luxury furnished house for rent Cutchogue, United States

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

Discover the perfect summer oasis at this contemporary beach house overlooking Fresh Pond. With its open floor plan, this residence features a spacious and bright living room, fully equipped kitchen, formal dining area, 3 bedrooms, and 2.5 bathrooms. Sliding glass doors on both levels open to expansive decking, offering tranquil water views. Enjoy a private dock and nearby private beach access, completing the coastal experience. [[Rental Registration # RP240846]] EH RR #: RP240846 Rental Terms: August - Labor Day: $35,000

This Southampton beach house blends playful coastal personality with relaxed Hamptons living. Located in Bay View Oaks, a waterfront community with private beach access, deeded rights to Peconic Bay, and a boat launch, the home sits in a quiet setting within Bay View Oaks, just 10 minutes from both Sag Harbor and Southampton Villages. Inside, the home features high ceilings, light-filled rooms, and professionally designed interiors with a cool design sensibility that incorporates open-plan living, retro pop-culture touches, and colorful accents. The layout includes four bedrooms plus a bonus bunk room, 3.5 bathrooms including a primary ensuite, and multiple indoor-outdoor gathering zones that flow naturally for lounging, dining, and entertaining. A gourmet kitchen inside and out, multiple dining areas, and a layout arranged for smooth day-to-day living make the home easy to enjoy. The outdoor spaces offer a range of playful amenities. After the beach, rinse off sandy toes in the outdoor shower, step into the heated pool, basketball hoop, trampoline, fire pit, and several lounge areas suited for relaxing or gathering. A two-car garage and the overall setting bring everything together for a relaxed Hamptons stay. Offered for the early summer, August, extended season, and winter rental periods. [[Rental Registration # RP241487]] EH RR #: RP241487 Rental Terms: July: $50,000 June: $38,000 August: $55,000 October: $12,500 November: $10,000 Winter Season: $50,000 Per Month

Located in a Southampton-North waterfront community, this recently redecorated shingle-style traditional home has been refreshed and decorated with light and bright furnishings, offering comfort and ease in every room. Set on almost a half-acre with in-ground heated pool, the covered front deck opens to an open floor plan starting with the living room with large flat screen TV, and doors out to the large deck. The fully-modern kitchen with stainless steel appliances and stone counters opens to the dining area, and includes a pantry. A separate laundry room, office area, and full bath complete the ground floor. Upstairs, the master bedroom features a flat screen TV, fireplace, and oversized bath. Three more comfortably-appointed bedrooms and full bath finish the second floor. A green yard and attached one-car garage complete the property, and a community gazebo and waterfront area are part of this community. [[Rental Registration # RP261254]] EH RR #: RP261254 Rental Terms: August - Labor Day: $40,000 July - Labor Day: $75,000 July: $35,000

Available for rent, this newly renovated Sag Harbor estate blends modern sophistication with laid-back coastal charm-perfect for a luxurious Hamptons escape. Fully gut-renovated and thoughtfully expanded, the 2,680 sq. ft. home features brand-new hardwood oak floors, Restoration Hardware finishes, a built-in sound system, and an abundance of natural light. The main living room boasts soaring ceilings, a custom bar, and seamless flow into the open-concept kitchen outfitted with top-of-the-line WOLF, Sub-Zero, and Miele appliances. With five bedrooms and four-and-a-half spa-like baths, the home comfortably accommodates guests, including two separate master suites with ensuite baths, soaking tubs, and walk-in showers. A flexible nursery space can serve as an office or dressing room, and a second private office at the entrance is ideal for remote work. Outside, enjoy a south-facing 0.58-acre property with a heated gunite pool, sun-drenched deck, lounge and dining areas, and lush landscaping. The home also includes solar panels, an electric car charger, a full laundry room, and deeded beach rights-perfect for launching kayaks or paddleboards. Just a mile from Long Beach and moments from Morton Wildlife Refuge and Noyac Golf Course, this rental offers the ultimate in Hamptons living. [[Rental Registration # RP251335]] EH RR #: RP251335 Rental Terms: September: $35,000 October: $20,000 November: $15,000 Two Weeks: $17,000 Other / Short Term - Dec: $15,000

