64 properties for rent in Cutchogue

Experience resort-style living in this stunning 4-bedroom, 5.5-bath Sag Harbor retreat, complete with designer furnishings, a private electric gated driveway, a heated gunite pool framed by a bluestone patio, and an all-weather tennis and basketball court. The main level offers a living room with a fireplace, a formal dining room, and an eat-in-kitchen designed for effortless entertaining. Upstairs, the primary suite features its own fireplace, walk-in closet, and a spa-like bathroom with both a tub and steam shower. Three additional ensuite bedrooms and a conveniently located laundry area complete the second floor. The fully finished lower level provides even more space with 2 bonus rooms, a full bathroom, a gym, a second laundry area, and a spacious game room

Summer discount you can’t miss on this one! Also available for mid July-Labor Day for $300,000 For other dates, please inquire Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering uninterrupted views that stretch from the tranquil waters of the pond to the Atlantic Ocean beyond. Positioned at the end of its own private cove and surrounded by protected land, the estate enjoys a level of privacy that is nearly impossible to replicate. From sunrise reflecting across the pond to the legendary sunsets that paint the western sky each evening, every moment here is framed by water, light, and nature. Few properties in East Hampton Village offer such an imm

Nestled on one of Water Mill's most scenic lanes, this brand-new 5 bedroom, 4 full and 1 half bath modern farmhouse is tucked just moments from 100 acres protected farmland, offering a peaceful and picturesque setting in the heart of the Hamptons. Set off of prestigious Blank Lane, this thoughtfully designed home combines timeless design with modern luxury across 3,725 +/- sq. ft. above grade, plus 643 +/- sq. ft. of finished lower level. The main level features an open concept living area with a sunlit great room with a dual gas/wood burning fireplace, an expansive chef's kitchen with Calacatta gold marble countertops, backsplash, custom wood cabinetry and a generous center island. Oversized sliding glass doors open to a spacious mahagony deck, patio, and heated pool perfect for effortless indoor outdoor living. A stylish media room, powder room, full laundry room, and an en-suite junior primary complete the first floor. Upstairs, you will find 3 bedrooms and an additional bonus offic

Show stopping new construction in the heart of Southampton Village, perfectly positioned just one block from town, offering an effortless blend of luxury, convenience, and lifestyle. Wrapped in a timeless cedar-shingled exterior, this residence seamlessly merges traditional Hamptons architecture with modern, light-filled interiors across 7 bedrooms and 7.5 baths—each thoughtfully designed with radiant heat, including the attached 2-car garage. The home’s open-concept layout is designed for both elevated entertaining and everyday living, with expansive gathering spaces that flow effortlessly from one room to the next. A custom chef’s kitchen with premium appliances and bespoke cabinetry anchors the main level, opening into a sun-drenched great room with fireplace and refined finishes throughout. The formal dining area, complete with a wet bar, connects to a grand paneled foyer and a junior primary suite, while a striking staircase leads to the second level. Upstairs, the primary suite i

This fabulous, newly constructed home is now available for rent at any time of year! The home boasts 6 ensuite bedrooms, 6.5 bathrooms, two large living rooms each with a fireplace, a beautiful gourmet chef’s kitchen, large island with seating, breakfast area, and formal dining room. The finished lower level offers a game room, home gym with floor to ceiling mirrors, and a home theatre with 8 reclining large chairs. The spacious yard is fully equipped with a heated in-ground pool, outdoor shower, large outdoor covered bar, covered deck with outdoor fans as well as flush mounted ceiling heaters providing the perfect place for entertaining. With quick and easy access to Village beaches and Main St restaurants and shops this incredible rental opportunity should not be missed!

