Water Mill
$360,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 7.5
Web ID: 736788
Majestic, private Architectural Digest cover home, situated on 20 acres surrounded by 30 more, a perfect retreat to connect with nature during these times Your own full-time staff and groom for the horses, if you choose to ride. Super pristine with all handmade custom details, must be seen to truly appreciate this work of art. Surrounded by 50 acres of the reserve for total privacy, this elegant house offers 4+ bedrooms and 7+ baths, a family room, a dining room, an amazing kitchen, a movie theater, a gym, 3-car garage, and 4 fireplaces. The property provides a heated pool, riding trails, horse barn and paddock. This is one of the most beautiful, one of kind properties in the Hamptons. Listing ID: 736788
January Rental: $29,000
February Rental: $29,000
March Rental: $29,000
Year Round: $360,000
Andrea L Ackerman
(631) 537-4340
Donna L Landry
(631) 725-5573
Village Of Southampton
$175,000
Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 738850
This spacious home on .36 acres is just moments from the center of the village and ocean beaches. Beautifully decorated with 6 bedrooms, 6.5 baths, 5 fireplaces, a gourmet kitchen, home theater with reclining chairs, a billiard room and custom built bar. There is also a pool house with 2 rooms and full bath, heated gunite pool and exquisite landscaping. A perfect spot to spend the Summer! Listing ID: 738850
MD - LD Rental: $375,000
June Rental: $100,000
July Rental: $175,000
July / Aug Rental: $325,000
August - LD Rental: $225,000
John P Vitello
(631) 204-2407
East Hampton
$25,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 754506
Rental Registration #: 22-89. Lovely contemporary home with spacious, private master suite, two additional lovely bedrooms, heated pool and a large deck w/retractable awning! There are three fireplaces, a large chefs kitchen with a 9-foot granite island perfect for entertaining. A finished basement with billiards table adds to the fun. Moments from the buzzy new Springs restaurants SiSi and Rita's Cantina. This home has a fabulous location just off of Three Mile Harbor Road, close to the beautiful bay beaches and just 5 minutes to East Hampton and less than 10 to Amagansett and the Ocean beaches Atlantic and Indian Wells. Listing ID 754506.
June Rental: $15,000
July Rental: $25,000
July / Aug Rental: $50,000
August - LD Rental: $30,000
Two Week Rental: $15,000
Robert Stearns
(631) 771-5317
Michael Petersohn
(631) 771-5336
Southampton
$24,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 875885
Rental Reg. # RP201446. This bright and light-filled house is located on a shy half acre in Shinnecock Hills. The beautifully renovated home features an open floor plan, including a beautiful kitchen with granite counter tops and stainless steel appliances, living room and formal dining area. In addition to the private master bedroom suite, the house has 3 more bedrooms and 1.5 baths. The home includes extensive decking overlooking the heated pool. Listing ID: 875885
August - LD Rental: $24,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Bridgehampton
$85,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742578
Enjoy beautiful sunset views over farm fields from the back deck of this handsome contemporary. Stellar location just one-half mile +/- from the village of Bridgehampton. Offering five bedrooms, four baths, living room with fireplace and double-height ceilings, central air-conditioning. On over two acres featuring a heated pool and mature gardens. Listing ID: 742578
July Rental: $85,000
August - LD Rental: $90,000
Christopher J Burnside
(516) 521-6007
Bridgehampton
$25,000
Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 738072
RP#: 160508 This charming, bright and open furnished cottage features a newly-vaulted ceiling in the living room with a Great Shell chandelier, fireplace, dining area, kitchen with new white stone counter, two bedrooms and a bath with wainscot walls and new glass and tiled walk-in shower and fixtures. A new stone private patio with elegant English metal tables and chairs are surrounded by mature Yew hedges. Listing ID: 738072
January Rental: $4,500
February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
MD - LD Rental: $60,000
June Rental: $15,000
July Rental: $25,000
August - LD Rental: $25,000
September Rental: $4,500
Winter Rental: $36,000
Year Round: $80,000
Mary Ellen McGuire
(631) 537-4324
Maritza Jimenez
(631) 204-2411
Bridgehampton
$100,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736789
Conveniently located and close to Bridgehampton Village. You must see this pristine traditional in a great Bridgehampton location. This home features 4100 sq. ft.-4 bedrooms/4.5 baths...Sheek Dining Room, Living Room with Fireplace, Gourmet Kitchen, 2 Master suites, Den, plus finished lower level with den, Game Room, and Wine Cellar. When you need a break from our beautiful beaches, relax by the tastefully furnished pool area and spa. The landscaped grounds set the stage for an enchanted evening of dining under the pergola. It's simply perfect!
