luxury houses for rent Suffolk County, United States

Discover a relaxing North Fork retreat in the heart of Baiting Hollow, perfectly positioned to enjoy nearby farm stands, wineries, beaches, golf courses and spectacular sunsets from the front porch. Inside, you'll find two spacious en-suite bedrooms, providing comfort and privacy for guests along with a versatile flex room on the main living level that can accommodate a variety of needs. Thoughtfully designed with modern finishes and an open layout, the home blends style and comfort throughout. Outside, the wraparound porch and landscaped grounds create the perfect setting for al fresco dining, morning coffee or enjoying the sun set over the North Fork. Conveniently located near many of the area's most popular destinations, this exceptional seasonal rental offers the ideal setting for a memorable stay.

Summer Rental in New Suffolk! Enjoy summer on the North Fork in this well-appointed New Suffolk rental featuring partial water views, a spacious yard, and easy access to local beaches, dining, wineries, breweries, and farm stands. The home offers flexible living spaces, three bedrooms, two full baths, and multiple indoor and outdoor areas for relaxing and entertaining. Amenities include an eat-in kitchen, dining room, outdoor shower, charcoal grill, fire pit, washer/dryer, dishwasher, parking for four vehicles, and a large yard with outdoor seating. The first-floor layout includes a private bedroom, full bath, and adjoining sunroom, while the second floor offers additional bedrooms, a full bath, and a separate lounge area. Conveniently located near New Suffolk waterfront attractions and just minutes from the many vineyards, restaurants, and recreational opportunities throughout the North Fork. Summer 2026 Availability -June (2 week minimum) - $3000 per week, July and August (2 week minimum) - $4000 per week

Offered June $10,000 ($2,500/wk); July $20,000 ($5,000/wk); Aug $25,000 ($6,250/wk); Sept $12,000 ($3,000/wk); Oct $10,000 ($2,500/wk). Two-week minimum. This contemporary waterfront home on Great Pond enjoys sunrise over the water and spectacular sunsets over Long Island Sound from its hilltop setting in one of the North Fork’s most distinctive beach communities. Surrounded by native plantings and filled with natural light and cooling breezes, the home is designed for effortless indoor-outdoor living. Spanning three floors and 2,600 square feet, it features 3 bedrooms, 4 full baths, and multiple spaces for gathering, entertaining, or quiet retreat. Enter from the spacious front deck, with seating for four and views of lush natural landscape and Sound. The main level comprises an open-plan living room with a wood-burning fireplace, dining area, eat-in kitchen, TV room, full bath, and a rear deck with dining table for six overlooking Great Pond. The ever-changing landscape of water, sky, and birdlife makes this a haven for nature lovers. Upstairs are two ensuite bedrooms, both enjoying beautiful water views and brand-new bathrooms, the one in the master suite benefiting as well from a long bathtub. The garden level offers a third bedroom, full bath, laundry area, movie and screening room, and an office/den with glass doors opening onto a rear deck with lounge chair, sauna, and outdoor shower. A private path leads directly to Great Pond, where kayaks and a canoe await exploration. Additional amenities include bicycles, a massage chair, piano, binoculars, telescope, and EV charger. Kenney’s Beach and the beloved Little Fish restaurant are just a short bike ride away, creating an exceptional blend of comfort, privacy, and outdoor adventure in the heart of the North Fork.

Offered Sept $8,000. Enjoy the ease of summer on the North Fork in this classic 1910 hilltop home overlooking Orient Bay and Long Island Sound. A three-sided wraparound porch extends the main living spaces outdoors through multiple glass doors, creating a seamless indoor-outdoor flow filled with light and salt breezes. Inside, the home offers inviting spaces for gathering, including a spacious living room with a wood-burning fireplace, a formal dining room, and a generous eat-in kitchen with a butler’s pantry. A TV room/bedroom and full bath complete the ground floor. Upstairs are five bedrooms, including a primary bedroom with a private balcony and half bath, along with a full bath for the four additional bedrooms. The private grounds include an in-ground pool. Latham’s Farm Stand and Orient Village are just a short walk away. September is an ideal time to enjoy this peaceful, timeless retreat.