This beautiful, seven bedroom, six bath new construction features an incredible open-concept floor plan with a generous gourmet chef's kitchen, attached dining area, living/family room and fireplace. The upper level houses five bedrooms, and three full bathrooms. The beautifully designed master suite includes a private balcony, and master bath with a large walk-in waterfall shower and stand-alone soaking bathtub. Large modern black windows and three sets of sliding glass doors allows an astonishing amount of natural light to flow throughout the main floor. Outside the sliding glass door is a covered porch that leads down to a stunning patio with an outdoor dining area, fireplace, and in-ground heated gunite pool. A detached pool house further reassures entertaining potential of this property with hardwood floors, air conditioning, a mini kitchen area and full bath. Lastly, this house has an amazing finished basement. You don't want to miss out on this incredible opportunity! Virtual To

Well kept four bedroom, four bathroom home minutes to the bay beaches and convenient location between Sag Harbor, Southampton and Bridgehampton. Lower floor features large open concept living room that flows into a beautiful kitchen great for entertaining. Lower floor also features, large master bedroom with additional guest bedroom. The second floor has two large master suites so this house is suited for everyone. Well maintained landscaping, outdoor patio and large swimming pool round off this house. Its a no-brainer when it comes to renting

Experience the ultimate luxury Hamptons living at this stunning 4-bedroom, 4-bathroom home in the exclusive Southampton Pines community. Spanning over 4,000 square feet, this spacious estate boasts soaring high ceilings, creating an open and airy atmosphere, perfect for entertaining or relaxing in style. Enjoy a bright and inviting interior with meticulously designed living spaces, offering a seamless flow throughout the home. The gourmet kitchen, expansive living areas, and elegant bedrooms provide the perfect backdrop for an unforgettable summer getaway. Step outside to your private oasis! A heated saltwater gunite pool and pool house surrounded by lush landscaping offers ultimate privacy and tranquility. Whether you're lounging poolside, dining alfresco, or just soaking in the serene surroundings, this home is the perfect place to unwind. With its prime location, you're just minutes away from the pristine beaches of the Hamptons, ensuring you're never far from the sand and surf. Now

Discover the pinnacle of Hamptons living in this meticulously crafted residence, perfectly timed for June and the US Open. Situated south of the highway, this home offers an unrivaled location just minutes from the legendary greens of Shinnecock Hills, the charm of Southampton Village, and the white sands of Cooper's Beach. The interior features an effortless, open-concept layout where the gourmet kitchen, dining, and living areas flow seamlessly together. The first floor is anchored by a serene primary ensuite, providing convenience and privacy as well as a perfectly positioned powder room. Upstairs, a second spacious primary suite awaits, alongside two sun-drenched guest bedrooms and full bath. Outside, your private oasis beckons. The pristine grounds feature a heated gunite pool and integrated spa, surrounded by an expansive patio designed for al fresco entertaining or quiet relaxation. A finished lower level and additional bonus rooms offer extra space for you and your guests. With

Moments to the Village and Coopers Beach. A custom home by one of the area's top builders. 4,000+sf of luxury living on three levels with 6 bed and 5.5 baths. Gracious entry way with formal living and dining rooms. Soaring great room with wood burning fireplace and an open eat-in Chef's kitchen with a Viking appliance suite. The first floor master suite leads out the extensive decking overlooking the well-manicured property. A side entrance mud room, laundry and 2 car garage complete the first floor. Ascend the grand staircase to the upper level with 2 ensuite guestrooms and 2 bedrooms with a shared bath. The finished lower level boasts a full walk out to the pool deck. Rec area with billiards and a full splash bar, gym and full bath. Outback a heated Gunite pool, outdoor shower and mature landscaping package wrap this lush hideaway

Escape to this beautifully appointed 4-bedroom Southampton Village home featuring a gunite pool and access to a community tennis court. Perfectly designed for both relaxation and entertaining, the home offers an ideal Hamptons getaway. The first floor boasts a spacious living room, dining room, and a well-equipped kitchen for all your culinary needs. A cozy den with French doors opens directly to the pool area, creating seamless indoor-outdoor living. A full bath, half bath, and washer/dryer complete this level for added convenience. Upstairs, the primary ensuite bedroom offers a private retreat with its own attached office, perfect for work-from-home flexibility. A guest ensuite bedroom and two additional guest bedrooms with a hall full bath ensure plenty of space for friends and family