Nestled on a quiet cul-de-sac among expansive three-acre estates, this beautifully landscaped Hamptons retreat offers the perfect blend of privacy, recreation, and convenience. Backing directly to Noyac Golf Club and surrounded by more than 135 acres of scenic hiking and jogging trails, the property is an ideal escape for summer living. Designed for effortless indoor-outdoor entertaining, the home features a dramatic double-height living room, a newly renovated kitchen, and a spacious dining room with seating for 12. A wall of sliding glass doors fills the home with natural light and opens to the expansive patio, heated gunite pool, and Har-Tru tennis court. The thoughtfully designed layout includes six bedrooms and six bathrooms, all above ground, with two en-suite guest bedrooms conveniently located on the first floor and a spacious primary suite upstairs, along with three additional guest bedrooms. Furnished with two king beds and five queen beds, the home comfortably accommodates up to 14 guests. Ideally situated just minutes from Towd Point Beach, Long Beach, marinas, and several popular waterfront restaurants, and only 12 minutes from the villages of Southampton, Bridgehampton, and Sag Harbor, this exceptional property offers easy access to the very best of the Hamptons while providing a peaceful country setting. Rental Registration #RP160829. [[Rental Registration # RP160829]] EH RR #: RP160829 Rental Terms: July: $70,000 August - Labor Day: $70,000 July - Labor Day: $140,000

This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor primary suite opens onto the pool terrace. There is also a den on the main floor with ""en suite"" bathroom. Three bedrooms and two baths upstairs. Heated gunite pool surrounded by beautiful manicured gardens. Located by beautiful Conscience Point and bay beaches. All you need for a perfect summer. [[Rental Registration # RP240339]] EH RR #: RP240339 Rental Terms: August - Labor Day: $41,000

Convenient to town and bay beaches, this recently renovated home is picture perfect. Features 3 bedrooms, 2 baths, living area, current kitchen, and a crisp decor. Outside entertaining under a pergola. A great Hampton's vacation home. Available year round for $110,000. [[Rental Registration # Rp250475]] EH RR #: Rp250475 Rental Terms: Other / Short Term - Year Round: $115,000 July: $30,000 August - Labor Day: $35,000 June/July: $45,000 Memorial Day - Labor Day: $75,000 July - Labor Day: $65,000 June: $15,000

This sun-filled 5 bedroom newer construction home is the perfect rental. Just purchased, the home features new designer-picked furniture...a rare find at this price. The home offers a chef's kitchen with Calcutta counters and Viking appliances, and large formal living and dining rooms with cathedral ceilings. A gracious family room with French doors accesses a large private back yard, with an attached blue stone terrace for entertaining and 40' heated gunite pool. A king-sized master bedroom features high ceilings and includes a dressing area (or home office) and master bath with Jacuzzi. There are 4 additional bedrooms on the top two floors. The location is the best of both worlds, only 2 miles north of Southampton village, but on a quiet cul-de-sac of newer homes, backing to farm. Just a half mile away, the Southampton Recreation Center offers tennis, yoga, pilates, basketball, track and a full gym. [[Rental Registration # RP220522]] Rental Terms: July: $50,000 August - Labor Day: $65,000 July - Labor Day: $115,000 Other / Short Term - Jun 1 - Jun 30: $30,000 Memorial Day - Labor Day: $160,000

