83 Hamptons Rentals

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189 Middle Highway
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 740765

RR#: 23-1235 Located in the Northwest woods, just a few miles from the village, this stylish contemporary home has 3 bedrooms and 2.5 baths of spacious airy living and is set on a gorgeous private 3 acre lot bordering a reserve. The open floor plan allows for effortless indoor/outdoor entertaining starting with the beautifully appointed living room, dining room and den with a 65 inch flat screen TV all with sliders out to the spacious cedar deck with oversized heated pool, BBQ station, and outdoor shower. Other amenities include an indoor-outdoor audio/video system, wifi enabled lights, thermostat, and universal remote. There is a bonus room downstairs with double washer and dryers. 189 Middle Highway is your ticket to a fabulous and memorable Hamptons summer. Listing ID:740765

June Rental: $30,000
July Rental: $40,000
August - LD Rental: $45,000
Two Week Rental: $25,000

James Blueweiss
(631) 903-6133

128 Harbor Boulevard
$40,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 887225

Rental Reg # 24-466 Your summer retreat awaits in this turnkey modern cottage located close to East Hampton Village, Amagansett and its pristine beaches. This 3 bedroom/2 bath A -frame house is perched on .50 acres has everything you need for your Hamptons summer. The bright and airy first floor has renovated open kitchen, modern appliances, new cabinetry, and a bedroom with en-suite renovated bathroom. The second floor has two bedrooms and renovated bath. One bedroom has a king size bed and the other with two twin beds that could be easily converted to a king. Outside you will be greeted with a heated pool, brand new deck area, fire pit area, dining area and outdoor shower. The backyard is completely fenced in offering optimal privacy. This won't last so come and take a look as summer will be here soon.

June Rental: $20,000
August - LD Rental: $40,000

David Tenenbaum
(631) 771-5322

4 19th Street
$38,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 738440

Rental Reg. # 24-1. Private light and bright artist's cottage offers 3 bedrooms, 3 baths and extra room for an office or storage. The centrally-air-conditioned home adjusts to any comfort level. double-height living room with loft above which features skylights for abundant natural light. A fully-equipped chef's kitchen with gas stove, stainless steel appliances and a custom Jerusalem stone kitchen counter is open to the dining area featuring double-height ceilings and spacious dining area. The beautiful private landscape created by landscape designer Jonathan Davis, features include a custom deck, lush landscaping and manicured lawns as well as flowering perennial gardens surrounding the private property. There is a 7x15 heated Vinyl lap pool. Near Bay beaches, waterfront restaurants, artist colony, and general store. Listing ID: 738440

July / Aug Rental: $38,000

Sharman S Peddy
(631) 903-6171

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

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

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

29 Diane Drive
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908014

Complete renovation and newly decorated 4 bed, 3 bath, contemporary, on .81 acres, in coveted East Hampton Oaks Association, Northwest Woods w/community tennis. Open floor plan smart home with hardwood floor, central air and plenty of natural light. Main level offers family sitting area, living room w/fireplace open to dining room and kitchen with all new high end stainless steel appliances plus full bath. Upper level offers primary ensuite bedroom w/private terrace plus three well appointed guest bedrooms and shared bath. Large wide side/back deck surrounds the 20x40 heated pool.

July Rental: $35,000
July / Aug Rental: $70,000
August Rental: $35,000
September Rental: $20,000
October Rental: $20,000

Dennis Gallagher
(631) 771-5309

20 Cutter Court
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219

Rental Registration #: 24-1004 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...

Custom Rental: $20,000
June Rental: $25,000
July Rental: $35,000
August - LD Rental: $40,000
November Rental: $20,000
December Rental: $15,000
Two Week Rental: $20,000

James Blueweiss
(631) 903-6133

Springs
$32,500

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 756453

Rental Registration #:22-123 Tastefully decorated 4 bedroom 3 bath home features a gourmet stainless kitchen, separate dining room, living room with fireplace and heated pool and outdoor shower. Minutes to EH and Amagansett Villages. Listing ID: 756453

MD - LD Rental: $75,000
June Rental: $20,000
June/July Rental: $49,000
July Rental: $32,500
July / Aug Rental: $65,000
August - LD Rental: $37,500

Philip Judson
(631) 771-5328

East Hampton
$30,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735419

Rental Reg#: 22-1440 - Located on a private acre on the fringe of Northwest Woods, this sunny two-story contemporary features an open living/dining room with a fireplace and double-height ceiling. Adjacent to the dining area is an updated eat-in kitchen with a gas stove and stainless steel appliances. There are four bedrooms and 2.5 baths, including a first-floor primary bedroom that opens to a deck. The second floor featuretwo two bedrooms antwo two bathrooms, including a spacious primary bedroom suite with double sinks, a large bath, and 2nd story deck access with an outdoor shower. Additional amenities include central air-conditioning, an 18' x 36' heated pool, and extensive pool decking. It is conveniently located near the village, with bay and ocean beaches. There is a finished recreation room in the basement, so tenants will have a place for children to play on rainy days. Perfect summer rental! Listing ID: 735419

