61 properties for rent in Shelter Island

Nestled on one of Water Mill's most scenic lanes, this brand-new 5 bedroom, 4 full and 1 half bath modern farmhouse is tucked just moments from 100 acres protected farmland, offering a peaceful and picturesque setting in the heart of the Hamptons. Set off of prestigious Blank Lane, this thoughtfully designed home combines timeless design with modern luxury across 3,725 +/- sq. ft. above grade, plus 643 +/- sq. ft. of finished lower level. The main level features an open concept living area with a sunlit great room with a dual gas/wood burning fireplace, an expansive chef's kitchen with Calacatta gold marble countertops, backsplash, custom wood cabinetry and a generous center island. Oversized sliding glass doors open to a spacious mahagony deck, patio, and heated pool perfect for effortless indoor outdoor living. A stylish media room, powder room, full laundry room, and an en-suite junior primary complete the first floor. Upstairs, you will find 3 bedrooms and an additional bonus offic

Well kept four bedroom, four bathroom home minutes to the bay beaches and convenient location between Sag Harbor, Southampton and Bridgehampton. Lower floor features large open concept living room that flows into a beautiful kitchen great for entertaining. Lower floor also features, large master bedroom with additional guest bedroom. The second floor has two large master suites so this house is suited for everyone. Well maintained landscaping, outdoor patio and large swimming pool round off this house. Its a no-brainer when it comes to renting

Show stopping new construction in the heart of Southampton Village, perfectly positioned just one block from town, offering an effortless blend of luxury, convenience, and lifestyle. Wrapped in a timeless cedar-shingled exterior, this residence seamlessly merges traditional Hamptons architecture with modern, light-filled interiors across 7 bedrooms and 7.5 baths—each thoughtfully designed with radiant heat, including the attached 2-car garage. The home’s open-concept layout is designed for both elevated entertaining and everyday living, with expansive gathering spaces that flow effortlessly from one room to the next. A custom chef’s kitchen with premium appliances and bespoke cabinetry anchors the main level, opening into a sun-drenched great room with fireplace and refined finishes throughout. The formal dining area, complete with a wet bar, connects to a grand paneled foyer and a junior primary suite, while a striking staircase leads to the second level. Upstairs, the primary suite i

This beautiful, seven bedroom, six bath new construction features an incredible open-concept floor plan with a generous gourmet chef's kitchen, attached dining area, living/family room and fireplace. The upper level houses five bedrooms, and three full bathrooms. The beautifully designed master suite includes a private balcony, and master bath with a large walk-in waterfall shower and stand-alone soaking bathtub. Large modern black windows and three sets of sliding glass doors allows an astonishing amount of natural light to flow throughout the main floor. Outside the sliding glass door is a covered porch that leads down to a stunning patio with an outdoor dining area, fireplace, and in-ground heated gunite pool. A detached pool house further reassures entertaining potential of this property with hardwood floors, air conditioning, a mini kitchen area and full bath. Lastly, this house has an amazing finished basement. You don't want to miss out on this incredible opportunity! Virtual To

Recently built, impeccably designed condominium in a private gated community in Southampton for Best in Class Modern appointed and Easy Luxury living. It is the perfect residence or your Home Away from Home. You will enjoy the well detailed and appointed finishes, Sub-Zero, Wolfe, Bosche and LG appliances with luxurious woodworking details and moldings throughout. Open floor plan, covering 2,045 square feet of living space. It is ready to move in, with beautiful gardens and landscaping covering the entire grounds with lighted walking paths. Close to all. Only 1.7 miles to world famous Southampton village shopping, dining and entertainment, 2.2 miles to the Jitney, 3.2 miles to the Atlantic Ocean beaches. The home is professionally sound proofed and built for energy efficiency with roomy doorways and security features such as front door intercom and camera, sprinkler system and more. It has a covered front porch with a patio. The wide open kitchen features Quartz Counter Tops and a brea

This fabulous, newly constructed home is now available for rent at any time of year! The home boasts 6 ensuite bedrooms, 6.5 bathrooms, two large living rooms each with a fireplace, a beautiful gourmet chef’s kitchen, large island with seating, breakfast area, and formal dining room. The finished lower level offers a game room, home gym with floor to ceiling mirrors, and a home theatre with 8 reclining large chairs. The spacious yard is fully equipped with a heated in-ground pool, outdoor shower, large outdoor covered bar, covered deck with outdoor fans as well as flush mounted ceiling heaters providing the perfect place for entertaining. With quick and easy access to Village beaches and Main St restaurants and shops this incredible rental opportunity should not be missed!