This newer construction is a rare find. The inside features high-end, custom furnishings rarely available in a rental at this price. Gorgeous architecture, interior design and mature landscaping will impress. The 7 Bedroom home (all with ensuite baths) spans 5800 feet above ground, plus 2550 feet of finished lower level. The First floor features a dramatic 2-story foyer, 2 spacious living rooms, a chef's kitchen, bar area. There is a Junior Primary, and a mudroom with pool bath. The Second Floor features a Primary suite with terrace, fireplace, and luxurious white marble bath. There are 4 additional ensuite bedrooms and a second laundry. The lower level offers expansive entertainment space, including a theater, living room, and playroom with ping pong. There is a 7th ensuite bedroom with 2 queen beds. Outside, a South-facing large terrace with overlooks a beautifully landscaped, 1-acre property, with farm views. The yard is private and includes a 40' pool, new sunken hot tub and generous patio space for entertaining. The house sits in a very quiet cul de sac of newer homes, 2 miles to Southampton Village, with Southampton beaches just beyond. The property is a short bike ride or walk to the Southampton Rec Center (SYS) which offers a fantastic children's camp, tennis, gym, basketball, track, yoga, and pilates. Its also 1.5 miles to Towd Point Beach, one of the Hamptons prettiest bay beaches. [[Rental Registration # RP230864]] EH RR #: RP230864 Rental Terms: April: $15,000 February: $15,000 Other / Short Term - 1/1/2027 - 4/30/2027: $60,000 November: $25,000 September: $45,000 October: $30,000 January: $15,000 March: $15,000 Winter Season: $90,000 Per Month

Renovated 2-bedroom cottage with water views and access to Big Fresh Pond for swimming, kayaking and paddle boarding. A serene location to unwind and enjoy great sunsets. Open concept living area with dining area, eat-in & fully stocked kitchen, and living room - all with water views. Outdoor BBQ grill & outdoor shower. Kayak & bikes available. Bonus: Piano in living room! [[Rental Registration # RP251276]] EH RR #: RP251276 Rental Terms: Memorial Day - Labor Day: $37,500 October: $4,000 September: $6,000 July: $17,000 June: $9,000 August - Labor Day: $19,000

Secluded, expansive contemporary with double height ceilings, flooded in natural light. This home offers five bedrooms in all with two en-suite, primary bedrooms. The open floor plan offers great flow for entertaining and casual summer enjoyment as it opens up to a sweeping deck overlooking the heated pool and all-weather tennis court. Laundry room on the first floor and attached two-car garage. Very private setting, yet centrally located within an easy drive to Southampton, Water Mill, Bridgehampton, and Sag Harbor as well as bay and stunning ocean beaches. Enjoy your summer in The Hampton's in this chic, stunning home! Rental Reg. # RP230840 Reg. Expires 7/14/2025 EH RR #: RP251295 Rental Terms: July - Labor Day: $120,000 August - Labor Day: $80,000 July: $50,000 Two Weeks: $25,000 June: $50,000

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.

Charming Post Modern home offers an open floor plan with 4 bedrooms, 4.5 baths, dining area, living area with french doors leading on the back deck, hardwood flooring throughout, heated pool. Cul de Sac privacy. Perfect for year round living. Rental Terms: Year-Round: $125,000

The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton home. Offering breathtaking views of Peconic Bay and Bullhead Beach, this four bedroom home features 3 over-sized bedrooms each with their own private bath, an open concept main floor with a brand new kitchen, dining room, and a massive great room with vaulted ceilings, gas fireplace and wet bar. Outdoor amenities include a 20'x 40' custom inground pool surrounded by an oversized deck with lush landscaping throughout. If golf is your game, this home literally is surrounded by the top three courses on Long Island (Shinnecock Hills, Southampton and National) Luxury shopping and world class dining are both minutes away in the village of Southampton. This home is the perfect escape from hectic city life, yet it is conveniently located for those in need of a quick return to the hustle and bustle of greater New York City. [[Rental Registration # RP260397]] EH RR #: RP260397 Rental Terms: Memorial Day - Labor Day: $110,000 July: $45,000 August: $45,000 July - Labor Day: $90,000 June: $25,000 August - Labor Day: $50,000