June Rental: $20,000
June/July Rental: $45,000
July Rental: $30,000
July / Aug Rental: $60,000
August - LD Rental: $35,000
December Rental: $8,000
Two Week Rental: $7,000

Jeanne Hutson
(631) 903-6144

East Hampton
$30,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 737673

Rental Registration #:22-1,420 Quintessential Hamptons home features five bedrooms, three and a half baths and plenty of living space for the perfect summer getaway. Entering into a large double height living room with fireplace, dining area and open kitchen, this home has it all. The first floor is equipped with a generous master suite, half bath, and guest bedroom, while the second floor has an additional master suite and two additional guest bedrooms. The property is rounded out with a heated saltwater pool, surrounded by meticulously maintained landscaping, designed by a renowned horticulturist. Conveniently located, this is the ideal summer escape.Listing ID: 737673

June Rental: $30,000
June/July Rental: $70,000

David Tenenbaum
(631) 771-5322

52 Manor Lane South
$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

June Rental: $20,000
July Rental: $30,000

Dennis Gallagher
(631) 771-5309

43 Diane Drive
$30,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 898311

Rental Reg #: 23-172. This 4 bedroom 3 bath contemporary ranch, in sought-after East Hampton Oaks Association is very close to East Hampton Village and ocean beaches. Large bright double-height great room with fireplace, smart flat screen tv, ample seating for entertaining and dining and 3 oversized sliding glass doors to the secluded wrap-around deck. A second deck below surrounds the 20 x 40 in-ground pool. Tastefully decorated with beautiful accessories. The property has an expansive front lawn with ample guest parking. The back of the property is completely fenced-in and borders reserve for extra privacy. Listing ID: 898311

August Rental: $30,000
August - LD Rental: $30,000
Two Week Rental: $15,000

Dennis Gallagher
(631) 771-5309

41 Dayton Lane
$30,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 912380

Located on a coveted tree-lined East Hampton Village lane sits this pristine shingled classic home surrounded by gardens and mature trees. A sizeable second floor primary bedroom with separate sitting room and 2 additional bedrooms on the first floor. Formal dining room, living room with fireplace and French doors leading to a private brick patio. Two car garage. All within very close proximity to Main Street, shops, restaurants and Main beach. Listing ID: 912380

MD - LD Rental: $70,000
July Rental: $30,000
August - LD Rental: $33,000

John P Vitello
(631) 204-2407

38 Sycamore Drive
$30,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 755080

RR# 24-810 FALL, WINTER, SPRING & (of course) SUMMER!! With 8 consecutive seasons of 5 STAR TENANT REVIEWS! This gated, newly refreshed and renovated post-modern 3 Bed/3.5 Bath + lower level with additional 'slumber space' is ready for your summer enjoyment! The updated cook's kitchen with large eat-in area opens to an adjacent spacious formal dining room and comfy oversized living room with fireplace. There's a first floor primary suite with a spa tub, large walk-in shower and tons of light with direct access to the deck and pool area. Two large guest bedrooms with 2 full baths and an open office area completes the second floor. The fully finished lower level bonus space features a large den, an additional office area and plenty of space for your overflow visitors. The main attraction is the gorgeous resort-like backyard surrounded by lush mature landscaping offering full privacy to enjoy...

Custom Rental: $4,500
January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $6,000
MD - LD Rental: $70,000
June Rental: $12,500
July Rental: $30,000
July / Aug Rental: $60,000
August Rental: $30,000
August - LD Rental: $30,000
November Rental: $6,000
December Rental: $6,000
Winter Rental: $45,000

Timothy C Burch
(631) 771-5315

36 Talmage Farm Lane
$30,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914404

Rental Reg. # 24-1229. Welcome to 36 Talmage Farm Lane, a stunning retreat in the heart of East Hampton Springs. Nestled on a peaceful, tree-lined lane, this elegant property offers the perfect blend of modern luxury and Hamptons charm. With 3 bedrooms and 3.5 bathrooms, this home features spacious, light-filled living areas, soaring ceilings, and beautiful hardwood floors throughout. The gourmet kitchen is complete with high-end appliances and an expansive island. The open-concept living and dining spaces flow seamlessly to the outdoor entertaining area, where you'll find a heated pool and beautifully landscaped grounds. Upstairs, the primary suite offers a spa-like bathroom, and a generously sized closet. The additional bedrooms are newly renovated and equally well-appointed, offering comfort and style for family and guests alike. Located just minutes from East Hampton's finest beaches, shopping, and dining, 36 Talmage Farm Lane is...

January Rental: $6,500
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
MD - LD Rental: $85,000
June Rental: $20,000
July Rental: $30,000
July / Aug Rental: $65,000
August - LD Rental: $35,000
November Rental: $6,500
December Rental: $6,500
Year Round: $130,000

Philip Judson
(631) 771-5328

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