luxury houses for rent Suffolk County, United States (page 2)

Your quintessential North Fork summer starts here. Tucked away in the quiet beach community of Paradise Shores, this Bayfront cottage is the summer retreat you’ve been dreaming of. Positioned directly on Southold Bay with unobstructed views of Shelter Island, this charming cottage offers the best scenery on the North Fork. Whether you're hosting a sunset dinner or just enjoying a quiet morning, the backdrop is always spectacular. Loaded with vintage charm and coastal energy, it’s a place where the days are measured by the tides rather than the clock. The first floor features a waterfront sunroom, cozy living room, galley kitchen, two bedrooms and a full bath. For ultimate privacy, escape to the second floor, featuring a primary suite with a dedicated sitting area -the perfect perch for morning coffee- and half bath. Step outside to your own secluded paradise where you will find a waterfront deck offering the perfect space for al fresco dining, stargazing, or simply watching the boats pass by. It’s the ultimate front-row seat to the island's beautiful golden-hour. This property has all the markers of a perfect North Fork getaway. Permit #1435. Available Memorial Day-June 30: $18,000, July 1-31: $20,000 and August 1-31: $25,000.

Available June $15,000; July $35,000 (RENTED); Aug 17-31 $18,000; Sept $20,000. Sound Front Contemporary Octagonal Home with Private Beach. Contemporary and chic, mint condition 1970's modular octagonal home located on a breath-taking sound front walk-out private beach in Orient. Three bedrooms, each with a full bath and an additional powder room. Updated kitchen and bathrooms. Every room is furnished with period mid-C style furniture. Living room has original Malm wood burning fireplace. Many spacious common areas, including glazed porch connecting the two octagonal wings. Relax on the large water-side deck with hot tub while enjoy panoramic water views from every room. Permit #0465.

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

OFF-SEASON RENTAL , October 15, 2026 - May 15, 2027 Discover the tranquility of Westhampton’s off-season in this exceptional 2020-built contemporary residence at 50 No. Quarter. This immaculate 5-bedroom, 4.5-bath home offers the perfect blend of modern luxury and Hampton sophistication. The heart of the home features a stunning open-concept layout where a gourmet kitchen flows seamlessly into elegant dining and living areas—ideal for both entertaining and everyday living. Ascend to the third floor to find three beautifully appointed en-suite bedrooms, each boasting generous walk-in closets and private bathrooms. The fully finished basement provides versatile additional living space to suit your lifestyle needs. Step outside to your private oasis featuring a heated in-ground saltwater pool, offering a touch of luxury even during cooler months. This pristine property presents a rare opportunity to experience Westhampton’s serene off-season while enjoying all the amenities of a premier Hamptons residence. Available exclusively October 15, 2026 through May 15, 2027

This stunning Mediterranean-style waterfront home is the perfect summer retreat, offering breathtaking views over Moriches Bay. Designed with elegance and comfort in mind, the open-concept layout seamlessly blends indoor and outdoor living. The main level features a spacious gourmet kitchen that flows into the dining area, and a bright, large great room with soaring ceilings and fireplace. Expansive glass doors lead to multiple decks, a patio, and a beautifully designed outdoor entertaining area, complete with a heated pool, spa, and a private dock. Upstairs, the primary suite showcases unmatched water views, while two additional ensuite bedrooms provide luxurious accommodations. A spacious loft den adds to the second floor, offering extra space for relaxation or work. Available for Memorial Day-Labor Day ($155,000), July ($60,000), or August-LD ($70,000). Short-term stays considered with a two-week minimum.

Absolutely gorgeous, newly renovated 3 bedroom 2 full bath with stunning kitchen and washer dryer in unit, plus small L-shaped outdoor space in the very best Upper West Side location. This garden level unit in 23 foot wide Townhouse just moments away from Central Park West. This apt has it all!!! Hardwood floors, Outdoor Space, washer dryer in unit, beautiful renovation with stainless kitchen, dishwasher, very well-kept clean building. Packages accepted with electronic code. Must see!!! Available July 1st. Broker owner. Rental Terms: Monthly: $9,300