Nestled on a picturesque, tree-lined street in the heart of Huntington Village, this charming 3-Bedroom Craftsman-style home offers the perfect blend of character, comfort, and convenience. Featuring timeless architectural details and warm wood accents, this home provides an inviting retreat just steps from the vibrant downtown area—home to an array of boutique shops, acclaimed restaurants, and lively entertainment venues. Enjoy cozy evenings in front of the gas fireplace. There is also separate space for guests and a home office. A detached garage and driveway provide ample off-street parking. Enjoy easy access to nearby parks, pristine beaches, and a scenic state park along the Long Island Sound, complete with beach and trails. This home's ideal location also offers convenient access to the LIRR with direct trains to NYC and a haven for those who appreciate both city life and nature.

Offered for July $22,000; Aug $22,000; July-Aug $40,000; Sept $10,000. Welcome to the Lemuel B. Hallock Homestead Farmhouse, gracefully set on 2 pastoral acres with lush gardens, mature trees, and private grounds bordering farmland. This meticulously restored home presents an expansive great room with a soaring ceiling, where the living room with a wood-burning fireplace transitions effortlessly into the dining area and spacious eat-in kitchen with a glass door to a patio, perfect for morning coffee. A first-floor ensuite bedroom with a full bath, a wraparound covered porch spanning the front and side of the home, and a laundry room complete the main level. Upstairs, a dramatic two-sided balcony overlooks the living room below and offers two inviting seating areas. Completing this level is a sitting room with bathroom, and two ensuite bedrooms with full baths adding spaces for quiet respite. The home and its grounds are perfectly suited to both sophisticated entertaining and quiet relaxation, creating a setting of enduring North Fork charm. Enjoy the season in this authentic and captivating home.

Waterfront retreat in the coveted Fleets Neck community of Cutchogue. Nestled along a tranquil creek, this charming 2 bedroom, 2 bathroom cottage offers a peaceful setting with beautiful water views, spectacular sunsets, and the perfect backdrop for a North Fork escape. Enjoy kayaking, paddleboarding, fishing, or simply relaxing by the water, all while being moments from the neighborhood’s beloved beaches. Located within the sought-after Fleets Neck community, tenants can enjoy proximity to Fleets Neck Beach and Pequash Beach. Ideally situated near renowned vineyards, farm stands, waterfront dining, marinas, and all the charm of North Fork living, this inviting cottage offers the perfect blend of waterfront serenity and convenience. Available for September and October 2026, as well as an off-season rental opportunity. Whether you’re seeking a fall getaway, seasonal retreat, or extended stay on the North Fork, this waterfront cottage is a rare opportunity to experience the best of Cutchogue’s coveted Fleets Neck waterfront lifestyle. Availability: September $3,000, October $3,000 or off season rental for $2800 per month

Offered July $35,000; Aug $35,000; Sept $25,000; Oct $20,000. Elegantly renovated and exceptionally spacious, this contemporary retreat is nestled within a parklike setting of sweeping lawns, lush gardens, and mature landscaping that affords remarkable privacy. Refined outdoor amenities include a heated gunite pool, outdoor shower, firepit, and walking path to abutting Island’s End Golf & Country Club. The main house and annex are filled with natural light, featuring soaring ceilings, oversized windows, and glass doors that open seamlessly to two expansive decks for effortless indoor-outdoor living. A generous poolside patio offers additional space for lounging and entertaining, while the decks provide inviting areas for alfresco dining, grilling, and relaxation. Bedrooms are thoughtfully positioned to ensure comfort and privacy for guests. Peaceful and secluded, yet just moments from Greenport Village, Seps Farm Stand, and sound and bay beaches, this home is impeccably suited for gracious North Fork entertaining.

