luxury houses for rent Suffolk County, United States

Step into summer in Orient this year. Relax and rejuvenate in the quiet soundfront beach community of Orient by the Sea. The sunny open concept floor plan with sliding glass doors leads out to the covered backyard deck and invites indoor and outdoor entertaining. Just a short drive away to Greenport's many restaurants, the area's popular wineries for a tasting, or take a bike ride to Orient Beach State Park for a peaceful day on the bay. Permit #0863

2024 Rates JULY 32,500 Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog's Neck in Southold Hamlet. This home features an impressive 20x50 heated pool w/ electric cover, out door shower and sprawling paver patio. The interior is open and airy w/ 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!

In our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind. This expertly crafted home is loaded with premium amenities, top-of-the-line appliances, and walls of windows overlooking Coecles Harbor, this home has no comparisons. With 3,800 sq. ft., the home features an open floor plan with sweeping water views from every vantage point, whether dining, cooking, or lounging. Continue entertaining outside on the large outdoor waterfront deck where you become one with nature. The master and one of the guest bedrooms are en-suite, and the 2 additional bedrooms share a bath. All the bedrooms have abundant closet storage. Enjoy this newly constructed private waterfront property this summer!

Stunning Waterfront shingle style home overlooking Long Island Sound. Private beach access. Waterview, heated pool. Wrap-around porch. Original beach stone fireplace, vintage beadboard walls, large, updated gourmet kitchen, open common area, 5 bedrooms, 3 bathrooms, large master ensuite with private screen water view balcony. Beautiful interior furnishings, with teak rocking chairs, chaise lounges and picnic table on porch and pool area for entertaining. Close to Orient Village amenities, marinas, Country store, Yacht Club, and bay beaches. Offered Aug-LD $55,000; Sept 5-30 $25,000. Permit# 1108.

Spend your summer at this beautiful five bedroom oasis on Nassau Point. With 150' of waterfront access and a 3 minute walk to the pristine beaches of Fishermans Beach, this property is perfect for boat lovers and beachgoers alike. The house has been updated with beautiful furnishings, modern fixtures and luxe finishes. The outdoor spaces including the deck and patio are perfect for entertaining. Explore the wineries, restaurants, fishing and stunning scenery of the North Fork while staying at this unbeatable location.

Impeccably restored and updated 1850's Farmhouse in the heart of Orient Village. Featuring a great room with open floor plan - gourmet kitchen/dining/living room, a second-floor master bedroom with sitting room, full bath, and walk-in closet for a total of 3-bedrooms 2.5 baths in the main house. There is a separate Cottage with kitchenette, bedroom, and full bath, perfect for guests. Lovely private grounds with gardens, grand lawn, and heated salt water gunite pool. Walking distance to all village amenities, beaches, and marinas. Offered June $20,000; July $45,000; Aug $45,000; Sept $25,000. Permit # 1019.

2025 Rates: MDW-LD $142,500; June $30K; July $52,500; A1-LD $55K. This Modern Hamptons style home offers everything you could ask for from a Summer retreat to the East End. Featuring over 3500sqft of living space, the impressive Great Room is the centerpiece of the house and flows seamlessly to the rear yard which features a 20x40 heated gunite pool with sun deck, large architectural stone patio w/ fire-pit and large gas fired grill. In addition, you will enjoy lazy summer walks to the Rock Cove Estate community private Sound side beach and peak-a-boo water-views from the second floor. All bedrooms are generously proportioned but the Primary En-Suite is truly spectacular with high vaulted ceilings, private waterside balcony, walk in closet and En-suite full bathroom. Bonus feature, the second floor offers a game/media-room w/ full-size pool table, shuffle board table and waterside balcony. Don't let this amazing offering slip away!

