luxury house with pool for rent Mattituck, 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.

2027 Availability: June: $10,000, July: $16,000, August: $18,000, August-Labor Day: $20,000, MDW-LDW: $45,000 Off season: $4500 per month Spend your summer on the North Fork in this beautifully furnished and thoughtfully styled 3 bedroom, 3 bath Jamesport home. The home features a spacious kitchen that opens to the dining area, creating an easy flow for everyday living and entertaining. A first floor primary bedroom with ensuite bath offers added privacy and convenience, while 2 additional bedrooms upstairs share a full bath. The finished lower level provides additional space to relax and unwind. Outside enjoy quiet mornings on the covered front porch and summer days in the backyard complete with a beautiful private in-ground heated pool. Conveniently located near beaches, wineries, farm stands restaurants and all that the North Fork has to offer.

Sunny, bright, and tastefully furnished, this designer’s Victorian offers five bedrooms and two updated full baths, with a seamless flow between the main living spaces. The professionally landscaped front and rear gardens include a heated saltwater pool, dining and barbecue patios at both the front and poolside, three hammocks, and an outdoor shower. Nassau Point Beach is at the end of the road, and a marina is nearby. Every detail has been considered to make relaxing and entertaining easy. Offered for August 2027 for $40,000. Permit #1501.

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!

WATERFRONT COMPOUND WITH POOL! Swim, fish, or launch the kayak, paddle board or sunfish sailboat(included) from this waterside haven! Located on Davis Creek, this Towd Point Beach Rental has unobstructed views of the harbor and beyond to Conscience Point National Wildlife Refuge. Featuring a cottage-style main house with three bedrooms and two bathrooms and a modern-barn style pool house that takes full advantage of the stunning views. The two-story pool house has two full bathrooms, a wet bar, an outdoor kitchen, and seating areas on both levels with sliding doors that bring the outside in - it's where you'll be hanging out. The main house also has outdoor dining, incredible views and an outdoor shower. The heated, salt-water gunite pool is NEW FOR SUMMER 2024 and includes an endless swim current for lap swimmers. Moments to the beautiful Towd Point Beach. [[Rental Registration # rp250468]] EH RR #: rp250468 Rental Terms: August: $85,000 August - Labor Day: $90,000 Memorial Day - Labor Day: $220,000 July: $85,000 June: $50,000 October: $30,000 November: $20,000

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

This impeccably renovated and newly furnished Hamptons retreat offers a rare blend of total privacy, resort-style living, and effortless access to the best of the East End. Set on a shy acre bordering the scenic Red Creek Park trail system, the property feels like a private estate while placing you steps from premier recreational amenities, including newly built pickleball and tennis courts, basketball and baseball fields, volleyball courts, a skate park, and miles of wooded walking trails. Spanning over 4600 sq. ft. of thoughtfully designed living space the residence is ideal for extended summer stays and elevated entertaining. The home offers 6 bedrooms, 3.5 bathrooms, and plenty of room to spread out across two finished levels. A grand, double-height marble foyer sets the tone, flowing into expansive living and entertaining spaces anchored by a sun-filled living room, a cozy den with gas fireplace, and a generous upstairs lounge. The custom eat-in kitchen is designed for gathering with a center island and breakfast area that connects seamlessly to formal dining. Two bedrooms and 1.5 bathrooms round out the first level. Upstairs the primary suite is a true private sanctuary, complete with a balcony overlooking the wooded grounds, a custom walk-in closet, and a spa-inspired bath with radiant heated floors and a jetted soaking tub - offering a true resort-level experience at home. An additional 3 bedrooms and bathroom are on the second level. Outside, the deck and patio features room for dining, conversation and lounging. The mature specimen landscaping frames the 20' x 40' heated saltwater pool with waterfall feature - creating an elevated private resort atmosphere. With effortless access to the highway - marinas, dining, shopping, and beaches across the Hamptons and North Fork are all within an easy drive. This property delivers the ultimate East End rental experience: private, polished, and designed for elevated coastal living. [[Rental Registration # Pending]] EH RR #: RA260624 Rental Terms: July: $45,000 August: $45,000 August - Labor Day: $55,000

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!