Gorgeous south facing totally renovated one bedroom apartment with WASHER DRYER in unit, gorgeous kitchen with stainless steel, and stone countertop. Phenomenal south-facing light all in a 23 foot wide extremely well kept townhouse moments from Central Park West Storage in the basement. This unit has it all. Elegant hallways. Packages delivered. Video Intercom camera system. 3 flight flights up. FIOS AVAILABLE. Available July 1st. Broker owner. Rental Terms: Monthly: $4,950

Entertain poolside in this stylish Mid-C Modern set on 2 acres, with views of Orient Harbor & the Sound. Handsomely furnished with master bedroom with full bath plus 2 additional bedrooms & full bath, large gourmet kitchen, den, spacious living room/dining room/common space opening to wrap-around deck overlooking pool. Walk to Village, Latham's farm stand. July 16-30 $15,000; Aug 1-15 $17,500; Aug-LD $35,000. Permit# 0321.

Located just outside Bridgehampton village sits this quiet cottage available for summer and off-season rental. Tasteful amenities include a large living room with fireplace and vaulted ceiling, a separate kitchen with washer/dryer, a dining area, two bedrooms and a full bath. A charming patio allows for outdoor nature enjoyment, all within minutes of local area shops, restaurants and ocean beaches. [[Rental Registration # RP241102]] EH RR #: RP241102 Rental Terms: Winter Season: $30,000 Per Month June: $15,000 Memorial Day - Labor Day: $60,000 July: $25,000 July - Labor Day: $50,000

Single story waterfront home offering 3 bedrooms, 2 baths & South of 27! [[Rental Registration # 241322]] EH RR #: 241322 Rental Terms: July: $22,000 July - Labor Day: $55,000 Other / Short Term - Year Round: $80,000 Winter Season: $4,100 Per Month

Classic Cape Cod Retreat Near Shell Beach Enjoy summer on Shelter Island in this charming Cape Cod–style home with tranquil water views just across the street and easy access to one of the island’s most popular beaches. Located less than half a mile from Shell Beach, this 4-bedroom, 2.5-bath home is set in a friendly, sought-after summer community. The bright, open living and dining area flows seamlessly to a spacious deck, making it ideal for outdoor dining, entertaining, or relaxing after a day at the beach. The spacious kitchen features warm oak cabinetry with white countertops, offering a classic, functional layout that complements the home’s Cape Cod style. The first-floor primary bedroom provides a private and comfortable retreat, ideal for easy living and added convenience. Upstairs, three additional bedrooms offer plenty of space for guests. With nearby beach access, and island activities that Shelter Island has to offer, this home is a wonderful seasonal escape for relaxed coastal living.

Rental is Available in 2026: August $75,000. Located 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 with 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 June 3-27 $28,000; Sept 2-16 $14,000. Permit# 1108.

Escape to the heart of the North Fork in this beautiful, spacious four-bedroom home, perfectly designed for entertaining and hosting. Inside, you'll find ample living space complemented by a fully finished basement—ideal for extra lounging or movie nights—while the private backyard oasis features a sparkling heated pool for endless summer fun. Centrally located just one mile from Breakwater Beach, this home offers unbeatable access to the very best of the region, putting you just minutes away from the charming shops on Love Lane, premier local vineyards, and acclaimed farm-to-table restaurants. Book your stay today and secure the perfect central base for your ultimate retreat!

Authentic 1770 Cottage in the heart of Orient Village. Lovingly restored & maintained Village home on beautifully landscaped lot, offering private grounds & distant views of sunsets over the bay. Furnished in period antiques, screened-in porch off kitchen, first floor bedroom. Walk to amenities, bay beach, Yacht Club, marina, farm stand & Jitney. Offered Sept 3-Oct 3 for $8,000. Permit #0091.

Set on 1.19 private acres in Westhampton, this 6 bed contemporary retreat is designed for effortless East End living with resort style amenities and a layout that is ideal for hosting. Spend summer days by the heated 32 x 16 pool, gather on the expansive decking, or play on the Har Tru tennis court. Tucked away from the main outdoor entertaining areas, a private courtyard with a fireplace and Adirondack chairs creates the perfect setting for relaxed evenings under the stars. Inside, the home offers a bright open layout connecting the kitchen, dining area, and living room, creating an easy central gathering space. A glass sunroom, furnished as a sitting area, brings in natural light and adds the perfect spot for morning coffee or quiet reading. The bedroom layout is thoughtfully designed with three separate wings for privacy. The primary en suite is set apart from the rest of the home and features sliders that open directly to the backyard and pool area. A second wing offers two additional bedrooms and a full bath. The third wing includes three bedrooms, with two on the main level plus a loft bedroom, along with another full bath. Minutes to the ocean and Westhampton Beach Village, with easy access to the best of the Hamptons. Available May 20K, June 25K, July 45K, August 50K, September 20K, plus utilities/services.