Handsome two-story traditional comprises nearly 6000 ft.2 of living space with carefully designer-curated rooms. The estate offers a private setting behind the hedges in an unrivaled location. It is a secluded four-acre corner lot on Little Plains Road and the storied Gin Lane, one block from the Atlantic Ocean. Virtual Tour

Available for any two weeks for $53,000.00 from Wednesday, July 1, 2026 - Monday, September 7, 2026.* Situated in one of Southampton Village’s most desirable locations and masterfully designed by acclaimed architect Hank Flynn, this distinguished residence seamlessly blends timeless architecture with modern comfort. The home offers five generously proportioned bedrooms and three and two-half baths. A beautifully appointed eat-in kitchen flows effortlessly into the inviting family room, while a dramatic double-height living room and formal dining area create an impressive setting for entertaining. The finished lower level provides exceptional additional living space, featuring a beautiful media room and luxurious home theater, a spacious recreational/game room, a laundry room, and a half bath—creating the perfect environment for relaxation and entertainment. A spacious third-floor playroom or private office offers exceptional flexibility—ideal for today’s work-from-home lifestyle—and is

Experience the very best of Hamptons Village living with this charming cedar-shake home! Perfectly situated on a picturesque.4-acre lot, the main residence features a welcoming first floor with a kitchen, dining room, living room, and a half bath. Upstairs, you’ll find two comfortable bedrooms and a full bath. Designer finishes throughout, from unlacquered brass hardware to handcrafted Moroccan Zellige tiles in the spa-like primary and pool house bathrooms. Step outside to your private oasis, complete with an L-shaped pool, cold plunge, sauna, outdoor shower, and lush landscaping. A spacious two-story, 750-square-foot pool house serves as the ultimate retreat, featuring an upstairs bonus room, full bath, its own porch, private patio, and serene views of the beautifully landscaped grounds. Located just moments from the heart of Bridgehampton Village, this property provides effortless access to world-class shopping, exceptional dining, and the pristine ocean beaches that make the Hampton

New to market in the heart of Quogue! A rare chic, resort-style Hamptons Summer getaway set on over an acre of total privacy. This all newly renovated 4-bedroom, 3-bath residence features a chic modern design, open layout, and an abundance of natural light throughout, creating that effortless coastal summer vibe. Step outside to expansive, oversized outdoor deck and entertaining areas, complete with a sun-soaked, fully heated pool,and full tennis ready and waiting. All surrounded by full privacy and lush colorful gardens ideally located in the heart of it all. Within seconds to world-renowned Quogue Village Beach, historic Main Street, and the boutique shopping of Westhampton Beach Village, this is relaxed effortless

This beautiful home is set on 1.12 acres in a great neighborhood. 4000 square feet of living space includes a spacious eat in kitchen, dining room, large double height ceilings. 6 bedrooms, 5.5 baths. Outdoors you will find a heated saltwater pool with jacuzzi spa, and a large patios that are great for lounging and entertaining. Additional amenities include security system, 10 zone audio video entertainment system, nest thermostats and a 2 car garage

Welcome to this beautiful rental home located just moments from the heart of East Hampton Village. Thoughtfully redesigned with refreshed finishes throughout, this inviting residence offers comfort, style, and flexibility for summer living. The main level features a bright kitchen, comfortable living room, one bedroom, and one full bathroom. Upstairs, you’ll find two additional bedrooms and a full bathroom. The updates create a fresh, airy atmosphere with thoughtful attention to detail in every room. The newly finished full basement adds exceptional bonus living space, featuring a spacious open recreation area complete with a large TV, foosball table, and lounge area perfect for entertaining or relaxing. A dedicated workout space with gym equipment, including a Schwimn bike and mirrored fitness area, creates the ultimate at-home wellness retreat. Outdoors, enjoy a brand-new heated gunite pool with spa, surrounded by an expansive bluestone patio ideal for summer lounging, dining, and en