July Rental: $100,000
August Rental: $120,000
Two Week Rental: $50,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
Village Of East Hampton
$70,000
Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735720
This well maintained village rental is newly furnished and ready for summer! The floor plan includes three bedrooms, two baths, a living room, a dining area and a kitchen. Sliders off the living room lead to a lovely deck and spacious back yard. There are nearby restaurants and shops, and the East Hampton Library, Guild Hall, and Hampton Jitney stop are less than a half mile away. Available immediately.
Year Round: $70,000
Jeanne Hutson
(631) 903-6144
Raul Guazhambo
(631) 903-6148
Village Of East Hampton
$35,000
Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 738418
Classic single-level traditional in the village of East Hampton, situated on a beautifully landscaped property with a sparkling 16' x 32' pool (not heated) and hot tub. Living room, dining room, kitchen, three bedrooms, two baths, full basement, wood burning stove, central air-conditioning, and ceiling fans throughout. Close to all the village has to offer.Listing ID: 738418
MD - LD Rental: $80,000
June Rental: $25,000
July Rental: $35,000
July / Aug Rental: $70,000
August - LD Rental: $35,000
September Rental: $10,000
October Rental: $10,000
JB Jose B DosSantos
(631) 903-6147
Village Of Sag Harbor
$25,000
Village of Sag Harbor, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 899555
Gorgeous, recently renovated Main St duplex apartment in the heart of Sag Harbor Village. The apt is located in the rear of the house and has exclusive use of the beautiful backyard and plunge pool - affording wonderful privacy. The chic, light-filled 2 bedroom, 2.5 bath is equipped w/ stainless Fisher Paykel appliances, designer furnishings and a washer/dryer. Second floor offers a large primary, with luxurious bathroom and a guest bedroom with bath. There is a second living room off the upstairs bedrooms. Close proximity to all Historic Downtown Sag Harbor's shops, restaurants and Marina's. Don't miss this perfect setting! Listing ID: 899555
August - LD Rental: $25,000
Kimberly Kakerbeck
(631) 537-4351
Southampton
$50,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 754920
A paved gated driveway leads you to an elegantly appointed 4 bedroom, 3.5 bath home in the heart of Southampton Village. On the ground floor, you'll find a pristinely kept living room with fireplace, two bedrooms with plush queen sized beds, a spacious kitchen with stainless steel appliances as well as a laundry room with access to the garage. The open dining area seats 8, and opens up to a large pool side deck and bricked BBQ area perfect for al fresco dining. Entertain in the lower level equipped with a mini bar, pool table, piano and plush sitting area with a large flatscreen TV. On the second floor is a spacious master suite with walk in closets and spa-like bathroom. A second bedroom with en suite bathroom and walk in closet sits adjacent. Relax outdoors on the private and beautifully landscaped yard surrounding an in-ground heated pool. All of...
MD - LD Rental: $120,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
Richard Finder
(631) 702-7511
North Sea
$50,000
North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 755716
RR# RP170661. This beautiful 4-bedroom, 3.5-bathroom home is just moments to Southampton Village shops, restaurants, and ocean beaches. It is sited on over 3 private acres and surrounded by fruit orchards and horse farms. Fabulous kitchen for entertaining, a gym, sunny pool area, plus other wonderful amenities. Listing ID#: 755716
May Rental: $20,000
MD - LD Rental: $150,000
June Rental: $34,000
July Rental: $50,000
July / Aug Rental: $105,000
August Rental: $65,000
September Rental: $25,000
Maritza Jimenez
(631) 204-2411
Southampton
$27,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 737415
RR#:RP201267 Attractive 3 bedroom, 2 bath home with a sunny yard and heated pool is is conveniently located close to everything. Crisply furnished and ultra-clean, it is the perfect summer getaway. Listing ID: 737415
MD - LD Rental: $65,000
July Rental: $27,000
July / Aug Rental: $55,000
August - LD Rental: $32,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Richard Finder
(631) 702-7511
Springs
$30,000
Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758200
Rental Registration # 24-17 Expires January 8th, 2026 Charming picturesque country cottage surrounded by mature lush landscaping with specimen plantings and perennials on 1/2 acre. Tastefully decorated throughout. Main level offers living room with fireplace, formal dining room and gourmet kitchen that overlook beautiful backyard gardens and brick patio perfect for alfresco dining and entertaining and a generous Primary Suite with full bath. Upper Level provides privacy for 2 additional bedrooms with shared full bath. Lower Level offers family room, an authentic 'Tavern' bar and a fourth bedroom and full bath. This home is a tranquil experience perfectly situated between the bay and ocean beaches with a Marina, Maidstone Park, Springs dining and markets nearby. Listing ID: 758200
