5-Bedroom Homes for Rent in Long Island, NY

/48
$225,000 per month
- 5 Beds
- 6.5 Baths
- 7,800 Sq Ft
- House for Rent
28 Kendalls Ln, Southampton, NY 11968

In Southampton at the end of a private road sits KISMET, a modern waterfront oasis prominently situated on Wooley Pond with open access to Peconic Bay. Also offers your own boat dock for all your water recreation. Built by the expert team of Cavallo Building, renowned Hamptons architect Siyu Liu, and designed by award-winning Suzanne Kelley, this new construction boasts 7,800 square feet with

Thomas Cavallo Douglas Elliman Real Estate

28 Kendalls Ln, Southampton, NY 11968
/26
$270,000 per month
- 5 Beds
- 5.5 Baths
- 4,243 Sq Ft
- House for Rent
191 Rose Hill Rd, Water Mill, NY 11976

Offering 5 bedrooms and 5.5 baths on a full acre with a private dock on Hayground Cove in the Water Mill estate section, this exquisite slate roof Georgian carriage house built circa 1920 has been extensively renovated with every modern convenience. It features an open floor plan flooded with light from sets of French doors with interiors finished in a casually elegant décor. On the first floor,

Cristina Matos Brown Harris Stevens Hamptons

191 Rose Hill Rd, Water Mill, NY 11976
/41
$35,000 per month
- 5 Beds
- 3.5 Baths
- 2,400 Sq Ft
- House for Rent
12 Lafayette Place, East Hampton, NY 11937

Sensational Summer RentalThis very bright 2 story contemporary in East Hampton has 5 bedrooms (4 queen beds and 2 bunk beds) and 3.5 bathrooms and a dedicated workspace. The residence features vaulted ceilings, large windows, central air conditioning, a fireplace, a heated full-size pool and security system. Located in a quiet cul-de-sac 5-10 minutes from both East Hampton and Amagansett downtown

Julie Pinkwater Douglas Elliman Real Estate

12 Lafayette Place, East Hampton, NY 11937
/21
$12,000 per month
- 5 Beds
- 3 Baths
- House for Rent
400 Ocean View Walk, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $12,000 NOT a month. Fire Island is a vacation destination. Spectacular oceanfront home, boasting 5 bedrooms and 3 full bathrooms. Home is very spacious and has two oceanfront decks plus a rooftop deck to enjoy even more fabulous views and sunsets. Centrally located to town, shops and restaurantes too!

Robin Citriniti Netter Real Estate Inc

400 Ocean View Walk, Ocean Beach, NY 11770
/25
$35,000 per month
- 6 Beds
- 7.5 Baths
- 7,000 Sq Ft
- House for Rent
15105 Oregon Rd, Cutchogue, NY 11935

Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with

Lisa Gillooly Compass Greater NY LLC

15105 Oregon Rd, Cutchogue, NY 11935
/36
$40,000 per month
- 5 Beds
- 6 Baths
- 4,000 Sq Ft
- House for Rent
3 Cherry Blossom Ln, East Quogue, NY 11942

Thinking of summer staycation in the Hamptons? Try out this expansive, well appointed home which offers generous interior living and incredible outdoor space with patio, extravagant BBQ area, fireside chat corner and inviting, heated pool. An impressive home boasting 5 bedrooms, which includes a first floor primary en suite with steam shower and jacuzzi tub, a handsome home office that looks out

Maria Cunneen Compass Greater NY LLC

3 Cherry Blossom Ln, East Quogue, NY 11942
/23
$9,500 per month
- 5 Beds
- 2.5 Baths
- House for Rent
415 Dehnhoff Walk, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $9,500 NOT a month. Fire Island is a vacation destination. Great house with 5 bedrooms & 2.5 bathrooms. Clean, bright & sunny, close to town and the beach. Handicap Accessible. Bikes, beach chairs and wagon included. Rate $9,500 per week can vary.

