luxury seaside house for rent Cutchogue, United States

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 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

This perfect modern beach house with large heated pool on coveted Flying Point Road is available for August through Labor Day 2026. With 360 degree water views, it's light makes this house one of a kind as well as large front yard and location. The sun rises on Mecox Bay and sets on Channel Pond, and the house sited on 2 acres overlooks both as well as the Atlantic Ocean right across the street. There are a total of 6 bedrooms with both first floor and second floor primary bedrooms in addition to a sitting room, TV room, living room and open kitchen/dining room. There is also a walk-out lower level bedroom. There are 3 different outdoor decks on various levels and they face different locations for view/sun optimization. There is even an outdoor fireplace, spa and outdoor shower. Very bright and furnished in easy haute beach style makes 1030 Flying Point, the ideal summer rental. [[Rental Registration # RP240380]] EH RR #: RP240380 Rental Terms: August - Labor Day: $250,000

This fabulous property has just been recently renovated by a leading artist. Overlooking a bucolic horse farm, and just outside Southampton Village, this pristine home offers Hamptons living at its finest. The first floor is flooded with natural light, with plenty of living space for cozy conversation or quiet reflection. Newly installed chef's kitchen with barn doors leading to the large front yard will make any cook smile. EIK and formal dining room look out on the expansive, manicured grounds. Formal Living Room with built in library is perfection and heavenly! French doors lead outside to the fantastic oversized newly built heated gunite lap pool. Revel in the peacefulness of the adjacent farm, with endless views, all so near to Southampton Village and beaches. Truly a unique and gorgeous home. Also available September for $65K. Rental Terms: Memorial Day - Labor Day: $360,000 Other / Short Term - May: $81,000

Tucked away on one of the most iconic private streets off world-famous Gin Lane, this classic Southampton residence offers timeless charm, privacy, and exclusive beach access. Set on beautifully landscaped grounds, the property is surrounded by lush greenery, creating a serene oasis just moments from the ocean. Inside, the home is filled with natural light, with large windows and French doors that invite the outdoors in. The main house features five bedrooms and six bathrooms across two levels, including a sun-drenched primary suite with dual baths, walk-in closets, and a private terrace. A separate guest wing offers additional space and comfort for visitors. Gracious living and dining rooms, a bright and functional chef's kitchen, and a cozy den all open to the gardens, perfect for relaxed summer living. Outdoors, the covered porches and patios are ideal for entertaining, while a heated gunite pool is nestled among mature landscaping. With private access to one of the most beautiful beaches in the Hamptons, this is a rare opportunity in the heart of Southampton Village. Rental Terms: August - Labor Day: $165,000 August: $160,000 July: $140,000

This brilliant Water Mill South estate is now offered for summer and off-season time periods. When you think of a luxury Hamptons rental, this offering "ticks all the boxes." Sited on over two acres, this estate offers seven bedrooms, nine full baths, three half baths, the main residence scaling some 13,000 square feet, a pool, pool house, and tennis court. With views of Mecox Bay and the Atlantic Ocean, this property features amenities that create unmatched resort-style living, including the indoor gym, home theater, the 30'x50' heated Gunite pool with spa, and sunken clay tennis court. The property and home feature the highest attention to detail and state-of-the art technologies including Control 4 home automation, Lutron lighting, Sonos audio system, and top appliances by Wolf, Sub-Zero, and Miele. The gated drive leads to the covered front entry that opens to the double-height reception foyer and the light-filled, first floor offering myriad spaces to entertain: The great room, living room, and gourmet eat-in kitchen with breakfast area, all of which open to covered porches and terraces, making indoor-outdoor living and entertaining seamless. A generous ground floor guest suite opens to the back patio and pool area. The attached heated garage offers one space, and opens to the rear service areas and back staircase. The main stair case rises to the second level with the primary suite that occupies the south wing and which includes an office, private deck with glorious views of Mecox Bay and the ocean, and an over-sized, spa-like, marble bathroom. This second level also offers five additional guest suites, two with walk-in closets, and laundry room. The finished lower level features the home theater with seating for ten or more, a recreational hangout with a full bar, and full gym with steam room and sauna. The spacious pool house offers a lounge space, kitchenette, full bathroom, and laundry (summer rentals only). Truly, a spectacular residence and property, ready right now for multiple time periods. [[Rental Registration # RA261802]] EH RR #: RA261802 Rental Terms: June/July: $500,000 Two Weeks: $100,000 March: $100,000 May: $150,000 January: $100,000 February: $100,000 June: $200,000 July: $300,000 Other / Short Term - 5/28/2027 - 7/31/2027: $550,000 April: $100,000