Located in the exclusive community of The Fields Southampton, this exceptional Paramount residence offers approximately 6,250 square feet of luxury living space. With seven bedrooms, six full baths, and two half baths, it is perfect for full-season or year-round rental. The community boasts private tennis and basketball courts, as well as a scenic walking trail. Upon entry, a grand double-height foyer leads to open living areas, including a family room with a fireplace, a breakfast area, and a meticulously designed Chef's kitchen. Glass sliding doors open to a bluestone patio with an outdoor kitchen and a heated gunite pool. Other features include a den/TV room, a junior primary suite, a mudroom, and a two-car garage. Ascending to the upper level, a generously sized primary suite awaits with a walk-in closet and opulent bath. The bath includes a soaking tub, steam shower, separate shower, double quartz vanity, heated mirrors, and radiant heated flooring. Additional bedrooms on this lev

Moments to the Village and Coopers Beach. A custom home by one of the area's top builders. 4,000+sf of luxury living on three levels with 6 bed and 5.5 baths. Gracious entry way with formal living and dining rooms. Soaring great room with wood burning fireplace and an open eat-in Chef's kitchen with a Viking appliance suite. The first floor master suite leads out the extensive decking overlooking the well-manicured property. A side entrance mud room, laundry and 2 car garage complete the first floor. Ascend the grand staircase to the upper level with 2 ensuite guestrooms and 2 bedrooms with a shared bath. The finished lower level boasts a full walk out to the pool deck. Rec area with billiards and a full splash bar, gym and full bath. Outback a heated Gunite pool, outdoor shower and mature landscaping package wrap this lush hideaway

Handsome two-story traditional comprises nearly 6000 ft.2 of living space with carefully designer-curated rooms. The estate offers a private setting behind the hedges in an unrivaled location. It is a secluded four-acre corner lot on Little Plains Road and the storied Gin Lane, one block from the Atlantic Ocean. Virtual Tour

This inviting 4-bedroom, 3+ bathroom home is situated on nearly an acre of land. On the first floor, you'll find a newly renovated kitchen (completed in winter 2024), a cozy sitting/living area, a dining room, and a bonus room that could be used as an office or flex space. Upstairs, the primary bedroom is accompanied by three guest bedrooms. A finished lower level with bonus room/flex room gives plenty of indoor living space for extra guests that stop by. The backyard oasis is a relaxing retreat with a heated pool, full bar area with kitchen space and multiple lounge areas to enjoy the hamptons summer sun! This home has all the amenities for the most amazing summer you have had yet!

Escape to this beautifully appointed 4-bedroom Southampton Village home featuring a gunite pool and access to a community tennis court. Perfectly designed for both relaxation and entertaining, the home offers an ideal Hamptons getaway. The first floor boasts a spacious living room, dining room, and a well-equipped kitchen for all your culinary needs. A cozy den with French doors opens directly to the pool area, creating seamless indoor-outdoor living. A full bath, half bath, and washer/dryer complete this level for added convenience. Upstairs, the primary ensuite bedroom offers a private retreat with its own attached office, perfect for work-from-home flexibility. A guest ensuite bedroom and two additional guest bedrooms with a hall full bath ensure plenty of space for friends and family

Available for any two weeks for $53,000.00 from Wednesday, July 1, 2026 - Monday, September 7, 2026.* Situated in one of Southampton Village’s most desirable locations and masterfully designed by acclaimed architect Hank Flynn, this distinguished residence seamlessly blends timeless architecture with modern comfort. The home offers five generously proportioned bedrooms and three and two-half baths. A beautifully appointed eat-in kitchen flows effortlessly into the inviting family room, while a dramatic double-height living room and formal dining area create an impressive setting for entertaining. The finished lower level provides exceptional additional living space, featuring a beautiful media room and luxurious home theater, a spacious recreational/game room, a laundry room, and a half bath—creating the perfect environment for relaxation and entertainment. A spacious third-floor playroom or private office offers exceptional flexibility—ideal for today’s work-from-home lifestyle—and is