Be surrounded by the peaceful beauty of nature while spending your summer in this stylish mid-century modern style home. You will enjoy lazy days in the pool or paddling on the creek, al fresco dining at night under the stars and many hours relaxing in this beautiful waterfront retreat. Permit #0087

One of a kind WATERFRONT home located in highly coveted Idle Hour. Your own private dock gives you direct waterfront access to Connetquot River and the Great South Bay. This gated compound features an open concert with inviting living spaces and formal dining. The Fully renovated state of the art kitchen is a chefs dream featuring quartz countertops, prep sink, stainless steel appliances and stone backsplash. You have 6 bedrooms and 4 full bathrooms. The exterior is great for summer entertaining featuring multiple patios, decks, jetted spa as well as a beautiful outdoor kitchen. Your own private oasis!

Spectacular all newly renovated triplex apartment in very well maintained to family Townhouse. This gorgeous 2900 square-foot triplex unit has four bedrooms 3 1/2 baths and multiple outdoor spaces. Top-of-the-line stainless kitchen with subzero and Viking Appliances and beautiful stone countertops. Located in the most desirable section of the upper west side with a short walk to Riverside Park or Central Park. Great restaurants and shopping. Two blocks from mass transportation. High ceilings and amazing light from the north and south. Deluxe large washer dryer in unit. The apartment is two flights up. And is available now. Rental Terms: Monthly: $14,000

Welcome to Montauk! Staying here will bring you into a modern beach house yet holds touches of old fashion fishing village Montauk. With a primary bedroom on the first floor and 3 cozy bedrooms upstairs you will find yourself in Montauk Bliss! Everything recently renovated and leaves you feeling like you are the first person to step foot in this happy home!

Sited south of the highway in Wainscott on historic Sayres Path, this uber-chic cottage is truly a hidden gem. The interiors have been painted beachy white and are highlighted by the incredible wide plank pine wood floors. Tasteful amenities of the first floor include a large open living area centered around a wood-burning brick fireplace, a separate kitchen with modern appliances, a dining area and window seated reading nook, a primary bedroom and full bath. The upstairs loft contains the second sleeping space, complete with a queen-sized bed, two additional twin beds, and a half bath. The quiet side and backyard host a generous lawn, a large deck with a dining table and lounge chairs (ideal for entertaining), as well as an outdoor shower, artfully tucked away under a towering oak. Available off-season from September through June, this home is ideally located near Hampton Jitney transportation and close to fine area shops, local restaurants, and spectacular ocean beaches. [[Rental Registration # 22-212]] EH RR #: 22-212 Rental Terms: Winter Season: $22,000 Per Month April: $5,500

Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Apr $11,000; May $20,000; June $25,000; Sept 5-30 $25,000; Oct $20,000; Nov $15,000.

17 East Gate Road, Lloyd Harbor, NY 11743

2024 RATES: JUNE $12,500, JULY $16,000.00 AUGUST $17,000 MD-LD $44,500. Victorian classic in the heart of Greenport Village. Centrally located to all forms of public transportation and close proximity to public Bay beach. This property offers convenience, style and stunning views of Shelter Island and the Peconic Bay. Main features are large front porch, inviting/well appointed living spaces multiple en-suite bedrooms and a large rear yard for entertaining. This historical treasure has been recently updated and provides both the charm of a classic New England port village home and the accommodations of an updated home. Easy North Fork living in Greenport Village.

2024 Rates: June $6,250/week or $25K/month; July $8,125/week or $32,500/month A1-LD $8,750/week or $35K/month. Experience North Fork summer living in this newly introduced gem! Nestled in the sought-after Eastern Sterling Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef's kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you'll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun.

Discover this stunning 4-bed, 3.5-bath home in Alden Bridge Village, featuring exemplary schools and convenient access to shopping centers. Enjoy nearby public parks, tennis courts, and walk/bike paths for outdoor activities. Updates include all-new flooring on the first floor, a modern kitchen with sleek finishes, and a luxurious master bathroom. The flowing concept creates a seamless transition between spaces, enhanced by a chimney that adds warmth and charm. Outside, you'll find a pool, a covered patio, and a picturesque backyard entertainment area. With a maintenance pool included, as well as a refrigerator, washer, and dryer, this home offers both style and convenience for your family's enjoyment. Rental Terms: Annual: $4,500 Per Month