Welcome to 25 Broidy Lane, a luxurious, turnkey traditional home set on a secluded 1.5-acre parcel in one of Southampton's most coveted enclaves. Perfectly positioned at the end of a quiet cul-de-sac, this private retreat is just minutes from Southampton Village, the gateway to North Sea and Sag Harbor, and offers an easy commute to NYC. Completely renovated in 2010 and extensively upgraded again in 2018, this 3,300 sq. ft. mint-condition residence is thoughtfully designed for both effortless living and unforgettable entertaining. PROPERTY HIGHLIGHTS: 4 spacious bedrooms, each with ensuite bathrooms 5.5 luxurious baths, including a newly renovated primary spa bathroom with dual rain showers and a picture window overlooking the pool Heated saltwater pool, BBQ station, outdoor TV, and an elevated teak tiki bar with mounted screen - the ultimate outdoor entertainment zone Eat-in chef's kitchen with stainless steel appliances, ice maker, and ample prep space Ground floor junior primary suite, perfect for guests Warm and inviting wood-burning & gas fireplaces Dark oak hardwood floors, central air, and NEST thermostats Integrated SONOS sound system, central vacuum, and UV air filtration Newly installed roof, pool liner, pool heater, well and high-speed filtration system Spacious re-paved driveway and 2-car garage with Tesla high-speed EV charger The fully finished lower level features a large rec area, separate entrance, generous storage, and a 3,000-bottle temperature-controlled wine cellar with tasting bar - perfect for hosting or collecting. Lifestyle & Location: Enjoy the privacy of preserve-surrounded grounds with lush landscaping, and relax on the refinished deck with outdoor speakers. Whether you're watching the game at the tiki bar, hosting guests in multiple lounge areas, or enjoying a quiet evening by the fireplace, this home is truly a sports enthusiast and entertainer's dream. Located near premier golf and tennis clubs, children's camps, and just a short drive to world-class boating in Sag Harbor, this property offers an unmatched blend of luxury, location, and lifestyle. Rental Terms: Other / Short Term - Year Round: $240,000 July: $55,000 Memorial Day - Labor Day: $160,000

Ideally situated in the heart of Water Mill, this beautifully renovated four-bedroom home offers the perfect balance of privacy, comfort, and effortless Hamptons living. Set on a full acre with peaceful, unobstructed natural views, the property provides a serene escape just minutes from the best of the East End. Renovated in 2018, the light-filled interiors feature an inviting open-concept kitchen and living area, thoughtfully designed for relaxed summer days and easy entertaining. The primary suite opens directly onto the outdoor deck, creating a seamless connection between indoor and outdoor living. Outside, expansive, fully fenced grounds surround a sparkling in-ground pool, while a comfortable deck with outdoor dining provides the perfect setting for gatherings or quiet afternoons in the sun. The generous property offers exceptional privacy, with open space and tranquil natural surroundings. Conveniently located just minutes from ocean beaches, Southampton Village, and Bridgehampton Village, with their renowned restaurants, boutiques, and cultural attractions, this inviting retreat offers the best of Hamptons summer living. **Available Memorial Day through Labor Day 2027 or annually.** [[Rental Registration # RP260066]] EH RR #: RP260066 Rental Terms: Memorial Day - Labor Day: $85,000 Other / Short Term - Year Round: $125,000

