luxury houses for rent Suffolk County, United States

Escape to the heart of the North Fork in this beautiful, spacious four-bedroom home, perfectly designed for entertaining and hosting. Inside, you'll find ample living space complemented by a fully finished basement—ideal for extra lounging or movie nights—while the private backyard oasis features a sparkling heated pool for endless summer fun. Centrally located just one mile from Breakwater Beach, this home offers unbeatable access to the very best of the region, putting you just minutes away from the charming shops on Love Lane, premier local vineyards, and acclaimed farm-to-table restaurants. Book your stay today and secure the perfect central base for your ultimate retreat!

Bright and spacious Contemporary summer rental on the North Fork. Featuring floor to ceiling windows, great room, 6 bedrooms, 3.5 bathrooms, eat-in kitchen, recreation room. Private back yard with 40x20 salt water heated pool. Offered June $25,000; July 1-23 $27,000 (RENTED); Aug 1-15 $20,000; Sept 9-30 $18,000. Permit #1230.

2026 Rates are as follows: August 1-15 $20,000 Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding and all the amentities you can ask for from a East End retreat. This meticulously appointed 5 bedroom 3.5 Bath Greenport Village charmer will not disappoint!

Escape to the East End this summer in this stunning, newly renovated Colonial located in the highly sought-after Fleets Neck community. Just 0.4 miles from the beach, this bright and airy retreat features an open-concept main level where the spacious living area flows seamlessly into a true chef’s kitchen overlooking a large, fully fenced backyard—ideal for outdoor entertaining and relaxation. The first floor is rounded out by a formal dining room, private office, laundry room, and a half bath, while the second level offers a private sanctuary with two comfortable guest bedrooms (one featuring two twin beds, sharing a full hall bath) and a grand primary suite complete with a luxurious soaking tub. Blending modern elegance with unbeatable coastal convenience, this pristine home is fully equipped and ready for your ultimate summer enjoyment. Seasonal Rates: July 15-31 $12K , Aug 1-31 $26K , Aug-Sept 7 $30K , July 15-Aug 31 $34K , July 15-Sept 7 $36K

Two week minimum rental. Available in July and August, $4,500 / week. August 16 through Labor Day, $5,500/week. 3% discount for rentals longer than 3 weeks. Perfectly situated in one of the North Fork's most desirable beach communities, this welcoming 4-bedroom, 2-bath, 2-story beach bungalow is just a 3 minute stroll to the sandy shoreline of Kenney's Beach, 7 minutes to the Great Pond, a 10 minute walk to McCabe’s beach and a 2 minute walk over to Little Fish restaurant. Oozing vintage beach-house charm, this gem makes for the perfect seaside getaway with family or friends where you can park your car and leave the city behind. What makes the house special is being surrounded by sandy outdoor space, the comfortable gathering spaces for family and friends, anchored by two levels of patio, an outside fire pit on the sand, and an indoor wood-burning fireplace for cooler evenings. It feels like your own private beach oasis and a private after-hours evening at the beach. The spacious main-level deck is ideal for al fresco dining after a day at the beach, and a private second-floor deck off one of the bedrooms where you can enjoy evening sunsets, and views toward Long Island Sound. Fire up the new grill after a day by the water, unwind with a good book on the deck, or grab the provided beach chairs and umbrella and stroll to Kenney's Beach for swimming, beachcombing, or simply watching the sunset. Beyond the neighborhood, discover the very best of the North Fork, from award-winning wineries and farm stands to waterfront restaurants, galleries, boutiques, and charming village centers. Other nearby favorites are Horton Point Lighthouse, a beach stroll that connects the coast from Horton’s Lane (one of the most picturesque inlets) to MacCabe’s and Kenny’s Beach (40 minute walk), easy hiking and walking trails at Goldsmith Inlet Park, and Little Ram Oysters farm stand. Close proximity to Greenport, East Marion and Southold. Whether you're planning a family vacation or a getaway with friends, this inviting Southold retreat offers the perfect combination of beach bungalow charm, comfort, convenience, walkability and the effortless coastal lifestyle that makes the North Fork such a special destination.