Settle into summer on the North Fork in this beautifully maintained and updated 4 bedroom, 3 full bath home located in the Angel Shores community of Southold. The layout is ideal for entertaining or just enjoying the lazy days of summer. This special home offers a 1st floor bedroom and full bath, along with a 2nd story spacious primary en-suite and 2 additional bedrooms to comfortably accommodate guests. Angel Shores is known for its sandy Peconic Bay beach, just a short stroll down the road, perfect for easy beach days and watching sunsets by the water. The home is also conveniently close to Southold’s wineries, farm stands, and village amenities, putting the best of the North Fork right at your fingertips. 2026 Availability: June 16-June 30th $7,000, July $23,000, August $25,000 August-Labor Day $27,500. Permit # 0956

Not available for year round rent at this time. Newly renovated three bedroom, two bath bungalow just outside of popular Greenport Village. This house provides a sense of privacy and relaxation close to the beach. Located less than one mile away, the captivating Rocky Point Beach is a picturesque retreat for everyone to enjoy. Additionally, there is the exquisite Truman's Beach nearby, which provides a stunning view of Connecticut. Lavender Bay and Sep's Farm are conveniently located only 0.4 miles away. The exterior of the property is designed for entertainment, featuring a spacious patio, barbecue area, fire pit, and even an outdoor shower to refresh after a dip in the nearby beaches. Seasonal Rates: June $6,000 , July $8,000 , Aug-LD $10,000

Escape to the North Fork in this beautifully situated 3 bedroom, 3 bath home set on an acre of property surrounded by peaceful farmlands. This bright and airy home features an open floor plan designed for relaxed summer living and effortless entertaining. Large windows bring in natural light, while spacious indoor and outdoor areas provide the perfect setting to unwind and enjoy the beauty of the East End. Ideally located just minutes from Cherry Creek Golf Links and conveniently close to the Hamptons, this home offers easy access to both North Fork charm and South Fork attractions. Enjoy nearby wineries, farm stands, beaches, restaurants and shopping, this home offers the perfect blend of privacy and accessibility for a summer getaway or seasonal retreat. 2026 Availability: June $7,000, July $9,500, August $10,000, August through Labor Day $11,000, September $7,000, October $6,000

Spend the last weeks of summer on the water at this beautiful bayfront getaway. This home offers 4 bedrooms and 2 bathrooms with stunning views of the Peconic Bay and direct access to everything the North Fork has to offer. The home features bright, comfortable living spaces designed for easy summer living, with panoramic water views and room to relax both inside and out. Whether you are entertaining, kayaking, dining al fresco or simply unwinding by the bay, this property captures the best of North Fork waterfront living. Available August 15th through the end of August, with the possibility to extend through Labor Day. Rare opportunity to enjoy prime North Fork waterfront living during the best part of the season.

Escape to your own piece of paradise in this stunning bayfront home, offering the ultimate in relaxation and luxury. Nestled on the scenic North Fork, this charming 4-bedroom, 2-bath residence boasts breathtaking bay views and direct access to your very own private beach. Imagine unwinding on the expansive deck, sipping your morning coffee while gazing at the tranquil waters, or heading down to the beach to dip your toes in the sand. This home is a true oasis, perfect for outdoor entertaining and water activities. Whether you're swimming, kayaking, paddleboarding, or simply lounging on the giant anchored raft, there's something for everyone. The lush, hydrangea-filled gardens provide a sense of privacy and serenity, making this retreat incredibly enticing. With two spacious living areas and options for dining indoors or out, this home is designed for both relaxation and entertainment. Enjoy cozy evenings by the beach or star gazing, roasting marshmallows over a fire and making memories to last a lifetime. Discover the perfect North Fork getaway, where charm, character, and coastal living come together in harmony. Permit # 24-3065