Robin Citriniti Netter Real Estate Inc

415 Dehnhoff Walk, Ocean Beach, NY 11770
/35
$22,500 per month
- 6 Beds
- 4.5 Baths
- House for Rent
75 Gillette Dr, East Marion, NY 11939

2025 Rates: Memorial Day-Labor Day $87,500, June $22,500, July $32,500, July-August $67,000 and August-Labor Day $35,000. Looking for a resort like retreat just outside of bustling Greenport Village? Look no further! This 6 bedroom, 4.5 bathroom stunner offers everything you could ask for and more. From 3 en-suite bedrooms to an open floor-plan with high-end appliances and a killer in-ground

William Walters Daniel Gale Sothebys Intl Rlty

75 Gillette Dr, East Marion, NY 11939
/22
$30,000 per month
- 5 Beds
- 3.5 Baths
- House for Rent
69 School St, Hampton Bays, NY 11946

This beautifully renovated modern farmhouse offers a seamless blend of style and comfort. The main level offers an open layout featuring vaulted ceilings, island kitchen with custom cabinetry, quartz counter tops and stainless-steel appliances including a six-burner gas range with hood; An abundance of windows bring in plenty of natural light and the dining space boasts sliding glass doors

Mariana Nunes Compass Greater NY LLC

69 School St, Hampton Bays, NY 11946
/34
$175,000 per month
- 6 Beds
- 8 Baths
- 4,500 Sq Ft
- House for Rent
91 Lewis St, Southampton, NY 11968

This stunning traditionally-style estate is conveniently located in the Village of Southampton just moments away from Main Street and a few blocks from Little Plains Beach on the Atlantic Ocean. Recently renovated in 2022, showcasing 6 bedrooms, 5 full baths and 2 half baths. A spacious gourmet kitchen with a center island and counter dining for 4 opens to a main dining area, a living room with a

John Vitello Brown Harris Stevens Hamptons

91 Lewis St, Southampton, NY 11968
/27
$19,000 per month
- 6 Beds
- 6.5 Baths
- House for Rent
11 High Ridge Ln, Oyster Bay, NY 11771

Discover the epitome of elegance in this magnificent mansion, nestled on 5 acres of beautiful grounds. This spacious estate combines sophistication with modern amenities, offering a perfect sanctuary. Six beautifully appointed bedrooms, each with its own en-suite bathroom, ensure comfort and privacy. The chef's dream kitchen features high-end appliances, a large island, and a cozy bar area. Enjoy

Hajrije Velovic I P E Realty L L C

11 High Ridge Ln, Oyster Bay, NY 11771
/22
$212,500 per month
- 61 Beds
- 9 Baths
- 8,000 Sq Ft
- House for Rent
316 Deerfield Rd, Water Mill, NY 11976

SUNSETS ACROSS THE POND RP240310 - This custom-built estate offers striking panoramic water views across Mill Pond with 700 feet of waterfront on 2+ bucolic acres. The 8000+/- sq. ft. modern beauty consists of 6 bedrooms, 8 baths, custom crafted and light flooded with 30 ft. ceilings, and full access overlooking the pond, The indoor/outdoor pavilion completely opens with folding glass walls to

Andrea Ackerman Brown Harris Stevens Hamptons

316 Deerfield Rd, Water Mill, NY 11976
/36
$6,700 per month
- 6 Beds
- 4.5 Baths
- 4,800 Sq Ft
- House for Rent
76A W Tiana Rd, Hampton Bays, NY 11946

AVAILABLE OFF SEASON - Welcome to 76A W Tiana Rd, a charming oasis nestled in the heart of Hampton Bays. This beautifully maintained property offers a perfect blend of comfort and convenience, ideal for those seeking a serene retreat. Step inside to discover an inviting living space filled with natural light, featuring an open floor plan that seamlessly connects the living room, dining area, and