Impeccably restored 19th Century gem located in the heart of Orient Village with bay views. Close to bay and sound beaches, and a stroll to all village amenities. Featuring 2 parlors, 3 bedrooms, library, office, eat-in kitchen, updated baths, charming garden, out-door dining, and grill, out-door shower. Offered April $6,000; May $6,000; June $15,000; Sept $12,000. Permit #0483.

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 historic Bayfront beach cottage located on Orient Harbor in Orient Village. Featuring 75 feet of private walkout beach, waterside porch, screen bay view gazebo for entertaining. Interior includes wide plank wood floors, renovated baths, spacious kitchen water view living room with wood burning fireplace, 2 ensuite bedrooms for a total of 3 bedrooms/ 2.5 baths. Walk to Country Store, Post Office, Orient Yacht Club, marinas, and other village amenities. Close to renowned Orient Beach State Park & Cross Island Ferry. Available Aug $35,000. Permit# 1374. No showings until after January 15, 2026.

Discover the perfect island getaway in this spacious 4-bedroom, 2-bathroom home tucked away on a large, serene lot. Surrounded by mature landscaping, the property features a generous front porch overlooking a peaceful pond—an ideal spot for morning coffee or sunset relaxation. Inside, the home offers a bright and inviting layout with a well-appointed kitchen complete with a center island, perfect for entertaining. Additional conveniences include an in-unit laundry room, mudroom, and a flexible bonus space great for a home office or playroom. A two-car garage provides ample storage and parking options. Located just minutes from Route 114 and South Ferry, the home offers easy access to all the island’s main destinations. Wades Beach is only 1.5 miles away, making beach days effortless. Guests also enjoy seasonal access (July 4th–Labor Day) to the Coecles Harbor Marina pool for added summer enjoyment. This peaceful retreat combines comfort, privacy, and convenience—ideal for your next stay on Shelter Island.

Smithtown Estate Rental – Flexible Furnished or Unfurnished Options. Rare opportunity to lease one of Smithtown's distinctive historic residences. Privately situated on over an acre at the end of a quiet cul-de-sac, this stately Colonial, built in the 1930's, offers approximately 5,000 square feet of living space, blending architectural character with modern updates and amenities. The main residence features 6 bedrooms, 4.5 bathrooms, a grand entry foyer with sweeping staircase, formal living and dining rooms, a renovated kitchen with a butler's kitchen, GAS stove and heating, 4 fireplaces, washer and dryer, office space, sun-filled gathering areas, in-home jacuzzi and a primary suite complete with a fireplace, private bath, and enclosed veranda. Rich hardwood floors and period details throughout create a warm and inviting atmosphere rarely found in today's rental market. Outdoor amenities include an in-ground pool, expansive patio and entertaining areas, mature landscaping, and sprawling grounds offering exceptional privacy and tranquility. Adding to the property's versatility is a detached carriage house featuring a legal one-bedroom apartment above a two-car garage. While use of the carriage house is not included in the rental offering, it may be available separately and is negotiable. The estate's unique layout and expansive living spaces make it well suited for multigenerational living, extended family arrangements, live-in support, guest accommodations, or those seeking exceptional flexibility and privacy. Ideally located near Smithtown's Main Street, restaurants, shopping, parks, the Smithtown LIRR station, and Stony Brook University, this exceptional estate offers a rare combination of space, privacy, character, and convenience. Internet, Water and Landscaping are included. Tenant is responsible for Snow Removal, Electric, Gas, and Pool Maintenance.