Exquisite New Construction | 6 Bedrooms | 6.5 Bathrooms | 5,500+ Sq. Ft. | Resort-Style Amenities Nestled on meticulously landscaped grounds in a prime Hamptons location, this stunning, newly constructed residence offers the perfect blend of contemporary elegance and effortless indoor-outdoor living. Spanning three luminous levels, the home is just moments from pristine beaches, Sag Harbor's charming Main Street, and the vibrant energy of Bridgehampton-making it an idyllic retreat for both relaxation and entertaining. Grand & Light-Filled Living Spaces A soaring entryway bathed in natural light welcomes you into an expansive open-concept layout, where sleek modern design meets unparalleled functionality. The chef's dream kitchen boasts dual oversized islands, premium appliances, and a seamless flow into the dining and living areas, anchored by a cozy fireplace. Floor-to-ceiling sliding glass doors blur the lines between indoors and out, opening to a sprawling deck designed for alfresco dining, sunset grilling, and tranquil lounging-all overlooking the lush, private grounds. The main level also features a sun-drenched den with high ceilings, a full bath, and a chic powder room, offering flexibility for guests or a home office. Luxurious Upper-Level Retreat Ascend to the second floor, where four generously sized en-suite bedrooms provide serene sanctuaries for family and guests. The primary suite is a true haven, complete with a private balcony and a spa-inspired bathroom featuring designer finishes. An additional office/media room and a spacious laundry room add convenience to this level. Entertainer's Paradise - Lower Level & Outdoor Oasis The fully finished lower level is an entertainer's delight, featuring two additional bedrooms, a family room with a kitchenette, a full bath, and a second laundry area-ideal for guests or extended stays. A state-of-the-art home theater promises cinematic nights in. Sliding glass doors from every room lead directly to the resort-style backyard. Outside, paradise awaits: - 20x40 heated gunite pool surrounded by expansive lounge areas - Professional-grade pickleball court for friendly competition - Covered outdoor kitchen & dining pavilion for gourmet grilling and gatherings - Cedar-enclosed outdoor shower & dressing room for post-beach or poolside refreshment Premier Amenities & Sustainable Living Additional highlights include a two-car garage and solar power integration, blending modern convenience with eco-conscious living. A Rare Hamptons Gem Designed for those who seek both luxury and livability, this home effortlessly balances sophistication with comfort. Whether as a year-round residence or a seasonal escape, 130 Highview is a must-see property that defines Hamptons living at its finest. Schedule your private tour today-this is one you won't want to miss." [[Rental Registration # RP261343]] EH RR #: RP261343 Rental Terms: Other / Short Term - 9/9/2026 - 9/30/2026: $30,000 April: $20,000 November: $20,000 July: $120,000 May: $45,000 June: $60,000 January: $20,000 August - Labor Day: $140,000 February: $20,000 October: $25,000 March: $20,000 August: $120,000 Memorial Day - Labor Day: $300,000

Modern design meets coastal enchantment. A beautiful waterfront retreat, built partially over the water in the coveted Shelter Island Heights enclave. This modern boathouse-style home, c.1920, offers 3 beautifully spaced bedrooms, including one with a mesmerizing glass-bottom floor revealing the harbor below, and 3 bathrooms. Meticulously renovated by its designer-owner, the home exudes a refined nautical spirit with soaring ceilings, natural textures, and panoramic water views create a sense of calm and inspiration throughout. Outdoor living features two decks, including one with a cedar hot tub overlooking Dering Harbor. Additional highlights include a sauna, outdoor shower, and a vintage Airstream trailer. A floating dock accommodates boats (30" depth at low tide). Residents enjoy access to community tennis courts and a private beach club, with nearby golf, beaches, nature preserves, trails, shops, restaurants, markets, and hotels. The Shelter Island Yacht Club is close by, and convenient transportation-including boat rentals, the North Ferry, Jitney, and train-makes travel between NYC and the North and South Forks effortless. High-end appliances, fine linens, bicycles, and beach essentials are provided for a seamless, elevated stay. A wonderfully inspired waterfront haven-modern, magical, and truly unique. [[Rental Registration # #L-0009]] EH RR #: # L-0009 Rental Terms: July: $70,000 September: $70,000

Southampton home centrally located yet convenient to ocean beaches along with a private setting backing a peaceful reserve. The inviting open & bright floor plan consists of a cooks kitchen, sunroom/playroom, stylish living room & dining room with multiple sliding glass doors leading to the pool and generous poolside deck with new patio furniture perfect for outdoor entertaining. Particulars include: CAC, 4 bedrooms & 4 baths.. Flexible on dates, also available short term off season. [[Rental Registration # RP250807]] EH RR #: RP250807 Rental Terms: August - Labor Day: $60,000 March: $15,000 November: $10,000 September: $15,000 June: $35,000 April: $15,000 October: $15,000 Memorial Day - Labor Day: $125,000