Jayson Hines Realty Connect USA L I Inc

76A W Tiana Rd, Hampton Bays, NY 11946
/35
$125,000 per month
- 5 Beds
- 5.5 Baths
- 4,000 Sq Ft
- House for Rent
69 Three Mile Harbor Dr, East Hampton, NY 11937

Available for June & July 2025- August Rented. Immerse yourself in the ultimate resort-like living at 69 Three Mile Harbor Drive, offering convenient access to East Hampton's Sammy's Beach and a quick drive to elevated town living. This meticulously maintained 4,000sqft contemporary style home offers a harmonious blend of luxury and comfort, ideal for discerning tenants seeking a serene off

Christa Kearns Corcoran

69 Three Mile Harbor Dr, East Hampton, NY 11937
/17
$75,000 per month
- 6 Beds
- 6 Baths
- 5,200 Sq Ft
- House for Rent
222 Dune Rd, Quogue, NY 11959

Experience beachfront luxury at its best in this stunning Quogue Oceanfront Contemporary. Enjoy breathtaking ocean views from the en-suite primary suite, which boasts a renovated bath and a cozy fireplace. The home features a second en-suite junior primary with direct oceanfront access, plus a third en-suite junior suite with bayfront views. Additional guest accommodations include three

Dee Perfido Kerrigan Country Realty

222 Dune Rd, Quogue, NY 11959
/35
$5,500 per month
- 6 Beds
- 6 Baths
- House for Rent
25 Blue Jay Way, East Hampton, NY 11937

This four bedroom, three and a half bathroom house comes equipped with an intimate 2 person plunge bath, part of a private access primary wing. The open floor plan, separate TV/Den, and finished, game-room basement with pool table and ping pong provide plenty of space for you to relax and get away from one another. Located around the corner from Buckskill ice skating rink, five minutes from the

Elizabeth Cordova Alata Douglas Elliman Real Estate

25 Blue Jay Way, East Hampton, NY 11937
/21
$16,000 per month
- 8 Beds
- 4 Baths
- House for Rent
100 E Lighthouse Walk, Fire Island, NY 11706

This Home is Available To Rent Weekly For $16,000 NOT a month. Fire Island is a vacation destination. Embrace the allure of luxury beach living in our brand new, (built 2023) haven. It's custom expansive layout and professionally decorated interior exudes attention to detail marrying together modern sophistication and Fire Island's beachside charm. Highlighting the breathtaking views of the

Justine Diesu Netter Real Estate Inc

100 E Lighthouse Walk, Fire Island, NY 11706
/24
$325,000 per month
- 5 Beds
- 5 Baths
- 3,311 Sq Ft
- House for Rent
80 Sandpiper Ln, Bridgehampton, NY 11932

See and hear the ocean from this newly-renovated modern beach house, on an acre in a desirable neighborhood in Bridgehampton. The interior features a beautifully-decorated living room with an open floor plan showcasing a new chef's kitchen with center island, 4 bedrooms and a bonus room, and 3 and 2 half baths, 2 fireplaces, central air-conditioning and 2-car garage. Outside, the brand new sun

John Vitello Brown Harris Stevens Hamptons

80 Sandpiper Ln, Bridgehampton, NY 11932
/32
$130,000 per month
- 5 Beds
- 4 Baths
- 3,200 Sq Ft
- House for Rent
20 Pheasant Run, Quogue, NY 11780

Picture your 2025 summer in Quogue. Secluded contemporary nestled on over an acre, offers so many "special" amenities. First floor boasts open layout with bedroom suite, dining table to sit 10 guests. Second level has 3 additional guest bedrooms, bathroom and primary suite with spacious bath and a private balcony. Lower level offers a media room, game room and additional living space, laundry

Vicky Reynolds Stokes Daniel Gale Sothebys Intl Rlty

20 Pheasant Run, Quogue, NY 11780
/32
$155,000 per month
- 5 Beds
- 5.5 Baths
- 3,058 Sq Ft
- House for Rent
15 Pheasant Run, Saint James, NY 11780