2026 Rates: April $7,500; May $12K; June $15K; July $25K; A1-LD $27,500; Sept $12,500; October $10K: This beautifully curated home away from home, blends modern design with warmth and style. Experience elegant comfort in your private retreat with natural light, modern decor and thoughtful touches throughout. Nestled on a quiet, tree lined street, this special haven features a front porch, fully equipped open kitchen, and spacious backyard with a pool and fire pit. Enjoy all season living in this home away from home just a 10 minute walk to The LIRR station, Hampton Jitney, and The North Ferry.

Available unfurnished for a long term lease, price to be discussed. Located on one of Carnegie Hill’s most coveted tree-lined townhouse blocks just off Park Avenue, 117 East 91st Street is a distinguished four-story brownstone that embodies the timeless elegance and architectural grandeur of New York’s Gilded Age. Spanning approximately 3,300 square feet, this exceptional residence offers four bedrooms, three-and-a-half baths, gracious entertaining spaces, and a private garden oasis in the heart of the Upper East Side. Rich in original detail and historic charm, the home showcases beautifully preserved inlaid wood floors, marble mantels, magnificent pocket doors with etched glass, and intricate moldings, lending character throughout. Soaring ceilings and generous proportions create a remarkable sense of scale rarely found in Manhattan townhouses today. The impressive parlor level, featuring approximately 11-foot ceilings, is perfectly suited for both elegant entertaining and comfortable daily living. A grand formal living room overlooks the garden and is bathed in natural light, while a separate home office provides a quiet and refined workspace. On the garden level, the home is thoughtfully arranged for effortless living and entertaining, with a kitchen, breakfast room, and formal dining room opening directly onto the private garden — creating a seamless indoor-outdoor experience rarely found in the city. The sun-filled primary bedroom enjoys southern exposure and charming bay windows with picturesque tree-lined views, complemented by a built-in window seat that enhances the room’s warmth and character. The flexible upper-floor layout offers exceptional versatility. The entire third floor can function as a luxurious primary suite with dressing room, or alternatively as two bedrooms with the potential to create an additional en-suite bath. The fourth floor currently offers two additional bedrooms and two baths. The breakfast room, the dressing room, and the garden are virtually staged. Security deposit equal to one month’s rent First month rent. Rental Terms: Monthly: $24,950

STUNNING BAYFRONT Local Art Filled Home, with Mooring (Boat Lovers Welcome), Private BAY Beach and 5 min WALK to VILLAGE! Over 4500 sqft of immaculate contemporary, gorgeous furnishings with a local artist's own artwork make this home perfect for your own enjoyment and summer entertainment. The only bayfront rental fully set up for your boating and swimming needs. Light, bright and mint, 4 super spacious bedrooms, 4 baths (200-degree water views), tons of additional family entertainment and hangout rooms (indoor and outdoor), double outdoor shower, gardens filled with blooms and a lot more. Beautiful classic lines and architectural details throughout. Walls of windows and high ceilings showcase stunning sunsets year around over Orient Harbor and beyond. Gourmet kitchen, open floor plan with glass doors to outdoor dining area, waterside lawn, two decks and stairs to the water makes this a perfect opportunity for entertaining and family relaxation - walk down your steps to swim, paddleboard, boat or fish. Electric winch, tender, close mooring. Bring your own or easily rent a boat from one of the local marinas. Rental includes a gas grill, 2 boat moorings and nearby association sandy beach. This very well-appointed home includes an open fireplace, perfect for an extended stay throughout the fall and beyond in an idyllic location that beckons peace and relaxation surrounded by nature and luxury. June $20,000; July $40,000 (RENTED); Aug $50,000 (RENTED); Sept $30,000. Permit# 0595

Paradise on the bay!! Relax and enjoy your vacation at a quintessential bayfront beach house directly across the street from one of the most beautiful ocean beaches on LI. Enjoy your morning coffee inside your screened-in porch as the bay gently laps against the bulkhead 20 feet away. Spend your days enjoying the ocean beach, paddle-boarding or kayaking on the bay or visit the quaint and recently renovated main street just 2 miles away. End your day gazing at the most unforgettable sunsets. This single story home includes three bedrooms (two with queen-size beds and one with bunk beds), one full bath and a outdoor shower to wash off the day's salt and sand. The updated kitchen is great for cooking at home; or you can barbeque on the expanded deck out back. Now available for end of summer and fall 2025.