Discover the pinnacle of Hamptons living in this meticulously crafted residence, perfectly timed for June and the US Open. Situated south of the highway, this home offers an unrivaled location just minutes from the legendary greens of Shinnecock Hills, the charm of Southampton Village, and the white sands of Cooper's Beach. The interior features an effortless, open-concept layout where the gourmet kitchen, dining, and living areas flow seamlessly together. The first floor is anchored by a serene primary ensuite, providing convenience and privacy as well as a perfectly positioned powder room. Upstairs, a second spacious primary suite awaits, alongside two sun-drenched guest bedrooms and full bath. Outside, your private oasis beckons. The pristine grounds feature a heated gunite pool and integrated spa, surrounded by an expansive patio designed for al fresco entertaining or quiet relaxation. A finished lower level and additional bonus rooms offer extra space for you and your guests. With

A home perfectly situated above Peconic Bay, where every angle takes full advantage of the stunning views and sunsets. This stylishly appointed home features 3 bedrooms and 3.5 bathrooms, including a primary suite on the first floor. Upstairs, you’ll find two guest rooms and a secondary living area with a pull-out sofa for additional guests. The expansive patio overlooks the bay, offering an ideal setting for outdoor entertaining. Complete with a heated gunite pool and outdoor shower, this home is a perfect retreat by the water. Linens are included for your stay. Conveniently located near Foster (Long Beach), Flying Point Ocean Beach 8.4 miles away, and Sagg Main Ocean Beach 9.6 miles away. Virtual Tour

This charming three bedroom and two and a half bath home is perfect summer get away. Nestled in North Haven shores beach front community you are steps away from your own private beach and kayak launch point. The first floor features living, dinning, kitchen, den along with laundry and half bath. The second floor features one primary with ensuite bathroom, and two guest bedrooms with shared bathroom. The backyard is the gem of the property with expansive landscaping, outdoor dinning, outdoor shower and fire pit. There is also a beautiful screen-in porch and patio. 10 minutes to Sag Harbor Village with its wonderful restaurants, shopping, world renown Baystreet Theatre and newly rebuilt Sag Harbor Cinema

Available for 2026 US Open for $100,000 This incredible modern-traditional 7 Bedroom, 7.5 Bath home features 8457+/- sqft of living space including extensive ground level and 1st floor deck. Completed in 2021, the new construction is situated on a very private 2.80 +/- acres in beautiful and convenient Water Mill. A covered front porch provides access to a grand double height foyer with great room and upper deck. The formal dining room in the front of the building connects the large gourmet chef's kitchen with breakfast room and butlers pantry with wine fridge. The great room and separate living room share a beautiful double exposure fireplace and a huge junior primary bedroom with walk-in closet features a private bath with double sinks. Upstairs, an impressive master suite has a grand bath with soaking tub, two walk-in closets and a separate linen closet. Three additional guest bedrooms each with en-suite baths are also located on this level with a convenient double capacity laundry

Located in the coveted Southampton shores community this five bedroom, two bathroom has all you need for a summer getaway. Location can't be beat as this is the second home from the entrance of the private community beach and just up the road from the community tennis and basket ball courts. This home features three bedrooms on the second floor with full bath and two additional guest bedrooms and full bathroom on the first floor. Lots of privacy for all with this home and don't forget to enjoy your time on the large back deck perfect for summer night bbqs. Call today for more information

This amazing new construction 6400 sq ft home exudes luxurious modern living with all the latest smart home wiring devices. Perfectly positioned, facing southwest the home is drenched with unrelenting natural light, all day. This expansive, open-concept home offers a gourmet chef's kitchen, island seating, breakfast area, formal dining room, and a considerable living/family room with sliding glass doors that open up to the beautifully landscaped backyard, inground gunite 20x40ft pool, and conveniently designed patio creating a private oasis or the perfect space to entertain. The generous master suite is fully equipped with a walk-in closet and custom shelving. Five additional spacious bedrooms, five full bathrooms and two half bathrooms. The lower level is fully finished with media room, exercise room with sauna, and additional storage areas. Virtual Tour

