500+ Hamptons Rentals

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Sag Harbor
$55,000

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.

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

Matthew Melinger
(212) 906-9276

Amagansett
$55,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 735743

Rental Reg. # 24-1,313. newly renovated, prime Bluff Road location near the ocean is only a short distance to the beach and town. It Is a comfortable one-story, mid-century modern house with cathedral ceilings and large sliding glass doors, there is beautifully landscaped-landscaped yard. The living/dining area has a fireplace, adjoining den, and patio. this special home has a newly updated eat-in kitchen with new appliances and renovated bathrooms. Listing ID#:735743

July Rental: $55,000
September Rental: $45,000

Sharman S Peddy
(631) 903-6171

East Hampton
$55,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908859

Rental Reg. # 23-542 On the very fringe of East Hampton Village, this jewel of a property offers 4 bedrooms, 3 1/2 baths has been fully renovated, including the lower level. The house features a granite kitchen, dining room, library and large living room with a fireplace. The primary suite is beautiful with a fireplace and very generous primary bath. The property hosts a heated pool and lush landscaping. This one is special.

April Rental: $10,000
MD - LD Rental: $110,000
June Rental: $40,000
July Rental: $55,000
July / Aug Rental: $85,000
August - LD Rental: $65,000

Elizabeth A Phenis
(631) 537-4357

Andrea L Ackerman
(631) 537-4340

Village Of Southampton
$55,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736352

This 'Modern Style' light-filled village cottage is situated on a beautifully-manicured half-acre. The exceptional backyard has park-like views backing up to an estate area with a 40' gunite pool and new mahogany outdoor terrace that is surrounded by mature landscaping. This inviting residence features a spacious new high-end kitchen with island, great room with cathedral ceiling, dining room, 5 bedrooms, 4 new baths and a finished basement, plus village tennis just down the street. Listing ID: 736352

January Rental: $6,500
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
May Rental: $6,500
June Rental: $25,000
August Rental: $55,000
September Rental: $17,500

John P Vitello
(631) 204-2407

391 Dune Road
$55,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 737126

Dune Road ocean, Westhampton Beach. Relax and enjoy summer at the beach in this contemporary home featuring a large deck overlooking the Atlantic with a hot tub and bar, multiple front porches with incredible bay and sunset views. The interior is filled with open, bright living spaces and views from every room. Amenities include a modern kitchen, four bedrooms all with access to the outside, three full baths, a den, fireplace and central air. The lush grounds offer privacy and serene beach access. Listing ID#737126

July Rental: $55,000
August - LD Rental: $65,000

Albert Weinschenk
(631) 288-5039

340 Wainscott Harbor Road
$55,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 867563

RR#: RP230740 Fabulous Sagaponack location, recently renovated, close to everything Hamptons! This 4 bedroom, 4.5 bath home offers wonderful entertaining space with open concept great room, dining, kitchen, and bar. Take your pick of 2 Primary bedrooms, both ensuite; one on the main floor, one upstairs with its own private deck. The 2 additional bedrooms/2 baths are also located on the upper floor. Other features include a den/media room, a separate office on the main floor for your WFH days, and a screened-in porch. Enjoy a full day of sun from late morning until sunset in this gorgeous, very private West-facing backyard showcasing stunning landscaping, heated pool, outdoor shower, deck, patio and perfect sunsets. World-renowned Sagg Main beach, Sag Harbor Village and East Hampton are 4 miles away, Bridgehampton under 3 miles, and 1 mile from Wolffer Estate Vineyard. Perfect Hamptons summer rental! Listing ID:867563

July Rental: $55,000
July / Aug Rental: $115,000
August Rental: $60,000
August - LD Rental: $65,000

Kimberly Kakerbeck
(631) 537-4351

Sarah Ferguson
(631) 903-6124

33 Park Circle
$55,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 902518

This lovely home is situated in the Ice Pond Estates area of Quogue. Enter into a grand open living room with two seating areas and a large dining area that seats up to twelve and is adjacent to an enormous open kitchen. The kitchen was renovated in 2021 and includes a 48' Viking stove with two ovens, two Miele dishwashers, under-counter wine refrigerator, island with sink, and a Sub-Zero refrigerator. There are three bedrooms on the first floor, one is en-suite which has been newly renovated with access to the heated pool and patio. The second and third bedrooms share by a newly renovated bathroom as well. Also on this floor is a separate laundry room. The second floor includes a spacious primary suite and family room/office with en-suite full bathroom. The large patio and 18'x36' heated salt water pool is surrounded by a planted garden with southeast exposure to...

August - LD Rental: $55,000

Nydia Gaffey
(631) 288-5415

Gayle Osman Lopata
(631) 288-5124

East Hampton
$53,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 741143

This impeccable, modern house is in the charming Barnes Landing section of East Hampton, a few blocks from bay beaches and just three miles from ocean beaches and Amagansett shops and restaurants. Completely transformed, the house is a perfect example of exacting detail, hi-style fixtures, and modern interior finishes. The main floor features an open, beautiful kitchen/dining area/living room, a leading suite, and a guest bedroom, each with ensuite baths. The kitchen features Thermador appliances, and all bathrooms have top-line fixtures. A walk-out Brazilian walnut deck overlooks a 55-foot gunite lap pool, spacious lawn, and ample bluestone patio. The ground floor includes a den, a second main suite, and an additional bedroom. There is a laundry room with a state-of-the-art washer and dryer and a large circular driveway for easy entry. You will be part of the Barnes Landing Association and use the beach and kayak storage facilities nearby.