Discover the finest rental that Quogue Village has to offer. A Contemporary with Zen vibes, offering 5 bedrooms, 5.5 baths an open floor plan that opens to a dining room to entertain over 10 guests. Chef's kitchen has 2 ranges, a 4-burner gas range and a Viking 6 burner gas range, sub-zero refrigerator, 2 dishwashers, and of course, a wine refrigerator. To top it?off, an island with seating for 6

Vicky Reynolds Stokes Daniel Gale Sothebys Intl Rlty

15 Pheasant Run, Saint James, NY 11780
/15
$80,000 per month
- 6 Beds
- 7.5 Baths
- 6,500 Sq Ft
- House for Rent
8 Pondview Ln, East Hampton, NY 11937

New Construction at 8 Pondview Lane. EAST HAMPTON VILLAGE SOUTH Located between the oceanfront Maidstone Club and Main Street shopping. This stunning new traditional style home, built custom by Ben Krupinski Builder, was just finished in 2022 is perfectly sited on a south-facing acre in East Hampton Village South. This estate is beautifully appointed with 6-bedrooms, 7.5 baths, formal living and

Craig Beem Brown Harris Stevens Hamptons

8 Pondview Ln, East Hampton, NY 11937
/36
$30,000 per month
- 6 Beds
- 9 Baths
- 5,642 Sq Ft
- House for Rent
53A Tanners Neck Ln, Westhampton, NY 11977

WINTER RENTAL ($30,000 per month with 3 month minimum) -- Discover unmatched luxury in Westhampton at this custom built, gated, new construction, meticulously designed for the ultimate Hamptons experience. This expansive residence is set back from the road and boasts six bedrooms, seven full baths, and two half baths, offering ample space for every occasion. With over 5,600 square feet of main

Ashley Farrell Corcoran

53A Tanners Neck Ln, Westhampton, NY 11977
/16
$6,300 per month
- 5 Beds
- 3 Baths
- House for Rent
805 Oakleigh Rd, Valley Stream, NY 11581

Step into luxury living with this stunning 5-bedroom, 3-bathroom oasis nestled on a serene tree-lined street. Boasting a split-level design, this residence offers the ideal blend of comfort and elegance for anyone seeking a rental retreat. Situated within the prestigious Hewlett-Woodmere school district, educational excellence meets suburban tranquility, From the moment you step through the door,

Sergey Borohov Coldwell Banker American Homes

805 Oakleigh Rd, Valley Stream, NY 11581
/12
$250,000 per month
- 7 Beds
- 7.5 Baths
- 6,500 Sq Ft
- House for Rent
Unlisted Address

First Neck Compound on 4 acres with pool & tennis. Built in 2015, with sleek decor in a super location this gated estate of nearly 4 acres has seven bedrooms, main level master suite with double baths and den. The main floor has 14 foot high ceilings and 9 foot glass French doors to covered porches, the living room has an elongated gas fireplace to wow guests. The grand dining room has a custom

Craig Beem Brown Harris Stevens Hamptons

Unlisted Address
/34
$15,000 per month
- 5 Beds
- 3 Baths
- House for Rent
930 W Cove Rd, Cutchogue, NY 11935

2025 Rates: Sept $17K, October $15K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen, a dining room, and a primary

William Walters Daniel Gale Sothebys Intl Rlty

930 W Cove Rd, Cutchogue, NY 11935
/29
$10,000 per month
- 5 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
5650 N Bayview Rd, Southold, NY 11971

Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal

Nicholas Planamento William Raveis New York LLC

5650 N Bayview Rd, Southold, NY 11971
/24
$8,750 per month
- 5 Beds
- 2.5 Baths
- House for Rent
180 Cottage Walk, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $8,750 NOT a month. Fire Island is a vacation destination. This lovely 5 bedroom home is centrally located within the Village of Ocean Beach. This home has 5 bedrooms, 2 bathrooms, living room, kitchen and dining room all on one level. Outside you have a beautiful sitting area with an outdoor shower. Additionally, this home also includes 15 bikes and

