptional residence earned the prestigious 'House of the Year' award, celebrating its masterful blend of old-world charm and modern elegance. Meticulously restored to honor its rich history, this home is a testament to design and craftsmanship. Perched on a sprawling 1.36-acre estate, you'll be just a five-minute drive from the heart of Southampton Village and its pristine beaches. Avoiding typical Hamptons traffic, the residence is south of Highway 27. Lush gardens and mature trees create a serene and secluded ambiance, ideal for relaxation and entertaining. Inside, a unique interior featuring three bedrooms and two baths, graced by high ceilings and abundant natural light. The open floor plan connects the living, dining, and kitchen areas and boasts modern touches and high-end appliances. Two queen-sized sleeping alcoves...

June Rental: $30,000
July Rental: $35,000
August - LD Rental: $40,000

Village Of Southampton
$35,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755008

Ideally located in Southampton Village, this lovely summer rental is a short distance from Village restaurants and shopping and is also very close to the most beautiful ocean beaches on the east coast. The home has three bedrooms and two updated full baths and is tastefully decorated and fully equipped. There is a heated gunite pool, plenty of outdoor entertaining space and community tennis is available within a short stroll from the house. It's the ideal summer getaway! Updated for 2020. Listing ID: 755008.

June Rental: $25,000
July Rental: $35,000
August - LD Rental: $45,000

Astrid Pillay
(631) 771-5312

Marie McCullough
(631) 204-2420

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 755150

RR#: RP230549 Southampton condo for sports lovers with new tennis courts and pool! Close to Village with 2 bedrooms and 2.5 bathrooms. Updated kitchen and bathrooms, newly furnished, plus a private patio for outdoor dining. The community also offers pickle ball and a small driving range for the golf lover. Close to Village beaches. Listing ID#: 755150

MD - LD Rental: $40,000
July / Aug Rental: $35,000
Year Round: $55,000

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 907271

RR# RP230478. Stunning is the single word to describe this unbelievable Southampton Commons 3 bedroom, 2.5 bath condo. The present owner completely gutted this unit when purchased in 2020 and transformed it into something totally exceptional and certainly unique. There is an additional room that is set up presently as an office to make your time here seamless or it can be converted to another bedroom (3rd bedroom). The chef's kitchen has all high-end stainless steel Wolf appliances, including a Wolf induction cooktop, plus marble countertops. The decor is quite dramatic, including a gorgeous chandelier over the dining room table, plus a cozy den with a steam fireplace. Too many special amenities to list. The back patio is set up for entertaining and relaxing. Included on the patio are attractive faux hedges in planters on either side of the patio and a 48' XO propane barbecue you must...

MD - LD Rental: $75,000
June Rental: $25,000
July Rental: $35,000
July / Aug Rental: $60,000
August - LD Rental: $35,000

John P Vitello
(631) 204-2407

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 832375

RR #RP180237. Easy Hamptons living in this 3 bedroom, 3.5 bath farmhouse with an open floor plan featuring a sunny kitchen, living room and dining room. Fire up the grill and dine on the deck overlooking a heated pool, the perfect setting for hot summer night. Come back from the beach and shower under the stars in the new outdoor shower. All this and only a short trip to Southampton Village's ocean beaches, dining, and shopping. Newly-finished lower level with gym, media room and steam shower. Listing ID: 832375

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

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 861250

RP# 231067. This newly-renovated home is located in a quiet neighborhood, just minutes from Southampton Village and ocean beaches. The first floor boasts a spacious living room, separate sitting area, an open kitchen with dining area. Both sitting and dining rooms lead out to a spacious deck overlooking the pool. In addition to a generous master bedroom suite, the upstairs features 3 nicely-decorated bedrooms and 1 bath. The property sits amidst a shy acre on a quiet cul-de-sac. Listing ID: 861250

MD - LD Rental: $100,000
July Rental: $35,000
August - LD Rental: $40,000
Year Round: $125,000