July Rental: $53,000
August Rental: $53,000
August - LD Rental: $60,000
Short Term Weekly: $13,000

Steven Dorn
(631) 771-5325

Southampton
$53,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 867286

RR# RP240897. Be the first to rent this newly renovated home on a private half acre lot in Southampton. The house boasts an open layout with a light filled bright kitchen, dining and living room overlooking the brand new pool. The home features four spacious bedrooms and four baths. The property is conveniently located, close to bay and ocean beaches and the Southampton Village. Listing ID: 867286

MD - LD Rental: $115,000
August - LD Rental: $53,000

Amagansett
$52,500

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 735459

Rental Registration #:24-363. This gorgeous Post Modern home at 5800+/- sq feet plus a full walk out lower level, has everything you could ask for in a summer rental. Nestled on two secluded acres in Amagansett, this home boasts 5 bedrooms and 5 1/2 baths, an unbelievable gourmet kitchen with every amenity imaginable including TV in most rooms. Outside you will enjoy meticulously landscaped gardens, patios, decks and a heated gunite pool. Near to bay and ocean beaches, this Amagansett gem offers instant summer satisfaction. Listing ID:735459

June Rental: $31,500
June/July Rental: $79,500
July Rental: $52,500
July / Aug Rental: $110,000
August - LD Rental: $71,500

Jeannette Schwagerl
(631) 267-7113

Richard Finder
(631) 702-7511

21 Burnetts Cove Road
$52,500

Water Mill, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 909238

Rental Permit #: RP230618. This stunning waterfront property located on a private secluded road in Water Mill South is now available for rent for June and July. With awe-inspiring western sunset views over Mecox Bay, and close proximity to famous Flying Point Beach and 'The Cut,', this charming property boasts 3 bedrooms, 2 full baths, an outdoor shower, and an open floor plan encompassing the kitchen, living room, and dining area that flows onto a spacious deck facing the water with a retractable awning - ideal for relaxation or entertaining. Enjoy direct frontage on Mecox Bay for all kinds of water activities or stroll around the corner to access world class beaches and partake in daytime and nighttime beach activities. All this ensconced amongst the most prestigious homes in The Hamptons. This is a one of kind, summer rental opportunity not be missed. Listing ID: 909238

Custom Rental: $37,500
June Rental: $25,000
July Rental: $52,500
Two Week Rental: $25,000

David Tenenbaum
(631) 771-5322

Timothy C Burch
(631) 771-5315

200 Lumber Lane
$52,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755964

RR#: RP200608 - Beautifully renovated, this 19th century Cottage on Lumber Lane is a short distance to Main Street, LIRR & Jitney and offers 4 bedrooms, 3 baths in main and guest cottage, huge open kitchen with stainless appliances (incl wine fridge) & marble counters, open Living/Dining room with walls of French doors, separate breakfast room, high ceilings, ebony stained hardwood floors, 3 full baths (2 with walk-in showers with access to outdoor showers) and tons of windows which flood the house with sunlight all day. Two guest BR's and full bath (with claw foot tub) on first floor. The entire second floor is comprised of a huge Master Suite with a wall of closets, French doors, four exposures, high ceilings, marble en suite master bath with enormous walk-in shower (as well as private, rooftop outdoor shower) and double vanity. The separate 3 room pool house (renovated 2020) has ample...

June Rental: $15,000
July Rental: $52,000
September Rental: $16,000
October Rental: $14,000
Winter Rental: $4,995

Todd J Buchanan,
(631) 771-5326

Village Of Southampton
$51,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 754996

This stylish Traditional home in the heart of the Village is the perfect summer get-away. With an open floor plan, a large living room with fireplace and a chef's kitchen, you'll enjoy entertaining your family and guests. There are 4 bedrooms, 4.5 bathrooms, a finished lower level, all chicly decorated. Sited on a private .75 acre, there is a heated gunite pool and community tennis in the neighborhood. Any 2 weeks June 1st to June 29 at $51,000; any 2 weeks July 7 to September 1st for $51,000. Listing ID#: 754996

Two Week Rental: $51,000

John P Vitello
(631) 204-2407

East Hampton
$50,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 754469

Rental Registration #: 24-511. This property is very well located, close to Amagansett village, East Hampton village, and ocean beaches. Tastefully decorated in a bright and elegant style, and replete with features such as a discrete family room, formal dining room, all 3 bedrooms ensuite, a heated pool with its poolhouse, and a great screened porch. There are double ovens in the kitchen, and twin washing machines for laundry. All this on beautiful grounds with mature landscaping. Listing ID 754469

July / Aug Rental: $50,000

Philip Judson
(631) 771-5328

Shelter Island Heights
$50,000

Shelter Island Heights, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 743879

Be in the heart of Shelter Island with the nearby Chequit, the Dory, breakfast bar, marina and liquor store and shopping while enjoying the chirping birds on the veranda of this charming four bedroom Victorian.

MD - LD Rental: $50,000

Elizabeth Wohl
(631) 903-6193

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 736337

RR# RP230895. This 4 bedroom 4 bath home is situated on 2.52 acres on a private road. The backyard is perfect for entertaining or just escaping it all and relaxing in your own compound. Just moments from Towd Point Beach and minutes from Southampton or Sag Harbor villages. The home features an open floor plan, hardwood floors throughout and enough room for all to enjoy. This truly is a home worth seeing. Listing ID: 736337

July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $53,000

Robert M Lohman
(631) 204-2404

Richard Finder
(631) 702-7511

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