Byron Chenault Netter Real Estate Inc

180 Cottage Walk, Ocean Beach, NY 11770
/25
$55,000 per month
- 6 Beds
- 5 Baths
- 4,570 Sq Ft
- House for Rent
140 Dune Rd, Westhampton Beach, NY 11978

This Exquisite Bayfront Estate exudes Hampton Charm and Luxury Living. Perfect for entertaining, or just relaxing with family and friends, this Bayfront stunner offers something for everyone! The comfortable living space affords 6 bedrooms, 5 bathrooms (sleeps 15) with a junior primary on the first floor. Enjoy the beach with your private path to the ocean, boat dock accommodating a small boat

Colleen Graning Douglas Elliman Real Estate

140 Dune Rd, Westhampton Beach, NY 11978
/33
$15,000 per month
- 5 Beds
- 3.5 Baths
- House for Rent
1800 Westphalia Rd, Mattituck, NY 11952

Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has to offer... Strong's Water Club, Windamere restaurant, Browder's

Sheri Winter Parker Corcoran

1800 Westphalia Rd, Mattituck, NY 11952
/9
$7,000 per month
- 5 Beds
- 2 Baths
- House for Rent
898 Evergreen Walk, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $7,000 NOT a month. Fire Island is a vacation destination. This charming 3-bedroom, 2-bath home offers the perfect blend of comfort and style. Step into a spacious living room that invites relaxation and entertainment, adjacent to a cozy dining room perfect for gatherings. Enjoy serene mornings and relaxing evenings in the screened-in porch, a

Lisa Campbell Netter Real Estate Inc

898 Evergreen Walk, Ocean Beach, NY 11770
/21
$115,000 per month
- 5 Beds
- 4.5 Baths
- 2,854 Sq Ft
- House for Rent
35 Old Town Crossing, Southampton, NY 11968

Experience luxury living in the heart of Southampton Village with this beautifully renovated traditional home, now available for rent. Just minutes from the ocean and some of the world's best beaches, this elegant residence offers the perfect blend of comfort and style. The first floor features an open-concept kitchen and living area, a formal living room with a cozy fireplace, a private

Hedgerow Exclusive Team Hedgerow Exclusive Properties

35 Old Town Crossing, Southampton, NY 11968
/18
$23,000 per month
- 5 Beds
- 5.5 Baths
- House for Rent
314 Dune Rd, Westhampton Beach, NY 11978

Enjoy Breathtaking Sunsets and Unobstructed Views of Moriches Bay from this Brand New, Custom-Designed, Modern Home! Five Ensuite Bedrooms Provide Privacy and Space for Family and Friends. The First Level Features an Open Floor Plan with the Living-Kitchen-Dining Area, Floor-To-Ceiling Windows, Fireplace, Wet Bar and Sliders to the Heated Gunite Swimming Pool and Deck. The Primary Suite on the

Michael Stachnik Hampton Properties

314 Dune Rd, Westhampton Beach, NY 11978
/41
$40,000 per month
- 5 Beds
- 3.5 Baths
- 3,200 Sq Ft
- House for Rent
115 Dune Rd, Quogue, NY 11959

AVAILABLE 2025 August 17- Sept 3 @ $40,000 & Also September (2 week minimum) Relaxing water views from this canal front Dune Road home with 20 x 40 heated gunite pool and spa in the charming village of Quogue. This immaculate home includes 5 bedrooms; 3 full baths plus 1 half bath, spacious and airy living room with wood-burning fireplace, fully equipped kitchen with large island & open

Frances Barnes Hampton Properties

115 Dune Rd, Quogue, NY 11959
/27
$50,000 per month
- 6 Beds
- 4.5 Baths
- 3,000 Sq Ft
- House for Rent
4 Landing Ln, East Quogue, NY 11942