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A home perfectly situated above Peconic Bay, where every angle takes full advantage of the stunning views and sunsets. This stylishly appointed home features 3 bedrooms and 3.5 bathrooms, including a primary suite on the first floor. Upstairs, you’ll find two guest rooms and a secondary living area with a pull-out sofa for additional guests. The expansive patio overlooks the bay, offering an ideal setting for outdoor entertaining. Complete with a heated gunite pool and outdoor shower, this home is a perfect retreat by the water. Linens are included for your stay. Conveniently located near Foster (Long Beach), Flying Point Ocean Beach 8.4 miles away, and Sagg Main Ocean Beach 9.6 miles away. Virtual Tour

This newly built, designer-furnished home is perfect for your summer escape, offering the best in style, comfort, and convenience. Just awarded Dwell Magazines Bright Ideas Stand Out Project, this home is both stunning and unique Features: 5 Bedrooms with ample natural light and serene garden views. Vaulted Ceilings and 30 ft. windows create a spacious, airy feel. Chef’s Kitchen with top-of-the-line appliances, including a wall oven, induction cooktop, and integrated fridge and dishwasher. Two Master Suites, one with stargazing skylights. Multiple Living Spaces, including a bright family room and cozy wood-burning fireplace. Luxury Bathrooms with marble and brass finishes. Newly added pool and lounge area, creating the perfect outdoor setting for relaxing, entertaining, and enjoying the summer. Large Deck and Expansive Lawn for outdoor dining and entertaining Powder room: Calacatta Viola marble Main bathroom downstairs: Imported vanity, Colette tapware throughout Exterior: Shou Sugi Ba

This charming three bedroom and two and a half bath home is perfect summer get away. Nestled in North Haven shores beach front community you are steps away from your own private beach and kayak launch point. The first floor features living, dinning, kitchen, den along with laundry and half bath. The second floor features one primary with ensuite bathroom, and two guest bedrooms with shared bathroom. The backyard is the gem of the property with expansive landscaping, outdoor dinning, outdoor shower and fire pit. There is also a beautiful screen-in porch and patio. 10 minutes to Sag Harbor Village with its wonderful restaurants, shopping, world renown Baystreet Theatre and newly rebuilt Sag Harbor Cinema

This Shinnecock Canal front 3 + home, 2+ bath home, built in 2014 is the perfect for anyone who has always wanted to experience waterfront living. New construction, nicely furnished, and minutes to Meschutt Beach, Southampton & Hampton Bays village and ocean beaches. Available until June 21st and can be rented for the US OPEN

Modern Bayside Masterpiece with Rooftop Oasis in Southampton. Ideally located within seconds of the world renowned Shinnecock Hills Golf Club, this one-of-a-kind, newly constructed four-level modern residence delivers the ultimate Resort-Style living experience in the Hamptons. Perfectly suited to capture panoramic views of the open waters of Shinnecock Bay, and Atlantic Ocean, this striking Modern contemporary home is a rare offering that blends cutting-edge design with luxurious amenities. Spanning four expansive levels of indoor and outdoor living, the home features 4 spacious ensuite bedrooms and 4.5 bathrooms, each meticulously designed with modern finishes, abundant natural light, and spa-inspired details. The open-concept main level offers seamless flow between the state-of-the-art chef's kitchen, indoor and outdoor dining areas, and an elegant living room that opens to bayfront terraces through floor-to-ceiling glass doors. An entertainer's dream, the fourth-level rooftop deck

Completely renovated beach cottage with beautiful views overlooking Shinnecock Bay and with private deeded beach! Ideal for entertaining all summer long with multiple entertaining spaces, 4 bedrooms, large open sunroom and its wonderful roof deck spaces offering endless bay views. Whether relaxing poolside from your saltwater heated pool or from your deeded private beach this ideal Hamptons summer getaway is ready and awaiting your arrival!