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

Brand new furnishings await the discerning tenant at 18 Spring Pond located in a quiet, private community. The 2 story home offers a heated, gunite swimming pool and community tennis court. The house is freshly painted, updated and boasts brand new furnishings including pool lounges. Great open floor plan from the kitchen to indoor and outdoor entertaining spaces. There is a junior en-suite bedroom on the first floor in addition to a powder room. The second floor holds the private primate suite with floor to ceiling windows overlooking the private property. There is a private balcony, shower bath, walk in closet and an adjacent den that can serve for relaxation, working. There is a third en-suite guest room with two twin beds and the laundry room on the second floor. [[Rental Registration # RP260246]] EH RR #: RP260246 Rental Terms: Other / Short Term - Dec: $15,000 April: $15,000 July: $40,000 September: $18,000 March: $10,000 November: $10,000 June/July: $60,000 May: $15,000 January: $10,000 October: $10,000 February: $10,000 Winter Season: $60,000 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

A sleek Mid-Century home...Escape to this stunning 3-bedroom, 2-bathroom beach house located in the peaceful Shinnecock Hills area of Southampton. With a private setting on a quiet cul de sac, this professionally designed home offers a seamless blend of indoor and outdoor living, ideal for relaxation and entertainment. Property Highlights: 3 Bedrooms, 2 Bathrooms - Comfortably sleeps 6 Heated Pool & Hot Tub - Relax poolside or unwind in the hot tub after a day at the beach Spacious Outdoor Living - Enjoy sunny days on the large deck, perfect for entertaining or simply relaxing Large Outdoor Shower - Refresh after a swim in the pool or a day at the beach Beautiful Gardens - Professionally landscaped for a serene, private environment Interior Features: Primary bedroom with King bed and ensuite bathroom Two guest rooms with Queen beds, shared bathroom with tub & shower Cable TV & WIFI - Stay connected during your vacation Open Concept Living Areas - Bright and airy spaces, perfect for family gatherings Location & Convenience: Walk to the Shinnecock Bay Beach - Enjoy peaceful days by the water, just a short stroll away Minutes from Southampton Village & Hampton Bays - Only 10 minutes to charming shops, restaurants, galleries and attractions Close to Iconic Beaches - A short 10-minute drive to the beautiful beaches of Southampton and Hampton Bays Wine Country - Located near both the South Fork and North Fork of Long Island's famous wine regions Family Fun Nearby - Take the kids to the Riverhead Aquarium or enjoy a shopping spree at Tanger Outlets, just 20 minutes away. This beach house offers the best of both worlds - a private retreat with all the amenities you need, yet minutes from the vibrant action of Southampton and the natural beauty of the Hamptons. Perfect for those looking for a tranquil getaway with easy access to everything the area has to offer, including boating & water sports. Minutes to the Shinnecock Canal, which offers marinas, many waterside restaurants and a world class spa at the Five Star Canoe Place Inn & Restaurant. Don't miss out on this rare opportunity to stay in one of Southampton's most desirable areas. Book your stay today! [[Rental Registration # RP170644]] EH RR #: RP170644 Rental Terms: June: $25,000 Two Weeks: $18,000 August - Labor Day: $39,000

This recently renovated and professionally decorated cottage features 3 bedrooms on 0.40+/- acres. The immaculate interior is welcoming and chic, while maintaining the desirable comfort of a beachy summer home. Minutes to both Sag Harbor Village and Southampton, this retreat features new appliances, fresh and stylish furnishings, and interior rooms bathed in natural light. Bar-B-Que on the back deck, swim in the heated pool or in the bay just a short distance away. As part of the Southampton Shores community, the house enjoys access to The Colony Club's private bay beach, pavilion, community tennis and basketball courts. Entertain and enjoy your summer months amidst the private grounds of this attractive Hamptons home. [[Rental Registration # RP260131]] EH RR #: RP260131 Rental Terms: Memorial Day - Labor Day: $65,000 June: $15,000 August - Labor Day: $25,000