Pine Neck Landings, community perfection, 6 bedrooms 4 baths 2 living areas with an open floor plan, dining, 2 bedrooms on the first level one a junior ensuite primary, 4 additional bedrooms on the second level a gorgeous ensuite primary, finished basement for those rainy days.great custom closets for your convenience. Other positives include stainless steel viking appliances a generous pantry,

Gayle Osman Lopata Brown Harris Stevens W Hampton

4 Landing Ln, East Quogue, NY 11942
/8
$9,350 per month
- 6 Beds
- 3.5 Baths
- House for Rent
770 Ocean Breeze Walk, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $9,350 NOT a month. Fire Island is a vacation destination. Large 6-bedroom, 3.5-bathroom home nestled close to town, offering easy access to nightlife. Featuring fantastic craftsmanship and a spacious layout, this home provides ample space for relaxation and entertaining. Enjoy a private backyard for indoor and outdoor living.

Lisa Campbell Netter Real Estate Inc

770 Ocean Breeze Walk, Ocean Beach, NY 11770
/10
$10,000 per month
- 5 Beds
- 3 Baths
- House for Rent
16 Crescent Ave, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $10,000 NOT a month. Fire Island is a vacation destination. Beautiful Scenic Setting for entertaining with Bay Views!

Mary Mallott Netter Real Estate Inc

16 Crescent Ave, Ocean Beach, NY 11770
/17
$13,500 per month
- 5 Beds
- 3.5 Baths
- House for Rent
Unlisted Address

This Home is Available To Rent Weekly For $13,500 NOT a month. Fire Island is a vacation destination. EXCEPTIONAL home located in Ocean Beach, has everything you need and more! This stunning 5 bedroom, 3 and a half bath house includes an En suite Primary and features beautiful furnishings, an abundance of natural light, oversized rooms and two screened in porches leading out from two of the

Robin Citriniti Netter Real Estate Inc

Unlisted Address
/29
$8,000 per month
- 5 Beds
- 3 Baths
- House for Rent
332 Dehnhoff Walk, Ocean Beach, NY 11770

This Home is Available To Rent Weekly For $8,000 NOT a month. Fire Island is a vacation destination. Centrally located, just 5 minutes from the beach and downtown, this 5-bedroom, 3-bath home offers a true resort hotel feeling. Enjoy amenities such as a Jacuzzi and a rooftop deck with a TV. Interior features include WiFi, central AC, and a spacious private master ensuite, located upstairs with

Lisa Campbell Netter Real Estate Inc

332 Dehnhoff Walk, Ocean Beach, NY 11770
/14
$100,000 per month
- 5 Beds
- 5.5 Baths
- 4,650 Sq Ft
- House for Rent
115 Toylsome Ln, Southampton, NY 11968

Prestigious 5 BR Home Close to Ocean Tucked away and less than a mile from the ocean and located in a most prestigious area of Southampton Village, this stunning 5 bedroom home offers everything you will need. First floor features a large, open style gourmet eat-in kitchen kitchen with double height ceilings and plenty of light. Living room features chic modern design, fireplace and plenty of

Donna Landry Brown Harris Stevens Hamptons

115 Toylsome Ln, Southampton, NY 11968
/36
$120,000 per month
- 7 Beds
- 5 Baths
- 5,000 Sq Ft
- House for Rent
10 Bay Woods Dr, Hampton Bays, NY 11946

The open floor plan features a beautifully maintained interior that is awash with natural light and contains a formal dining room, large entertainment spaces, expansive great room, first-floor bedroom, expansive living areas, flow-through living/dining area, generous living spaces, bonus room, home office, separate dining room. Lavish fireplace. Highlights of this house include floor-to-ceiling

Constance Porto Douglas Elliman Real Estate

10 Bay Woods Dr, Hampton Bays, NY 11946

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