Renovated and move-in ready, this 20’ wide, five bedroom, six story (plus finished basement) brownstone is impressively spacious and chic. There are four outdoor spaces, including a sunny, south-facing landscaped and irrigated garden, terrace off the living room, Juliette balcony off the primary bathroom and rooftop space. Crowning this special home is a sun-flooded basketball/sports court and putting green to practice your short game. The light throughout is exquisite, highlighted by the rear facade’s double height glass casement windows. Numerous original details have been lovingly retained and restored, among them six wood-burning fireplaces, timeless plaster moldings and handsome oak paneling. An elevator links all seven levels—including the finished basement. Lofty ceilings and plentiful windows create an ambience of airiness and light. All six full baths have been stylishly renovated as have the two powder rooms. Nine zone CAC. Garden Level: -En suite guest bedroom -South-facing sun-flooded family room with double-height ceiling, radiant-heated floors & wet bar opens to the 32’-long landscaped, irrigated garden & patio where surrounding walls and fencing create privacy -Powder room Parlor Floor: -Front stoop -Grand entry gallery with WBF -Eat-in kitchen with restored oak paneling, WBF, Sub-Zero, Wolf & Bosch appliances -Kitchen overlooks two story wall of stunning casement windows -Dramatic, sweeping staircase -Powder room -11’7” coffered ceilings Third Floor: -Sunny, south-facing living room with wet bar & WBF -Trio of french doors open to terrace overlooking the garden -En suite bedroom/library with WBF & views to gorgeous East 70th Street -10’9”ceilings Fourth Floor: -Primary suite has extensive custom cabinetry, dressing room, WBF -Primary bathroom has radiant-heated floors, soaking tub, walk-in shower, double sinks and Juliet balcony overlooking the garden -10’3” ceilings Fifth Floor: -Two large bedroom suites -Extensive storage/closet space -Hall bathroom -10’ ceilings Sixth Floor: -Basketball/Sports Court -Putting Green -Full bathroom -Serviced by elevator -15’5” ceilings Basement: -LG washer & vented dryer -Full bathroom -Wine Cellar -Work out area -Workshop -Cedar closet -Storage -Elevator & mechanical rooms -7’10” Ceilings Manhattan brownstones have been an elemental part of the city’s architectural identity since the 19th century. With their generous space, privacy, and aesthetic beauty, they remain some of New York’s most coveted residences. 164 E 70th, on one of the Upper East Side’s most beautiful streets, is no exception. Also offered for sale for $14,250,000. Upfront costs for the initial application are $20 credit/background check per applicant. If the application is accepted, the upfront costs are one month's rent and one month's security deposit. Renter's insurance is required. Rental Terms: Monthly: $57,500

Northport , WATERFRONT. Gated and enchanting waterfront retreat unlike no other. Fully FURNISHED & renovated Mediterranean inspired home nestled in the heart of Long Islands famed North Shore. Panoramic water views of the Long Island Sound & Connecticut. Foyer w/ sitting area and access to private deck. Open floor plan w/ views from every room. Large scale living/dining room combination. Upgraded EIK with stainless steel appliances. First floor w/ two en suite bedrooms and half bath. Lower level features large scale primary suite with renovated bathroom & steam shower. Additional en suite bedroom w/renovated bathroom. Lower level laundry w/ exterior access. The property features lush landscaping, in-ground pool and and covered cabana/ summer wet bar. Private Beach Access (HOA).

Recently Remodeled Colonial Home on 2 Acres of Property Overlooking the Nissequogue River with Rocking Chair Front Porch. Many Updates Include New Roof, Siding, Driveway, & Eat In Kitchen. Freshly Painted in March 2026 with Refinished Wood Flooring. Den w Wood Burning Fireplace, Updated Bathrooms, Full Basement, 2 Car Garage. Rear Yard is Surrounded by Mature Trees and is Tranquil and Serene. Nearby are Local Beaches, Hiking Trails, Fine Dining, Local Shopping, and Stony Brook University and Medical Center. Smithtown Schools.

Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16x32 heated pool, newly renovated chef's kitchen & baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling & sliders to pool and deck, eat-in kitchen and dining room with sliders to vineyard deck. Den with pull out queen bed, bedroom with queen bed, 2 full baths, laundry and screened porch complete the ground floor plan. Second floor has 2 additional bedrooms; master with king bed, and 3rd bedroom with 2 full beds, and full bath. Amenities include central air, fully stocked kitchen with Aga stove, high speed internet, TVs with streaming video, gas grill. Walk to Village, Yacht Club & steps to association Willow Terrace bay beach. Embrace the North Fork lifestyle. Offered June $25,000; July $45,000; Aug $50,000; Sept $30,000. Permit #0516.