Enjoy summer on the North Fork in this beautifully maintained 5 bedroom, 4 full bathroom seasonal rental located in desirable Cutchogue. The home features an open concept living area with both informal and formal dining spaces, along with multiple gathering areas both inside and out and a finished lower level ideal for recreation or entertainment. The flexible layout includes two primary ensuite bedrooms, including one on the main level. Upstairs offers 4 bedrooms, including one with bunk beds. Ideally situated near a kayak launch at the end of the road, Nassau Point Causeway Beach and Pequash Beach, the property also is close to Cedars Golf Course, North Fork Country Club, local wineries, farm stands, and acclaimed North Fork dining destinations. A private hot tub completes the outdoor experience, offering the perfect setting to unwind after a day enjoying the best of the North Fork. 2026 Availability (2 week minimum) June: 10K, July $18K, August $19,500, August-LD $22,500, Memorial Day- LDW $50K Outdoor amenities

Smithtown Estate Rental – Flexible Furnished or Unfurnished Options. Rare opportunity to lease one of Smithtown's distinctive historic residences. Privately situated on over an acre at the end of a quiet cul-de-sac, this stately Colonial, built in the 1930's, offers approximately 5,000 square feet of living space, blending architectural character with modern updates and amenities. The main residence features 6 bedrooms, 4.5 bathrooms, a grand entry foyer with sweeping staircase, formal living and dining rooms, a renovated kitchen with a butler's kitchen, GAS stove and heating, 4 fireplaces, washer and dryer, office space, sun-filled gathering areas, in-home jacuzzi and a primary suite complete with a fireplace, private bath, and enclosed veranda. Rich hardwood floors and period details throughout create a warm and inviting atmosphere rarely found in today's rental market. Outdoor amenities include an in-ground pool, expansive patio and entertaining areas, mature landscaping, and sprawling grounds offering exceptional privacy and tranquility. Adding to the property's versatility is a detached carriage house featuring a legal one-bedroom apartment above a two-car garage. While use of the carriage house is not included in the rental offering, it may be available separately and is negotiable. The estate's unique layout and expansive living spaces make it well suited for multigenerational living, extended family arrangements, live-in support, guest accommodations, or those seeking exceptional flexibility and privacy. Ideally located near Smithtown's Main Street, restaurants, shopping, parks, the Smithtown LIRR station, and Stony Brook University, this exceptional estate offers a rare combination of space, privacy, character, and convenience. Internet, Water and Landscaping are included. Tenant is responsible for Snow Removal, Electric, Gas, and Pool Maintenance.

Bright 1BR + Home Office! Eastern exposure brings in beautiful natural light, while double-paned, triple-locked windows ensure peace and quiet. Features include carbonized bamboo floors, excellent storage, and an in-unit washer/dryer. The open kitchen is outfitted with Caesarstone countertops, Bosch cooktop and microwave, Fisher & Paykel refrigerator, custom Italian cabinetry, and a breakfast bar. The bathroom features a custom Italian vanity, Grohe fixtures, and Roca tile. Full-service condop with 24-hour doorman, fitness center, storage, and a roof deck with iconic skyline and Empire State Building views. Prime Chelsea location near West Village, Meatpacking District, and the L train, with easy access to NYU, Parsons, SVA, FIT, Midtown, Downtown, and Brooklyn. No pets please Tenant Fees: - Processing Fee: $350 - Credit Report: $200 per applicant and adult occupant - Move-in Fee: $500 - Move-in Refundable Deposit: $1000 Rental Terms: Monthly: $7,200

Two week minimum rental. Available in July and August, $4,500 / week. August 16 through Labor Day, $5,500/week. 3% discount for rentals longer than 3 weeks. Perfectly situated in one of the North Fork's most desirable beach communities, this welcoming 4-bedroom, 2-bath, 2-story beach bungalow is just a 3 minute stroll to the sandy shoreline of Kenney's Beach, 7 minutes to the Great Pond, a 10 minute walk to McCabe’s beach and a 2 minute walk over to Little Fish restaurant. Oozing vintage beach-house charm, this gem makes for the perfect seaside getaway with family or friends where you can park your car and leave the city behind. What makes the house special is being surrounded by sandy outdoor space, the comfortable gathering spaces for family and friends, anchored by two levels of patio, an outside fire pit on the sand, and an indoor wood-burning fireplace for cooler evenings. It feels like your own private beach oasis and a private after-hours evening at the beach. The spacious main-level deck is ideal for al fresco dining after a day at the beach, and a private second-floor deck off one of the bedrooms where you can enjoy evening sunsets, and views toward Long Island Sound. Fire up the new grill after a day by the water, unwind with a good book on the deck, or grab the provided beach chairs and umbrella and stroll to Kenney's Beach for swimming, beachcombing, or simply watching the sunset. Beyond the neighborhood, discover the very best of the North Fork, from award-winning wineries and farm stands to waterfront restaurants, galleries, boutiques, and charming village centers. Other nearby favorites are Horton Point Lighthouse, a beach stroll that connects the coast from Horton’s Lane (one of the most picturesque inlets) to MacCabe’s and Kenny’s Beach (40 minute walk), easy hiking and walking trails at Goldsmith Inlet Park, and Little Ram Oysters farm stand. Close proximity to Greenport, East Marion and Southold. Whether you're planning a family vacation or a getaway with friends, this inviting Southold retreat offers the perfect combination of beach bungalow charm, comfort, convenience, walkability and the effortless coastal lifestyle that makes the North Fork such a special destination.