Enjoy this newly renovated Southampton Village home with 5 bedrooms and 7.5 baths which boasts 5,300 sq. ft. and features all new high-end staged furnishings and accessories that encompasses everything needed to enjoy a spectacular summer. Included in this full open concept design are beautiful wide plank oak flooring throughout. Upon entering the grand foyer enjoy views of the art work and stunning chandeliers that stretch throughout the home to the yard. There is a separate Home office/Den offering full privacy to use for entertaining or for conducting business with a wet bar and wine cooler in the neighboring hall way. The gourmet kitchen is fully equipped with custom cabinetry, stainless steel appliances including double Miele dishwashers and a marble center island for gatherings, and serves the sun bathed breakfast room. Dine in the grand sun filled great room with spectacular ship-lap 20' ceilings with French doors leading to the serene views of the pool and yard. This integrated

Located on one of the most beautiful and desirable streets in Southampton Village, this stunning six-bedroom, six-and-a-half-bath Traditional home is the perfect Hamptons summer retreat. Set on a quiet cul-de-sac east of Lake Agawam and just minutes from Main Street and Little Plains Beach, this estate-like property offers privacy, luxury, and impeccable design. The dramatic double-height paneled foyer welcomes you into a thoughtfully designed home with an effortless indoor-outdoor flow. The main level features a formal sitting room with a fireplace, a gracious dining room with bay windows, and a professional-grade chef’s kitchen that adjoins the open-concept living room with another fireplace. French doors from both the formal and casual living spaces lead to a spacious covered porch with a fireplace, overlooking the lushly landscaped grounds, heated 16’x32’ Gunite pool, and exquisite pool house. Upstairs, the luxurious primary suite is a true sanctuary, featuring a fireplace, walk-in

Light-filled, beautifully renovated and updated four bedroom, two and a half bath home on a just-shy half acre in Shinnecock Hills isstylish and flooded with natural light. Open upstairs living areas feature a wall of energy-efficient glass doors opening to an upperdeck, and flow among a living area, formal dining area and beautiful kitchen with new cabinets, granite countertops and stainlesssteel appliances. All new baths feature marble flooring and walls, and new fixtures. Additional upgrades include new hardwoodflooring on the upper level, updated electrical work, new front roof, all new paint, new A/C and heating system, smart wiring for Sonos, high speed internet and cable lines. Extensive decking surrounds the heated pool wonderful gardens. The house is also equipped with EV charging for electric vehicals. Making this such a sought after location as you have Meschutt bay beach and Coopers ocean beach, which offers daily parking, all within 10 minutes

Ideally located between Southampton Village and Hampton Bays, this south-facing Shinnecock Hills ranch is the perfect summer escape. Set on.60 acre on a quiet street, the home offers simple, comfortable living with easy access to both ocean and bay beaches. With three bedrooms and two full bathrooms, there’s plenty of space to relax and unwind. The bright and open gathering/dining room is the heart of the home, featuring vaulted ceilings with wood beam detail, a wood-burning fireplace, and sliding doors that lead out to a large deck and private backyard—ideal for summer lounging and entertaining. The kitchen is well-equipped with stainless steel appliances and granite countertops, making at-home meals a breeze. A new composite deck with sleek post-and-wire railings adds to the home’s relaxed, stylish feel. Whether you're spending the season exploring the Hamptons or just unwinding close to the coast, this charming home has everything you need for an effortless summer

Modern Bayside Masterpiece with Rooftop Oasis in Southampton. Ideally located within seconds of the world renowned Shinnecock Hills Golf Club, this one-of-a-kind, newly constructed four-level modern residence delivers the ultimate Resort-Style living experience in the Hamptons. Perfectly suited to capture panoramic views of the open waters of Shinnecock Bay, and Atlantic Ocean, this striking Modern contemporary home is a rare offering that blends cutting-edge design with luxurious amenities. Spanning four expansive levels of indoor and outdoor living, the home features 4 spacious ensuite bedrooms and 4.5 bathrooms, each meticulously designed with modern finishes, abundant natural light, and spa-inspired details. The open-concept main level offers seamless flow between the state-of-the-art chef's kitchen, indoor and outdoor dining areas, and an elegant living room that opens to bayfront terraces through floor-to-ceiling glass doors. An entertainer's dream, the fourth-level rooftop deck