This 7bed, 5+ bath, approximately 7500 +/- sqft, light filled, palace-like townhouse on a beautiful landmarked cul de sac street, literally feet away from the Hudson River and right around the corner from Riverside Park, is going to be more than just your home. This has one of the most extraordinary double gardens featuring statues from a well-known local university, original terracotta from The Met Cloisters, that had been purchased by John D. Rockefeller, and finished off with colorful beautiful Mexican marble tiles. Great for outdoor events requiring temporary outdoor structures or for those who seek to host family and social events. There is a hot and cold outdoor shower and hose system to attach a sprinkler to or fill a pool with strategic built-in outdoor lights. This is a safe haven and is great for the city gardener, with enough space to grow produce for an entire household as well as your own spices and herbs. With an extraordinary and large parlor floor with a tremendous amount of light, that has hosted parties with celebrity guests, wedding ceremonies, and special family events, you are getting one of the most elegant and family-oriented homes on the Upper West Side that will be filled with unique experiences and memories that will last a lifetime. When you enter the building, you first walk into a stunning lobby with a bronze railing from an International Embassy which leads right into the light-filled large Chef’s kitchen. The kitchen has 2 refrigerators and a subzero freezer, with an additional 3rd fridge in the storage room, 2 stoves with a total of 8 burners, 2 separate sinks and dishwashers, and a dumbwaiter strategically located to bring food right up to the dining area on the parlor floor for the utmost convenience and presentation during catered events or you weekly dinners. There is a security system with an intercom on each floor allowing you to access the front door locks with ease, convenience and safety. The primary suite, which has a beautiful primary bathroom including a shower and jacuzzi, and a lengthy walk-in closet that goes from the primary bedroom, all the way to the bedroom on the south side of the house. The third-floor bedroom on the north side of the building has a terrace that gives you a place of peace and silence, perfect to enjoy a nice drink, dinner, or a place to work outside during the warmer months. With a 1,458,000 BTU’s boiler, you will have what seems like an endless amount of hot water so you can always feel relaxed. There is a garage at the end of the block so you can feel reassured and accommodate any commuting guests that they will be able to park only a half block away. 313 West 71st Street is going to be the place where everyone doesn't want to leave during the summer because they are having so much fun, where you will feel at home and have all your needs met, while also having a place to host events if you would like. Available July 1st. There are no tenant-owed fees. Rental Terms: Monthly: $24,000

2026 Rates: $45,000 for Memorial Day Weekend-Labor Day: Welcome to 619 Bailey Avenue, a fully restored and turnkey farmhouse ideally located on the fringe of Greenport Village. Once part of a historic North Fork farm and estate, this circa 1900 residence has been thoughtfully reimagined to offer the perfect blend of classic charm and modern comfort for a summer escape. Original details—including hardwood floors, custom millwork, and timeless architectural elements—have been beautifully preserved, while stylish updates throughout create a relaxed and functional living environment. The custom chef’s kitchen is a true centerpiece, featuring a 48” range, oversized island, bespoke cabinetry, and an 8-foot bi-fold glass door that opens to the backyard for effortless indoor-outdoor living. The first floor offers a spacious living room with wood-burning fireplace, formal dining room, dedicated home office, powder room, and a flexible bedroom or bonus space. Upstairs, you’ll find two guest bedrooms and a full bath, along with a sun-filled primary suite featuring vaulted ceilings, a large walk-in closet, and a spa-like en-suite bath with double vanity and dual-head walk-in shower. Set on a generous and private lot, the backyard provides ample space to relax and entertain, complemented by a detached one-car garage. Enjoy close proximity to Greenport Village, Kontokosta Winery, nearby bay and Sound beaches, and local favorites like Sep’s Farm Stand—making this an exceptional North Fork summer retreat.