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

Available unfurnished for a long term lease, price to be discussed. Located on one of Carnegie Hill’s most coveted tree-lined townhouse blocks just off Park Avenue, 117 East 91st Street is a distinguished four-story brownstone that embodies the timeless elegance and architectural grandeur of New York’s Gilded Age. Spanning approximately 3,300 square feet, this exceptional residence offers four bedrooms, three-and-a-half baths, gracious entertaining spaces, and a private garden oasis in the heart of the Upper East Side. Rich in original detail and historic charm, the home showcases beautifully preserved inlaid wood floors, marble mantels, magnificent pocket doors with etched glass, and intricate moldings, lending character throughout. Soaring ceilings and generous proportions create a remarkable sense of scale rarely found in Manhattan townhouses today. The impressive parlor level, featuring approximately 11-foot ceilings, is perfectly suited for both elegant entertaining and comfortable daily living. A grand formal living room overlooks the garden and is bathed in natural light, while a separate home office provides a quiet and refined workspace. On the garden level, the home is thoughtfully arranged for effortless living and entertaining, with a kitchen, breakfast room, and formal dining room opening directly onto the private garden — creating a seamless indoor-outdoor experience rarely found in the city. The sun-filled primary bedroom enjoys southern exposure and charming bay windows with picturesque tree-lined views, complemented by a built-in window seat that enhances the room’s warmth and character. The flexible upper-floor layout offers exceptional versatility. The entire third floor can function as a luxurious primary suite with dressing room, or alternatively as two bedrooms with the potential to create an additional en-suite bath. The fourth floor currently offers two additional bedrooms and two baths. The breakfast room, the dressing room, and the garden are virtually staged. Security deposit equal to one month’s rent First month rent. Rental Terms: Monthly: $24,950

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 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.

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

Experience exceptional water-view living in this beautifully renovated residence located within the Incorporated Village of Lloyd Harbor. Set at the end of a cul-de-sac on nearly three private acres, this remarkable rental offers expansive western views over Cold Spring Harbor and unforgettable sunsets. Recently updated throughout, the home features hardwood floors, a beautifully designed kitchen with a separate pantry kitchen, an inviting bar area, a redesigned main floor primary suite with a new spa-inspired bath, and custom walk-in closets. Offering four en suite bedrooms, the flexible floor plan includes two bedrooms on the main level and two in a separate upper-level wing. Designed for both comfortable everyday living and entertaining, the residence features spacious principal rooms, including a dramatic great room with soaring ceilings, walls of glass, and panoramic water views. A library with custom built-in bookshelves and a wood-burning fireplace provides an inviting retreat. The walk-out lower level opens to brick patios and an in-ground gunite pool overlooking the water, creating an exceptional setting for outdoor enjoyment. Additional amenities include a Cold Spring Harbor post office address, Village of Lloyd Harbor private police services, access to Lloyd Harbor Village Beach, tennis, camp, and mooring (subject to Village eligibility), and the opportunity to join Eagle Dock Beach Association (fee required). Located within the Cold Spring Harbor Central School District #2.

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.

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

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

Newly renovated three bedroom, two bath ranch in well sought after Cutchogue community. This house is only 800ft from Haywater Cove water access and provides peak a boo views of the cove. Kayaks are available for use with signed waiver. The back exterior is very private and features mature landscaping, a gas grill, hammock, fire pit and expansive porch for all to enjoy. Available for year round rent - Starting September! Permit #0915

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).

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.

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

Enjoy year-round living in this well-maintained 3-bedroom, 2-bath ranch offering a comfortable layout and recent updates throughout. The home features a recently updated kitchen with modern finishes and a beautifully renovated primary bathroom. An inviting all-season room provides additional living space, ideal for relaxing, entertaining, or enjoying the backyard in every season. The property offers a private dock, providing direct access to the water for boating, kayaking, paddleboarding, or simply enjoying the waterfront setting. The spacious yard is complemented by mature landscaping, creating a peaceful outdoor environment. Additional features include hardwood floors, abundant natural light, a private driveway, and an attached two-car garage. Conveniently located near shopping, dining, beaches, and other local amenities while offering the tranquility of waterfront living. Available for year-round lease.