Southampton Commons, All the Amenities Conveniently located, winter or summer living will be seamless in this 3 bedroom 2.5 bath townhome. Recently renovated and styled. Open living, eat in kitchen, and back deck area perfect for evening barbecues. Community tennis, pickle ball, putting range, 2 pools and quick access to village shops and ocean beaches! [[Rental Registration # condon/a]] EH RR #: condo n/a Rental Terms: August: $26,000 July: $24,000 September: $20,000 October: $12,000 August - Labor Day: $28,000 June: $22,000

Welcome to your dream condo in the Hamptons, a luxurious newly renovated one-story townhouse nestled within a serene private community. This exceptional end unit promises a lifestyle of comfort, style, and convenience, offering an array of features that cater to the most discerning tastes. The cathedral ceiling, adorned with skylights, creates an open and bright ambiance, while a striking floor-to-ceiling fireplace serves as a captivating centerpiece. The room is flooded with natural light from tall, arched windows, filling the interior with warmth and a sense of tranquility. The galley kitchen is a chef's delight, equipped with modern amenities and a convenient eat-at-counter with stools, perfect for quick bites or casual gatherings. Adjacent to the kitchen, a separate dining area awaits for more formal occasions, providing an ideal space to entertain family and friends. This condo offers two bedrooms and two baths, ensuring ample space for relaxation and privacy. The master suite is private, featuring a fully renovated en-suite bathroom that boasts contemporary finishes and luxurious touches. Within the community, residents are treated to an array of amenities that elevate the experience to resort-style living. Take a leisurely stroll to the heated pool for a refreshing swim, challenge friends to a game of tennis on the courts, or enjoy tranquil moments at the pond front gazebo, all just steps away from your doorstep [[Rental Registration # RP241525]] EH RR #: RP241525 Rental Terms: February: $5,000 January: $5,000 Winter Season: $30,000 Per Month Other / Short Term - Dec: $5,000 March: $5,000 April: $5,000

Located in Parrish Pond just outside the Village of Southampton is this 5 bedroom, 4.5 bathroom traditional. Professionally decorated, this home offers a well-appointed first floor master bedroom and attractive entertaining spaces. Outdoor amenities include a heated Gunite pool and spa, a bocce court, a surround sound system and open grounds and mature landscaping. A five-minute drive to the Village of Southampton and its beaches. Available two weeks in August. THIS PROPERTY IS NOT OFFERED ON AIRBNB, VRBO, OR ANY OTHER HOME-SHARING SITE. [[Rental Registration # RP251741]] EH RR #: RP251741 Rental Terms: Two Weeks: $35,000

Also Available Dec 2024 for $13,000 Newly upgraded for summer 2024, this offering has its own dock with potential kayak and paddleboard, and is 0.4 miles to Long Beach, a gorgeous 1+ mile stretch of West Facing beach. The chic home is west-facing for sunsets from almost every room--even the walk-out lower level. Brand new Ipe decking, modern wire rails, Gunite pool and deep-water dock make for an amazing waterfront experience. There is a tremendous outdoor entertaining space on two levels. The 4,500+/- sq. ft. home is spacious with open flow. A New two-story living room setup features an stunning Modern window package and brand new furniture, plus a big new TV! The kitchen and dining room also offer walls of windows that drench the home with light and views. This is the perfect house for entertaining with 5 bedrooms (plus a room with a sofa bed), and 5.5 baths. A finished lower level offers a wet bar, pool table, family room and pool bath, with a wall of windows and views out to Long Beach. New spacious Ipe decks with cable rails allow for easy outdoor living and entertaining just above the water. The house is in a quiet neighborhood, 2 minutes to Sag Harbor Village. When all the backyards lose their foliage at other Hamptons properties, this winter rental has its most gorgeous views--open water views from all 3 levels. [[Rental Registration # RP200192]] EH RR #: RP200192 Rental Terms: October: $15,000 April: $10,000 February: $8,000 May: $10,000 September: $30,000 January: $8,000 March: $8,000 November: $10,000 Other / Short Term - Dec: $10,000 August - Labor Day: $87,500 August: $85,000