1 Bedroom, 1 Bathroom Apartment For Rent. 500 Sqaure Feet. $2200/Month, $0 Deposit.. 125 Royal Ave, Riverhead, NY 11901

Enjoy this newly renovated Southampton Village home with 5 bedrooms and 7.5 baths which boasts 5,300 sq. ft. and features all new high-end staged furnishings and accessories that encompasses everything needed to enjoy a spectacular summer. Included in this full open concept design are beautiful wide plank oak flooring throughout. Upon entering the grand foyer enjoy views of the art work and stunning chandeliers that stretch throughout the home to the yard. There is a separate Home office/Den offering full privacy to use for entertaining or for conducting business with a wet bar and wine cooler in the neighboring hall way. The gourmet kitchen is fully equipped with custom cabinetry, stainless steel appliances including double Miele dishwashers and a marble center island for gatherings, and serves the sun bathed breakfast room. Dine in the grand sun filled great room with spectacular ship-lap 20' ceilings with French doors leading to the serene views of the pool and yard. This integrated

This beautifully restored historic 3-bedroom Victorian blends timeless charm with modernist sophistication, nestled in the very center of Bridgehampton’s coveted hamlet. Every detail of this spacious residence has been sensitively renovated to reflect a high standard of design and comfort, combining original character with sleek, contemporary updates. The main floor features a sunlit living room, a windowed dining area, and a stylish kitchen outfitted with brand-new appliances. A full bathroom and a delightful sunroom—perfect as a home office, library, or serene summer retreat—complete the first level. Upstairs, three bright bedrooms share a renovated full bath. The generous king-sized primary bedroom includes an adjoining ensuite bathroom. Outdoors, enjoy coffee or evening rosé on the inviting front porch overlooking a lush garden, or entertain in the elegant gravel patio surrounded by manicured hedges—an ideal summer setting. Just one block to Bridgehampton’s shops, art galleries, s

Located on one of the most beautiful and desirable streets in Southampton Village, this stunning six-bedroom, six-and-a-half-bath Traditional home is the perfect Hamptons summer retreat. Set on a quiet cul-de-sac east of Lake Agawam and just minutes from Main Street and Little Plains Beach, this estate-like property offers privacy, luxury, and impeccable design. The dramatic double-height paneled foyer welcomes you into a thoughtfully designed home with an effortless indoor-outdoor flow. The main level features a formal sitting room with a fireplace, a gracious dining room with bay windows, and a professional-grade chef’s kitchen that adjoins the open-concept living room with another fireplace. French doors from both the formal and casual living spaces lead to a spacious covered porch with a fireplace, overlooking the lushly landscaped grounds, heated 16’x32’ Gunite pool, and exquisite pool house. Upstairs, the luxurious primary suite is a true sanctuary, featuring a fireplace, walk-in

Tucked away amid the dunes of Southampton's coveted Oceanfront district of Meadow Lane awaits a traditional cedar-shake Cottage. Perched upon a privately landscaped 1.75-acre parcel that comprises 125 +/- ft of direct Oceanfront. A spellbinding atmosphere defines this seaside enclave; the location allows for captivating vistas of the coastline's sandy beaches and a sense of privacy and seclusion, an ever-rare commodity. Abundant foliage instills an opulent quality into the property's tiered outdoor grounds, which feature a heated saltwater pool, spa, and pool cabana, along with a mixed-media tennis court, multilevel decking overlooking the Atlantic Ocean, and a private walkway over the dunes. This Meadow Lane home makes no concessions when it comes to indulgence. Prime location along Meadow Lane offers convenient access to Main Street, Jobs Lane, and surrounding Beach and Tennis clubs, while the heliport awaits one (1) +/- mile(s) down Meadow Lane—50-amp outlet for electric cars with h

Step into a realm of pure Resort Style living and waterfront splendor within this newly designed Hamptons Bayfront masterpiece. Behind the estate gate, graciously situated on a serene and meticulously maintained 1.4 acres, ensconced by vibrant gardens and exquisite specimen plantings, this distinguished Bayfront residence finds its place along the illustrious Dune Road. Here, where luxury living meets the tranquil embrace of nature, a sanctuary of waterfront opulence awaits your discovery. Perfectly situated alongside the shimmering bay, with the prestigious Quogue Field Club and golf course views as a backdrop, this unique Hamptons residence not only offers the utmost privacy but also presents a front-row seat to captivating sunsets while playing host to numerous summer activities. The poolside deck and lounge unveil a personal theater for nature's nightly spectacle-a symphony of colors gracefully dancing across the Hamptons skyline. Sitting bayside and center stage is the heated Guni