luxury houses for rent New Suffolk, United States

Available 2025: April: $12,000, May: $17,500, June: $22,500, July: $35,000. Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day.

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

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

**2026 Rates** May $15K, June $18K, September 8-30 $12K, October $12K. 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 en-suite bedroom. The finished basement includes two additional bedrooms, a full bathroom, and a media room, while the second floor features two more bedrooms and another full bathroom. The property's grounds are beautifully landscaped and elevated, with a mahogany deck, stone patio, outdoor dining area, and stairs leading to a raised platform beach with a pergola, providing easy access to the Bay for a refreshing dip.

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

2026 Rates: A1-LD $17,500, September $6,500, October $7K Charming Nassau Point Cape Cod. Enjoy sprawling private grounds with community beach access as you enjoy the summer months in this ideal 3 bedroom 2 bathroom escape. The main level features and open dining/, kitchen leading to wood deck, main floor bedroom, full bathroom and living room. The second floor features 2 additional bedroom and 1 full bathroom. Don't let this amazing East End retreat slip away!

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

Offered as a Year Round Rental! Welcome to 435 Lupton Point Road, a beautifully appointed coastal residence tucked within a private Mattituck waterfront community offering direct water access to Deep Hole Creek and a private dock. Spanning approximately 2,700 square feet, this thoughtfully designed home features a spacious open floor plan ideal for both everyday living and entertaining. At the heart of the home is a chef’s kitchen, complete with generous counter space and seamless flow into the dining and living areas. A wood-burning fireplace anchors the living room, creating a warm and inviting atmosphere year-round. The home offers four well-proportioned bedrooms, two and a half bathrooms, and a dedicated home office, providing flexibility for remote work or guests. Natural light fills the interiors, enhancing the home’s airy coastal feel. Step outside and enjoy the rare convenience of water access with a private dock, perfect for boating, kayaking, or simply enjoying the peaceful creekside setting. The property’s location offers the best of North Fork living—just minutes from Love Lane’s shops, cafes, and farm stands, as well as New Suffolk Beach, making it an ideal full-time residence or weekend retreat. A unique opportunity to enjoy privacy, water access, and timeless North Fork charm in one exceptional offering.

Stunning Renovated Craftsman in Nassau Farms – North Fork Summer Retreat- Enjoy the perfect North Fork escape in this pristine, renovated Craftsman home located in desirable Nassau Farms, just moments from Nassau Point Beach. Designed for relaxed summer living, the bright and airy great room features an open-concept layout filled with natural light. The chef’s kitchen is beautifully appointed with granite countertops, custom cabinetry, and high-end appliances — ideal for entertaining family and friends. Lovely Primary en-suite with 2 additional guest bedrooms. Step outside to your private backyard oasis complete with a bluestone patio, built-in outdoor sound system, stone fireplace, and full outdoor cooking area. Whether you’re hosting sunset dinners or enjoying quiet evenings under the stars, this home delivers the ultimate vacation experience. A private path offers easy access to nearby kayaking, and you’re conveniently close to all North Fork attractions including beaches, wineries, farm stands, and charming local shops. Available Summer 2026 -( June – $10K , July – $15K, September – $15K. Off-season rates available upon request. Permit #0283

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 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!

Impressive Goose Creek home with water views and large heated in-ground pool! This four bedroom, three bath house features a first floor primary bedroom with en-suite, a gourmet kitchen and open living space. The newly designed landscape with outdoor kitchen (not pictured) is ideal for entertaining or relaxing. Enjoy its large fire pit and BBQ grill after an afternoon of Kayaking. Close to Southold town and Corey Creek Beach. 2026 Pricing: July $30K , Aug-LD $35K

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!

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

Welcome to 15 Lake View Court in Southampton, a fabulously reimagined pond front home. The vibe is lux organic, the palette soothing. With water-views from every room, it’s easy to embrace the Zen aesthetic. This east-west facing three bedroom, three bath has space to spread out, yet is ideal for gathering together. The upper level features a kitchen, dining, and main living areas, from which you can walk out and enjoy the deck overlooking Little Fresh Pond. This outdoor space is ideal for dining, gathering or relaxing. The lower level enjoys 3 spacious bedrooms with sublime pond views, sumptuous bedding and 2 additional baths. The fully landscaped and irrigated property offers privacy, a path to the water, a private dock, and of course a fire pit. Complete with water toys and fabulous proximity to both Southampton Village and Sag Harbor, this is a sought-after home away from home.

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.

Summer is here, and this home has vacation written all over it. Enjoy spectacular sunset water views of the Long Island Sound from the spacious wrap-around deck or from the bright, open-concept living spaces inside. Perfect for entertaining, the layout features 4 bedrooms and 2 full bathrooms, offering a beautiful oasis for relaxation and togetherness. The lifestyle here is effortless: Kenny's Beach access is just steps away (.02 miles) for swimming in the Sound, complemented by a refreshing outdoor shower back at the house. Plus, you can leave the car behind and stroll down the road (.03 miles) to grab lunch or dinner at the hot new local restaurant, Little Fish. Let's get you set up in the perfect summer getaway—inquire today! Availability: June 15-June 30th $10K , July $35K , August $30K

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.

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.

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.

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.

2026 Rates: September $7500; October $10,000: Discover your perfect getaway in this expansive and meticulously updated ranch home, designed for relaxation and rejuvenation. Experience a resort-like atmosphere with the stunning gunite, heated saltwater pool, complemented by a beautiful stone surround and convenient outdoor shower. Step inside to find high vaulted ceilings that create an airy ambiance and an abundance of natural light. The home boasts stunning hardwood floors and is elegantly appointed with multiple living areas that provide the perfect balance of open space and private retreats. Ideally situated within walking distance of Kenney’s Beach, you’ll find yourself just moments away from charming local cafes, unique boutiques, renowned wineries, and exceptional dining options. This North Fork gem is truly the ultimate summer haven. Don’t miss your chance to experience the perfect blend of comfort and convenience!

Classic Cape Cod Retreat Near Shell Beach Enjoy summer on Shelter Island in this charming Cape Cod–style home with tranquil water views just across the street and easy access to one of the island’s most popular beaches. Located less than half a mile from Shell Beach, this 4-bedroom, 2.5-bath home is set in a friendly, sought-after summer community. The bright, open living and dining area flows seamlessly to a spacious deck, making it ideal for outdoor dining, entertaining, or relaxing after a day at the beach. The spacious kitchen features warm oak cabinetry with white countertops, offering a classic, functional layout that complements the home’s Cape Cod style. The first-floor primary bedroom provides a private and comfortable retreat, ideal for easy living and added convenience. Upstairs, three additional bedrooms offer plenty of space for guests. With nearby beach access, and island activities that Shelter Island has to offer, this home is a wonderful seasonal escape for relaxed coastal living.