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

Fabulous, like new modern home available for rent. Serene water views from living areas, deck and gunite, in-ground, heated swimming pool. A short 300' to the sandy bay beach. The home was completely renovated in 2020. The home offers open concept living at its best with wall to ceiling glass doors letting the outdoors in and offering serene water views. The first floor also offers a separate den that can also be used for an additional bedroom. There is a guest bedroom with full bath on the first floor. The second floor has 2 additional en-suite bedrooms (including the large primary suite with a sumptuous bathroom) and a sun filled landing designed for relaxing and play. This home is a perfect vacation home offering all modern amenities, a swimming pool, water views with access to a sandy bay beach. [[Rental Registration # RP220388]] EH RR #: RP220388 Rental Terms: July: $59,000 March: $10,000 June: $29,000 Memorial Day - Labor Day: $129,000 January: $10,000 September: $20,000 May: $12,000 February: $10,000 October: $15,000 August - Labor Day: $65,000 July - Labor Day: $115,000 November: $15,000 August: $59,000 April: $12,000 Winter Season: $50,000 Per Month Other / Short Term - Dec: $15,000

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

This gated, 10,000 square foot on 5 park-like acres is the perfect Southampton retreat. The home feels like a true "estate," completely secluded on a private cul-de-sac of high-end homes, well off the main road. The recently refreshed interior is grand, with 5500 square feet of 2-story living space, all on one level, plus an additional 4500 square feet of finished lower level with every amenity. The spacious home offers a 2-story foyer and 2-story living room, with a 20' wall of glass as your first impression. There is plenty of room to spread out. A large eat-in kitchen overlooks the enormous yard. There is dining overlooking the yard, formal dining, and enormous great room with fireplace. A grand primary suite and 3 additional ensuite bedrooms (one can have a queen bed or be a second den with a sofabed) round out the first floor. Given the enormous footprint above, the downstairs affords tremendous living as well. There are two additional guest bedrooms, 2 full baths, theater, game/recreation room and gym area. The gated grounds are simply magnificent--gorgeously manicured, with expansive lawn. The focal point is a 60 x 30 show-stopper pool, surrounded by massive patio and gardens on all sides. An outdoor kitchen with barstools is perfect for entertaining. There is ample outdoor furniture for lounging and dining. The location is convenient, only 1.4 miles to perhaps the Hamptons' prettiest sandy bay beach, Towd Point, 4 miles to Southampton or Water Mill Villages, and 5.5 miles to a dozen ocean beaches. [[Rental Registration # RP250976]] EH RR #: RP250976 Rental Terms: July: $75,000 October: $15,000 February: $15,000 May: $15,000 August - Labor Day: $85,000 Other / Short Term - Year Round: $240,000 April/May: $30,000 April: $15,000 November: $15,000 August: $80,000 January: $15,000 September/October: $35,000 June: $40,000 September: $25,000 March: $15,000 Memorial Day - Labor Day: $185,000

Custom-built, new home in a Shinnecock bay front community, now offered as a summer rental. This two-story, energy-efficient, open-plan home offers four bedrooms and three bathrooms, of which one bedroom and bathroom are located on the main floor. The covered front deck opens to the foyer and open living featuring the kitchen with quartz counters and high-end Bosch stainless steel appliances. The over-sized living area includes its own south-facing deck. Upstairs, the second floor offers three bedrooms and two baths, one of which is ensuite. At grade, the lower level houses the one-car garage with its own entry. Well-landscaped with retaining walls, the property features an in-ground, heated salt water pool, is just up the street from the bay front, and a short drive to Southampton Village and ocean beaches. An on-point Hamptons escape, this rental property's location is outside of the summer weekend traffic rush. [[Rental Registration # RP260163]] EH RR #: RP260163 Rental Terms: September: $9,000 August - Labor Day: $35,000 Two Weeks: $15,000 October: $6,000 August: $30,000

The 2020 completed, as good as new construction home has all the bells and whistle of luxurious, modern living at its best. Open public spaces flow from one room to the next into the gourmet chef's kitchen with island seating, breakfast area. Sliding glass doors open to the vast property with lawn areas and a proper patio and in-ground, gunite swimming pool. The home offers 7 bedrooms including the oversized primary bedroom with walk-in closet. The finished lower level offers a media room, exercise room with sauna and storage. A must see and experience! [[Rental Registration # RP250582]] EH RR #: RP250582 Rental Terms: June: $65,000 November: $30,000 Other / Short Term - Year Round: $295,000 August - Labor Day: $105,000 July: $100,000 October: $30,000 Memorial Day - Labor Day: $260,000 April: $20,000 July - Labor Day: $200,000 May: $40,000