Spend the summer on one of the most iconic private streets in Southampton Village. The classic Beach House was completely renovated and brought up to todays high standards. The elegant, sunny house offers eight wonderful bedrooms, some with ocean views, and six baths spread out over three floors. The ground floor features a formal dinning room, eat in kitchen with living space, grand entrance hall, and a living room with French doors that go to a covered outdoor living space. The beautifully manicured yard is the perfect place to spend your summer. The in ground heated pool is already fenced in with a rose covered picket fence. The true highlight of this property is the private beach access. Rental Terms: June: $70,000

Extraordinary oceanfront estate on coveted Meadow Lane presents a rare opportunity to experience true Hamptons waterfront living. Set on 2.3± private acres with 200 feet of pristine ocean frontage, the property captures sweeping Atlantic views and offers direct beach access just beyond its private dune. Perfectly positioned south of the highway, it combines exceptional privacy and scale with close proximity to Southampton Village. The 5,900± square foot main residence, designed by Beyer Blinder Belle with interiors by renowned French designer Andrée Putman, blends classic English influence with clean, contemporary interiors. Spanning three levels, the home features seven bedrooms, seven full baths and one half bath, along with multiple living and entertaining spaces anchored by five fireplaces. Hardwood flooring runs throughout, while expansive decking and private ocean-view terraces create seamless indoor-outdoor living. The grounds are equally impressive, offering a heated gunite pool with spa, a private tennis court, detached garage, and studio space, all set against a rolling lawn that stretches to the ocean. Located on prestigious Meadow Lane in Southampton, this is a rare opportunity to rent a true oceanfront compound offering privacy, design pedigree, and the very best of Southampton summer living. Rental Terms: Winter Season: $500,000 Per Month Other / Short Term - Year Round: $2,000,000

360-degress water views from every room at this delightful beach house perched on Flying Point with direct "put-in" access to Mecox Bay. This house offers an ideal open floor plan with powder room on the first floor and on the second floor, the primary en suite, two guest bedrooms and the second full bathroom. Easy, breezy, beachy living in a prime location. Amenities include a fully-modern kitchen with stainless appliances, water-facing decks on two levels with views to Channel Pond and the ocean, an outdoor shower, and its own private walkway to Mecox Bay. Only one property separates this house from ocean beach access at Flying Point, and the private walkway makes kayaking and paddle boarding easy. Very bright and beautifully furnished. Available for August and/or September as well as many other months in extended season. [[Rental Registration # RP260252]] EH RR #: RP260252 Rental Terms: September: $35,000 November: $12,000 Other / Short Term - Year Round: $220,000 August: $72,500 August - Labor Day: $75,000 October: $18,000

Dramatic Contemporary in a beautiful location, with wide Mecox bay views to the north and the sandy ocean beach to the south. This top notch, well equipped and maintained contemporary features a huge living room accessing ocean or bay decks, a formal dining area, a media room, a gourmet's eat in kitchen, a private master suite with a deluxe bath featuring a shower with ocean views and an office, a full gym, 6 additional bedrooms and 9 additional baths, a heated pool and spa surrounded by spacious decking and overlooking the ocean completes this special home. [[Rental Registration # RP190323]] Also, available for annual rental, price upon request. EH RR #: RP250632 Rental Terms: July: $495,000 Memorial Day - Labor Day: $1,300,000 Two Weeks: $350,000 August - Labor Day: $595,000

Experience world-class coastal living in this extraordinary modern estate, perfectly suited for US Open visitors seeking privacy, space, and proximity to the Hamptons' premier destinations. This stunning property offers 8 bedrooms and 9 full bathrooms on over an acre, featuring direct private beach access and breathtaking ocean views. Designed for both relaxation and entertaining, the home includes a chef's kitchen, expansive open-concept living areas, and floor-to-ceiling windows that flood the space with natural light. Each bedroom is a luxuriously appointed suite, ensuring comfort and privacy for guests. Additional amenities include elevator access, a spectacular oceanfront pool, and a rooftop entertaining area with panoramic views-perfect for hosting or unwinding after a day at the tournament. Located in a private and secure setting in the heart of the Hamptons, this home offers convenient access to golf courses, beaches, dining, and US Open event venues. Special Notice: This property is available for select short-term rental periods. Pricing and availability shown under June are for reference only and do not guarantee full-month availability. Portions of June may be unavailable at the listed rate. All dates, rates, and availability are subject to change. Please inquire for confirmed pricing and specific rental dates. [[Rental Registration # RP251520]] EH RR #: RP251520 Rental Terms: June: $350,000