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 adds more entertaining space. First floor ensuite bedroom, second floor, primary ensuite with private balcony, designer bathroom with soaking tub, walk-in shower. The fully furnished lower level offers media room, full scale gym, and wet bar. Outside enjoy the heated Gunite pool, tennis, and a hard court with basketball hoop. the 16x16 gazebo offers a fireplace for those special evenings in the Hamptons. Option to rent mini moke for those drives to the exclusive Quogue Village Beach. What a spectacular summer in Quogue. Available July 2026 only

Ground floor one bedroom apartment in Driftwood Cove, steps outside of Greenport Village. Newly renovated with new floors throughout, refreshed kitchen with new stove & refrigerator, freshly painted. Living/dining room with coat closet, bedroom with walk-in closet, full bath, AC. Community laundry with new washing machines & dryers, parking lot. Close to Greenport Village shops, restaurants, groceries, Mitchell Park, waterfront wharf, high school, Jitney, LIRR, and bay beaches. Maximum occupancy 2, no pets, minimum FICA score 650. Driftwood Cove rental application required including background and financial checks. Subject to Board of Director’s approval.

2026 Rates: NO AVAILABILITY New Modern Farmhouse Completed in 2021 and located in the heart Hog's Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef's Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold's vibrant business district!

Your quintessential North Fork summer starts here. Tucked away in the quiet beach community of Paradise Shores, this Bayfront cottage is the summer retreat you’ve been dreaming of. Positioned directly on Southold Bay with unobstructed views of Shelter Island, this charming cottage offers the best scenery on the North Fork. Whether you're hosting a sunset dinner or just enjoying a quiet morning, the backdrop is always spectacular. Loaded with vintage charm and coastal energy, it’s a place where the days are measured by the tides rather than the clock. The first floor features a waterfront sunroom, cozy living room, galley kitchen, two bedrooms and a full bath. For ultimate privacy, escape to the second floor, featuring a primary suite with a dedicated sitting area -the perfect perch for morning coffee- and half bath. Step outside to your own secluded paradise where you will find a waterfront deck offering the perfect space for al fresco dining, stargazing, or simply watching the boats pass by. It’s the ultimate front-row seat to the island's beautiful golden-hour. This property has all the markers of a perfect North Fork getaway. Permit #1435. Available Memorial Day-June 30: $18,000, July 1-31: $20,000 and August 1-31: $25,000.

AVAILABLE SHORT TERM ONLY (3 to 6 MONTHS). FURNISHED AS IS. Located in the heart of downtown Manhattan’s Rose Hill neighborhood, just moments from Madison Square Park and Gramercy Park, this exceptional furnished duplex apartment offers a rare blend of privacy, scale, and historic character—available for immediate occupancy. Set within a historic townhouse once home to the renowned Rochette & Parzini sculpture studio (formerly a working sculpture foundry), the residence retains its loft-like proportions and creative spirit. This unit comprises the top two floors of the townhouse, while the lower two floors are owner-occupied. A shared vestibule leads to a private staircase (2 flights up), providing exclusive access to the rental duplex above. The apartment is fully independent and thoughtfully configured for comfortable, turnkey living. The centerpiece is a dramatic living and dining area with soaring ceilings and abundant natural light, enhanced by a large skylight and oversized windows. A wood-burning fireplace adds warmth and ambiance, while original architectural details—including elements from the building’s artistic past—lend a distinctive, one-of-a-kind atmosphere. The apartment includes a fully equipped kitchen, bathroom with sauna, providing a seamless blend of functionality and luxury. A private, south-facing terrace offers an ideal outdoor retreat—perfect for morning coffee or unwinding in the afternoon sun. Rich in history yet effortlessly livable, this unique home offers a rare opportunity to enjoy a furnished, character-filled space in one of Manhattan’s most unique neighborhoods. Tenant-owed fees: -First months rent -Security deposit (equivalent to 1 months rent) -$20. Credit check fee per adult occupant Rental Terms: Monthly: $7,750