Custom Rental: $50,000
June Rental: $20,000
July Rental: $30,000
Short Term Weekly: $10,000
Dennis Gallagher
(631) 771-5309
Village Of Southampton
$135,000
Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 735525
Impressive village traditional, privately situated in the estate section on a dead-end street, beautifully landscaped 2-acre property with a 20' x 40' heated pool. Family room, large sun-room, formal living and dining room, eat-in gourmet kitchen, original hardwood plank floors throughout, seven bedrooms, including two primary bedrooms one in 1st floor and one on second floor, and seven and one-half baths. Additional amenities include two fireplaces, central air-conditioning, mudroom, and playroom above the garage. Now available July or August 2025. Shorter periods upon request. Listing ID: 735525
July Rental: $135,000
August Rental: $135,000
Amelia M Doggwiler
(631) 204-2426
Lillian A Holtzclaw
(631) 204-2430
Village Of East Hampton
$40,000
Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736031
Available now: This handsome three-bedroom, two-bath traditional residence is located in the heart of East Hampton Village. Freshly renovated, features include a living room, cook's eat-in country kitchen, fireplace, central air-conditioning, awning-covered terrace, outdoor shower, and pool.
July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $45,000
Noel D Mason
(631) 903-6135
Village Of Southampton
$100,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 735873
Oceanfront property with ocean and bay views. Private master bedroom suite with 2 fireplaces, 2 baths, sauna, sitting room, oceanfront and bayfront balconies with gorgeous views. Guest wing with 4 en-suite bedrooms and an additional sauna. Multiple entertaining spaces. Flat screen TVs throughout. Heated gunite pool and hot tub. Listing ID: 735873
Short Term Weekly: $100,000
John P Vitello
(631) 204-2407
Bridgehampton
$40,000
Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 877017
Rental Reg # RP201221 Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide plank floors and a brick fireplace. Additionally, there is a master bedroom with an en suite bathroom. The kitchen is beautifully appointed with a top of the line Lacanche oven, there is also a powder-room, large pantry, laundry and mudroom with access to the pool and back garden. The second floor has three additional guest bedrooms with beautiful views of the grounds, one of the bedrooms has a walk-in closet and on the second floor there is an oversized shared bathroom. Ideal for...
MD - LD Rental: $105,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000
David Tenenbaum
(631) 771-5322
Wainscott
$65,000
Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 738944
Rental Registration #: 24-657 This newly renovated Hamptons home invites you in with a beautifully landscaped driveway. The home has a open floor plan setting with a large living room, kitchen and dining area. There are a total of four bedrooms with a first floor media/bonus room for a converted fifth bedroom. The home has four and half baths and a finished basement with family room/den, wet bar ad separate office. The property has beautiful gunite salt-water pool surrounded by fabulous backyard setting with mature plantings. Listing ID: 738944
MD - LD Rental: $165,000
June Rental: $30,000
July Rental: $65,000
August Rental: $65,000
Year Round: $220,000
Rachel Rushforth-Worrell
(631) 903-6160
Jeanne Galante
(631) 903-6184
Water Mill
$60,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 742628
Beautiful farmhouse located in Water Mill South on Calf's Creek. The house is situated on a stunning piece of property with lush landscaping and mature trees. CAC, heated oval gunite pool. Close to the bay and ocean beaches. A special Hamptons country setting. Charming, unique, cozy, historical 'English style' cottage, built in 1750, with additions: 1 mile South of Sunrise Highway; take a stroll to the beach, 5 bedrooms; 4 in main house plus large guesthouse; 3 bedrooms open onto 1 acre garden (in total, sleeps 12 people: 1 king bed, 4 queen beds, 2 single beds), 3 bathrooms (2 ensuite; 1 bath, 2 showers) plus outdoor shower. Dining room seats 10. Kitchen seats 8; Sub Zero appliances. Pool is not fenced. Mature garden, large trees. 3 working fireplaces, A/C throughout the house, Wifi throughout. Large washing machine + large dryer.
May Rental: $35,000
MD - LD Rental: $160,000
June Rental: $50,000
July Rental: $60,000
July / Aug Rental: $125,000
August - LD Rental: $70,000
September Rental: $35,000
Stephanie J Louise
(631) 537-4345
Richard Finder
(631) 702-7511
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