Modern beach cottage on three acres with beautiful ocean views and pathway to the beach. 3 bedrooms, 2.5 baths and expansive decks, from which to enjoy the ocean breezes. Available May 27th - Jul 19th 2021- $55,000 August-LD: Jul 30th - Sep 6th 2021- $55,000 Rental Terms: August - Labor Day: $55,000 Other / Short Term - June/July: $55,000

Ocean views and 40 acres of farm fields surround this spectacular Sagaponack estate providing maximum privacy. The interior features 6 spacious bedrooms, 6 baths, a gourmet eat in kitchen, large family room, 4 fireplaces, formal dining room, central air, a screened in porch with fireplace, and additional multi-level porches overlooking the fields of green to the ocean. The heated gunite pool is surrounded by a rolling green lawn and patio. Experience one of the most desirable locations in the Hamptons just moments from two world class ocean beaches. Rental Terms: Two Weeks: $75,000

Spectacular living awaits in Sagaponack South, this bespoke home offers 10,000 +/- square feet on 1.5 +/- private acres. Custom build in 2013, this chic residence features seven spacious bedrooms and seven+ baths. This modern masterpiece was designed by Francis D'haene of the award winning architectural firm D'apostrophe Design. Enter into breathtaking light-filled living space graced by walls of glass through a dramatic double-height entryway with a travertine floating staircase and solid white oak floors. This home includes an 68' heated gunite infinity pool, pool house, outdoor shower and full outdoor dining/kitchen area. The ultimate setting for entertaining and enjoyment. 183 Daniels Lane makes a grand statement of elegance while affording contemporary comfort. Rental Terms: Two Weeks: $200,000 August: $450,000 Memorial Day - Labor Day: $950,000 August - Labor Day: $500,000 July: $400,000 June: $200,000

Timeless East Hampton Estate has been recently renovated with old world charm, style, and a true Hampton flare. The 1st floor of the main house features an open living area with fireplace, media room, library/sitting area, formal dining room with fireplace, country kitchen with breakfast nook, fireplace and seating area. The second floor is highlighted by 6 stylish bedrooms and 4 baths. The 3rd floor offers an additional guest bedroom, private office, and an inviting primary suite with ocean views, a drawing room, and fabulous primary bath. The grounds are accented by wrap around porches, an out door grilling station with outdoor fireplace and dining pavilion. The hedged for privacy pool area offers a 2 bedroom guest house, heated gunite pool, another dining pavilion, and lawn areas perfect for the afternoon soccer match. Your vacation will be magical as ocean breezes relax you. Electric Car ready with a 220 voltage outlet, this home is understated perfection. EH RR #: village Rental Terms: Two Weeks: $125,000 Other / Short Term - Weekly: $62,500

Discover the charm of Amagansett at this stunning Bluff Road Beach House, available for summer and fall 2025. Located in one of the area’s most sought-after spots, this historic 5+ bedroom home offers spectacular views of the dunes and ocean, with a perfect mix of vintage character and modern comfort. Built in 1911 and recently renovated, the home features a sun-soaked interior, full of natural light and cozy charm. Whether you're lounging in the spacious living areas, enjoying a morning coffee on the front porch, or entertaining in the expansive backyard, this property is designed for ultimate relaxation and enjoyment. The home boasts: 5+ spacious bedrooms, ideal for family or guest stays, a newly furnished, open and inviting floor plan, a large backyard with a private pool, perfect for lounging and summer fun Proximity to shopping, dining, beaches, and transportation (no car needed!) Whether you're looking to unwind with a peaceful ocean breeze, entertain in style, or take in the surrounding beauty, this Bluff Road Beach House offers the perfect setting for a memorable vacation. Book your stay for 2025 and experience the best of Amagansett living! [[Rental Registration # 22-905]] EH RR #: 22-905 Rental Terms: Winter Season: $90,000 Per Month