Luxury real estate for rent Riverhead, United States

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

OFF-SEASON RENTAL , October 15, 2026 - May 15, 2027 Discover the tranquility of Westhampton’s off-season in this exceptional 2020-built contemporary residence at 50 No. Quarter. This immaculate 5-bedroom, 4.5-bath home offers the perfect blend of modern luxury and Hampton sophistication. The heart of the home features a stunning open-concept layout where a gourmet kitchen flows seamlessly into elegant dining and living areas—ideal for both entertaining and everyday living. Ascend to the third floor to find three beautifully appointed en-suite bedrooms, each boasting generous walk-in closets and private bathrooms. The fully finished basement provides versatile additional living space to suit your lifestyle needs. Step outside to your private oasis featuring a heated in-ground saltwater pool, offering a touch of luxury even during cooler months. This pristine property presents a rare opportunity to experience Westhampton’s serene off-season while enjoying all the amenities of a premier Hamptons residence. Available exclusively October 15, 2026 through May 15, 2027

Set on 1.19 private acres in Westhampton, this 6 bed contemporary retreat is designed for effortless East End living with resort style amenities and a layout that is ideal for hosting. Spend summer days by the heated 32 x 16 pool, gather on the expansive decking, or play on the Har Tru tennis court. Tucked away from the main outdoor entertaining areas, a private courtyard with a fireplace and Adirondack chairs creates the perfect setting for relaxed evenings under the stars. Inside, the home offers a bright open layout connecting the kitchen, dining area, and living room, creating an easy central gathering space. A glass sunroom, furnished as a sitting area, brings in natural light and adds the perfect spot for morning coffee or quiet reading. The bedroom layout is thoughtfully designed with three separate wings for privacy. The primary en suite is set apart from the rest of the home and features sliders that open directly to the backyard and pool area. A second wing offers two additional bedrooms and a full bath. The third wing includes three bedrooms, with two on the main level plus a loft bedroom, along with another full bath. Minutes to the ocean and Westhampton Beach Village, with easy access to the best of the Hamptons. Available May 20K, June 25K, July 45K, August 50K, September 20K, plus utilities/services.

Beautifully renovated in 2023, this 4 bedroom cape is just minutes to Main Street Westhampton Beach. Open concept living flows seamlessly into the gourmet kitchen with oversized island; perfect for those summer gatherings. Two bedrooms & a full bath are conveniently located on the first floor, and 2 additional bedrooms and full bath are on the second floor. Den/tv room adjacent to the kitchen with sliding doors to the backyard. Relax poolside in the heated, saltwater pool. Beach chairs and bicycles are in the garage for your enjoyment! All the comforts of home while you vacation in the Hamptons! Available July 2026. Professional photos available soon

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

Spend your summer in the heart of Westhampton Beach at 9 Ocame Avenue — a chic, four-bedroom, three-bath retreat designed for effortless coastal living. This bright and stylish home offers the perfect blend of charm, comfort and Hamptons convenience, all moments from Main Street, world-class beaches, boutiques and dining. Step inside to sun-filled living spaces, a well-appointed kitchen, and comfortable bedrooms ideal for hosting gatheirngs. Outdoors, enjoy everything that makes summer special: a welcoming front porch, patio for dining and lounging, sparkling pool, pool house and a refreshing outdoor shower for after beach. Available June, July, and August, this home is an exceptional option for those coming out for the U.S. Open in June—providing the perfect Hamptons home base within close reach of Shinnecock Hills and all the excitement surrounding tournament week. Available 2026: June-July $52, June $20k, July-LD $70k, July $34k

Summer on Oneck Road Available for the U.S. Open, August, and select summer timeframes. Tucked away on one of Westhampton Beach Village’s most desirable streets, this beautifully situated four-bedroom residence offers the perfect Hamptons escape. Set on nearly an acre and moments from village shops, restaurants, cultural attractions, and pristine ocean beaches, the home combines privacy, comfort, and convenience in equal measure. Spacious interiors and expansive grounds create an effortless setting for relaxing, entertaining, and enjoying summer at its best.

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.

This stunning Mediterranean-style waterfront home is the perfect summer retreat, offering breathtaking views over Moriches Bay. Designed with elegance and comfort in mind, the open-concept layout seamlessly blends indoor and outdoor living. The main level features a spacious gourmet kitchen that flows into the dining area, and a bright, large great room with soaring ceilings and fireplace. Expansive glass doors lead to multiple decks, a patio, and a beautifully designed outdoor entertaining area, complete with a heated pool, spa, and a private dock. Upstairs, the primary suite showcases unmatched water views, while two additional ensuite bedrooms provide luxurious accommodations. A spacious loft den adds to the second floor, offering extra space for relaxation or work. Available for Memorial Day-Labor Day ($155,000), July ($60,000), or August-LD ($70,000). Short-term stays considered with a two-week minimum.

Paradise on the bay!! Relax and enjoy your vacation at a quintessential bayfront beach house directly across the street from one of the most beautiful ocean beaches on LI. Enjoy your morning coffee inside your screened-in porch as the bay gently laps against the bulkhead 20 feet away. Spend your days enjoying the ocean beach, paddle-boarding or kayaking on the bay or visit the quaint and recently renovated main street just 2 miles away. End your day gazing at the most unforgettable sunsets. This single story home includes three bedrooms (two with queen-size beds and one with bunk beds), one full bath and a outdoor shower to wash off the day's salt and sand. The updated kitchen is great for cooking at home; or you can barbeque on the expanded deck out back. Now available for end of summer and fall 2025.

This exceptional residence is ideally situated near to Shinnecock Bay and only moments from the ocean. Enter through a welcoming foyer into a light-filled, open-concept living space featuring a fireplace and a striking custom paneled ceiling. The thoughtfully designed eat-in kitchen is fully equipped and seamlessly connected to the dining area, creating an inviting setting for both everyday living and entertaining. The first floor offers a well-appointed primary suite with private bath, an additional guest bedroom, a full bathroom, a cozy library or sitting nook, a laundry room, and a powder room. Throughout the home, exquisite marquetry craftsmanship, stained glass windows and panels, and curated artwork highlight the home’s unique character and attention to detail. Upstairs, the second level provides two additional guest bedrooms and a full bathroom. A covered walkway connects the main house to an impressive 20’ x 50’ indoor, ozone-treated swimming pool, complete with a full bath and sauna—perfect for relaxing on rainy days or unwinding after a day at the beach. Outdoors, a private inner courtyard patio with pergola offers multiple spaces for al fresco dining and lounging, along with a barbecue area ideal for hosting family and friends. The fully finished lower level adds even more versatility, featuring a full gym and dedicated Pilates room. The private backyard setting invites evenings gathered around the fire pit after days spent by the bay or ocean. The home also includes bikes, kayaks, and a small boat, making it an ideal retreat for outdoor and water-sport enthusiasts. All of this is just a short drive to the shops, restaurants, and entertainment of Hampton Bays and Southampton. Available for summer and even a potential US Open stay. MD-LD: $85,000, July-LD: $65,000, Aug-LD: $35,000, Short Term: $20,000.

Single story waterfront home offering 3 bedrooms, 2 baths & South of 27! [[Rental Registration # 241322]] EH RR #: 241322 Rental Terms: July: $22,000 July - Labor Day: $55,000 Other / Short Term - Year Round: $80,000 Winter Season: $4,100 Per Month

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!

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.

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!

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!

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.