Southampton Beach House | Heated Pool, Bay Views & Prime Southampton Location Enjoy the ultimate Hamptons escape in this beautifully appointed 3-bedroom, 2-bath home, ideally situated across from Shinnecock Bay and just minutes from Southampton's renowned beaches, golf courses, waterfront restaurants, and village shopping. Accommodating up to 7 guests, this turnkey retreat offers the perfect balance of comfort, style, and outdoor living. Property Highlights: •3 Bedrooms | 2 Bathrooms | Sleeps 7 (beds: King, Queen, Full & Twin) •Heated pool with all-day sun exposure •Private backyard oasis •Multiple outdoor decks for entertainment and relaxation •Expansive front and back lawns •Open-concept kitchen and living area •Primary suite with ensuite bath •Large den/playroom with additional sleeping space •Central air conditioning •Solar-heated pool for energy-efficient enjoyment •Ideal setup for remote work and extended stays Step outside and embrace the Hamptons lifestyle. The private backyard

Hubbard Lane. Get the best price at ListedBuy! Amenities: heating, internet, dishwasher, oven, pool

This Shinnecock Canal front 3 + home, 2+ bath home, built in 2014 is the perfect for anyone who has always wanted to experience waterfront living. New construction, nicely furnished, and minutes to Meschutt Beach, Southampton & Hampton Bays village and ocean beaches. Available until June 21st and can be rented for the US OPEN

Completely renovated beach cottage with beautiful views overlooking Shinnecock Bay and with private deeded beach! Ideal for entertaining all summer long with multiple entertaining spaces, 4 bedrooms, large open sunroom and its wonderful roof deck spaces offering endless bay views. Whether relaxing poolside from your saltwater heated pool or from your deeded private beach this ideal Hamptons summer getaway is ready and awaiting your arrival!

Show stopping new construction in the heart of Southampton Village, perfectly positioned just one block from town, offering an effortless blend of luxury, convenience, and lifestyle. Wrapped in a timeless cedar-shingled exterior, this residence seamlessly merges traditional Hamptons architecture with modern, light-filled interiors across 7 bedrooms and 7.5 baths—each thoughtfully designed with radiant heat, including the attached 2-car garage. The home’s open-concept layout is designed for both elevated entertaining and everyday living, with expansive gathering spaces that flow effortlessly from one room to the next. A custom chef’s kitchen with premium appliances and bespoke cabinetry anchors the main level, opening into a sun-drenched great room with fireplace and refined finishes throughout. The formal dining area, complete with a wet bar, connects to a grand paneled foyer and a junior primary suite, while a striking staircase leads to the second level. Upstairs, the primary suite i

A Timeless Summer Tradition: Renovated Victorian Shingled beach house in the Borough of Fenwick Experience the quintessential New England summer in the historic Borough of Fenwick. This stunning, shingle-style Victorian beach house seamlessly blends old-world coastal charm with modern, high-end luxury. Featuring 8 spacious bedrooms and 4.5 baths, this expansive residence is the perfect sanctuary for large families or those who love to entertain against the backdrop of the Long Island Sound. The heart of the home is a totally renovated gourmet eat-in kitchen, designed for the culinary enthusiast and large-scale hosting. Beyond the kitchen, life slows down on the magnificent wrap-around screened porch-the perfect vantage point to enjoy your morning coffee or an evening cocktail while overlooking the water and catching the sea breeze. Retreat to the third floor, where a dedicated playroom offers a private escape or a quiet workspace away from the main living areas. From its cedar-shingled

This inviting 4-bedroom, 3+ bathroom home is situated on nearly an acre of land. On the first floor, you'll find a newly renovated kitchen (completed in winter 2024), a cozy sitting/living area, a dining room, and a bonus room that could be used as an office or flex space. Upstairs, the primary bedroom is accompanied by three guest bedrooms. A finished lower level with bonus room gives plenty of indoor living space for extra guests that stop by. The backyard oasis is a relaxing retreat with a heated pool, full bar area with kitchen space and multiple lounge areas to enjoy the hamptons summer sun! This home has all the amenities for the most amazing summer you have had yet!