66 Knoll Road
$35,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 898071

RR #RP241513. Located in the waterfront community of Southampton Cove and sited on 0.45 acres, this perfect summer escape providing all there is to enjoy for the finest Hamptons summer living surrounded by nature and beaches. This 4 bedroom, 3 bath Traditional home features 2650 +/- sf of an open floor plan with an abundance of natural light filling each room. The formal living room, with wood burning fireplace, is in close proximity to the family room and has a nice flow into the designer, updated kitchen with stainless steel appliances and a dining area. On the second level are 4 bedrooms and a spacious master suite with a newly-renovated master bath with radiant heated floors. The 1100 sf lower level is finished and offers a TV, entertaining area with multiple games, exercise equipment and a sauna. Enjoy your time outside on the outdoor bluestone patio...

January Rental: $7,000
February Rental: $7,000
March Rental: $7,000
April Rental: $7,000
May Rental: $10,000
MD - LD Rental: $80,000
June Rental: $18,000
July Rental: $35,000
August - LD Rental: $37,000
September Rental: $15,000
November Rental: $7,000
December Rental: $7,000

Cristina Matos
(631) 204-2408

65 Lincoln Avenue
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 909378

Wonderful designer farmhouse featuring 2200+/- sq ft of stylishly renovated living space across two levels.The main floor includes a custom kitchen with island bar seating that opens to the dining area leading directly out to the back deck.A beautifully furnished living room with fireplace, full bath and a den/office complete the first floor.The second floor features an extra-large ensuite primary with 3 additional guest bedrooms and a full bath. Outside, the heated pool is surrounded by a lush lawn and hedges providing the perfect place to relax.Moments away from Maidstone Beach, waterfront restaurants, marinas, art galleries and farm stands, 65 Lincoln Ave is the perfect summer getaway.

MD - LD Rental: $75,000
June Rental: $15,000
July Rental: $35,000
August - LD Rental: $35,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

45 Hampton Lane
$35,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 882901

Rental Registration #23-1191. Charming in the dunes, less than a block from the beach. Nice bright and private. New hot tub on rear deck too!

MD - LD Rental: $95,000
June Rental: $20,000
July Rental: $35,000
July / Aug Rental: $75,000
August - LD Rental: $42,000
Winter Rental: $42,000

Elizabeth Wohl
(631) 903-6193

James J MacMillan
(631) 267-7171

44 Montauk Avenue
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 914921

Nestled along the border of a wildlife sanctuary to its south, this stylish contemporary home features the perfect layout for lounging, entertaining or simply enjoying the rare sense of calm its environment bestows. The home feature an ensuite primary, 3 guest bedrooms, 2 baths and an open style living and dining area. A partially open kitchen is surrounded by windows, a glass slider and a skylight above. Outside, a mahogany deck surrounds multiple seating and dining areas and an 18' x 32' ft heated pool. A wonderful lawn with a fire pit to the side blends gracefully with the endless views beyond. Close to East Hampton village and a variety of the most beautiful beaches in the world, this exclusive rental property elevates the extraordinary experience of life in the Hamptons to something truly sensational.

August - LD Rental: $35,000
September Rental: $18,000
Two Week Rental: $9,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

43 Robin Drive
$35,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 907753

RR#: RP241245. Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel appliances, a formal dining area, and sliding glass doors leading to the 20'x40' pool, and an expansive outdoor lounge. Two bedrooms and a shared bath complete the first floor. The upper level features a spacious primary suite with a balcony overlooking the park-like grounds, a walk-in closet, and a spa-like bath. Additional amenities include a well-seized front porch, outdoor shower, central air, and hardwood floors throughout. Just 1.5+/- miles to Bridgehampton Village and 4+/- miles to ocean beaches, this property provides a tranquil backdrop for a quintessential...

July Rental: $35,000
July / Aug Rental: $75,000
August - LD Rental: $40,000

John P Vitello
(631) 204-2407

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