Welcome to 4 Scrimshaw Drive, located in the sought-after Whalebone Landing community, where summer feels calm, private, and effortlessly beautiful. Enjoy the private bay beach and tennis courts just moments away, and quick access to the boutiques, restaurants, and harbors of both Southampton and Sag Harbor. Designed for luxury summer living, this home features a heated gunite pool, sun-filled interiors, and three levels of finished living space ideal for both relaxation and entertaining. Coastal-inspired details throughout the home create a natural sense of ease and timeless Hamptons elegance. With convenient proximity to the U.S. Open PGA at Shinnecock Hills Golf Club in June 2026, this residence offers a refined retreat for those seeking to experience the very best of the Hamptons with style, privacy, and comfort.

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

Hampton Traditional. Nestled down a private cul-de-sac on 1.2 +/- acres in Southampton North's desirable estate section, Farrel lbuilt home, approximately 6,500 sf, multiple living areas, 5 plus bedrooms, 6.5 marble baths, and a heated Gunite pool. The first floor features a double-height foyer, great room with fireplace and wet bar, living room with fireplace, gourmet kitchen with breakfast area, formal dining room, and a junior primary suite. The second floor offers 5 ensuite bedrooms, including the primary with its own fireplace, laundry, and a bonus room. Additional amenities include coffered ceilings, French doors, top-of-the-line appliances, sound system, 2-bay attached garage, patio, covered porch, over-sized backyard. Beautifully decorated and perfect for summer fun! [[Rental Registration # 230144]] EH RR #: RP250229 Rental Terms: Two Weeks: $60,000 July: $90,000 June: $70,000

Privately situated on one +/- acre in Northside Hills, this newly renovated, designer's own home boast every amenity. The chef's kitchen includes all stainless steel appliances, custom cabinetry, stone back splash, granite counter tops, and center island with built in wine cooler. Graciously opening up to dining room, great room with fireplace and living room makes for seamless entertaining. The first floor also includes a large guest suite with private bath. Second level features three bedrooms; two master suites, both with walk in closets, extra large spa baths & fireplace. Enjoy summers with free form, infinity edge heated gunite pool or lounge outside on your mahogany wraparound porch for quiet enjoyment. The finished lower level serves as a game room and tv room with plenty of extra storage. This beautiful homes is minutes from three great villages: Sag Harbor, Bridgehampton & Southampton making it an ideal rental! Dec - April $6,800 per month [[Rental Registration # waitingforrp]] EH RR #: waiting for rp Rental Terms: July - Labor Day: $155,000 May: $28,000 June: $35,000 October: $16,000 September: $30,000 Other / Short Term - Year Round: $280,000 August - Labor Day: $78,000 Memorial Day - Labor Day: $180,000 July: $78,000

Tucked away in the sought-after Northside Hills community, this beautifully appointed five-bedroom rental blends classic Hamptons charm with modern comforts. Ideally located just minutes from Sag Harbor Village, bay beaches, and golf courses, it offers a perfect balance of tranquility and convenience. The spacious living room with a cozy fireplace and formal dining room create an inviting setting for entertaining. A chef's kitchen is outfitted with stainless steel appliances, quartz countertops, a breakfast bar, and a sunny eat-in nook-thoughtfully designed for both style and function. On the main floor, a versatile office/den can easily convert to bonus bedroom with pull-out couch. Upstairs, the designer primary suite features an en-suite bath, joined by four additional guest bedrooms and two separate full baths. One of the bedrooms includes an adjacent bonus living area with television and Peloton, ideal for relaxing or keeping active. Outdoors, enjoy a spacious backyard and deck for al fresco dining, plus a heated pool for leisurely afternoons. This is the perfect summer rental for relaxation and refined Hamptons living. #RP260016 [[Rental Registration # RP260016]] EH RR #: RP260016 Rental Terms: Two Weeks: $25,000