5 houses for rent in Silver Beach, Shelter Island Heights Shelter Island town Suffolk County New York

Charming Greenport Village renovated 1935 Sears Kit House offering 3 bedrooms and 1.5 bathrooms. Ideally located less than half a mile from Greenport’s vibrant downtown, and less than half a mile from 5th Street Beach. The home features a bright and inviting living area, updated kitchen and dining space, and home office. Enjoy a peaceful, private backyard retreat complete with a relaxing hot tub perfect for unwinding. Great proximity to Jitney and LIRR for easy access to NYC. Idyllic summer retreat that offers easy access to all Greenport and the North Fork have to offer. 2026 Availability: September $16,000. Available for 2 week increments for $10,000. Rental Permit # O26-033

Beautifully Renovated Greenport Village Farmhouse with Bay Beaches, NYC Transportation, Village Shops and A Marina Nearby. Summer 2026. July $14,000; August to Labor Day $17,500. Permit#25-018

Immaculate Greenport rental with saltwater pool! Conveniently located while also ideally set in a quiet enclave, this home is just a stone's throw to a sandy Bay side beach as well as a Sound beach and offers the best of both worlds. A spacious kitchen and family room create seamless everyday living and entertaining. There is also a first-floor bedroom and full bath which are perfect for separate sleeping accommodations. Sliding glass doors from the family room provide access to an outdoor retreat where there is a dining and poolside lounge area. The second floor offers another living areau002Fden, a full bath and two light-filled bedrooms. Including a primary ensuite with Juliet balcony and the second bedroom with a fireplace. A recreationu002Fmedia room complete with laundry, a full bath and outdoor access can be found on the beautifully appointed lower level. Don't miss an opportunity to enjoy the North Fork and all it has to offer with this amazing rental. Permit #: 0384. Price ref

Enjoy Southold this Summer at a Sleek Scandinavian Style Farm Ranch. Available for Bi-Weekly Rental Only. The Rate is Weekly at a Bi-Weekly Minimum. Nestled on Shy 2.5 Acres of Private Wooded Property You Can Truly Get Away from It All. Constructed in 2022 for Elegance and Comfort. Complete One Level Living at Its Finest. The Home Boasts a Grand Open Layout with Vaulted Ceilings Throughout. Incredible Natural Light in the Home. The Kitchen is Simple and Sleek Overlooking All. The Large Island is Great for Preparation, Entertaining and Dining. A Cozy Nook for Reading or Lounging. There is a Designated Dining Space with Large Wood Table with Setting for 8. The Living Space has Room for All with a Large Flat Screen Television for Viewing. 4 Large Bedrooms Including a Primary Bedroom En Suite. 2 Full Baths in Total. 3 of the Bedrooms are Accessible from the Great Room. The Primary is Privately Set to the Rear of the Home with Its Own Accesses to the Back Deck and Yard. Central Air and Hard

Lovely private getaway home in sought after Whalebone Community in North Sea with private tennis, pool, and community bay beach and additional tennis. Bright and airy first floor with large living, dining and updated kitchen which looks out over the pool and tennis court. Two spacious guest bedrooms which share a recently updated bath finish out the first floor. The second floor offers a beautiful lofted living space along with a huge master bedroom with its own private master bath and balcony. This lovely rental is centrally located between Southampton, Bridgehampton, Sag Harbor and to all the Hamptons have to offer

Spend your summer holiday in this beautiful cape cod style home in East Hampton. The spacious 3000 sqft home features an open plan living room, dining room and kitchen. There are two bedrooms on the first floor and two large bedrooms on the second floor. Exit out of the french doors in the kitchen onto the back porch which overlooks the beautiful back yard. Located close to many of the best waterfront restaurants in East Hampton, five minutes to the village, and ten minutes to Indian Wells and Main Beach. Please email me for private showing

Mixed-use property with 4 commercial units and 6 apartments located in the heart of downtown New London. This 17,378 SF, 3 story building has 4 commercial units in 3,942 SF on the ground level SF commercial and 6 apartments on the 7,884 SF second and third floors. There is a 3,942 SF basement. NOI approximately $117,227. Two of the commercial units are recently available so there is room to increase NOI. Contact office for financials. Excellent investment property with stable cash flow. Property may be purchased as a package with 53 Bank St and 147 Bank Street for a total of 6 commercial units and 17 Apartments

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

Available September through the end of May, this newly remodeled, fully furnished coastal home is in immaculate condition. Featuring a spacious open-concept layout with classic design details, this property perfectly blends elegance and everyday convenience. Step into a smart entry/drop zone complete with main-floor laundry. The first floor includes a comfortable bedroom and a full bathroom-ideal for single-level living or guests. Upper Level: The second-floor primary features a generous walk-in closet and elegant French doors opening to the sitting room directly onto a private upper deck-the ultimate spot for entertaining or relaxing while soaking in spectacular water views. Two additional charmingbedrooms and another full bath complete the second floor. Outdoor & Amenities: Enjoy deeded beach rights, a convenient outdoor shower after beach days, and ample parking

Academic year rental, available 9/8/2026. 5/1/2027 Only steps to Grove Beach in this charming Cape style 3 bedroom, 1 & half bath home with one bedroom, the full bath and study on the main floor for easy living. The eat-in kitchen is open to the living room and looks out to the beautifully landscaped large back yard. The generously sized primary bedroom and third bedroom are on the second floor. Central air on the main floor, Enjoy the beach community and the off season. Close to restaurants, shopping, beaches! NO Pets, NO Smoking, Tenant responsible for all utilities, use of fireplace is not allowed per insurance, items not allowed to be stored in basement, Credit check required. Cleaning $200

Giants Neck Beach Waterfront home! Experience coastal living at its finest in this stunning direct waterfront home, perfectly situated within a private beach association. Offering 4 spacious bedrooms and 2 full bathrooms, this beautifully maintained residence features an open floor plan designed to maximize natural light and showcase breathtaking water views from nearly every room. The updated kitchen is equipped with stainless steel appliances and the convenience of an in-home washer and dryer, seamlessly blending style and functionality. Step outside to enjoy your own private beach, ideal for swimming, kayaking, entertaining, or simply relaxing by the water. A detached 2-car garage provides ample storage for vehicles and beach gear. Whether you're looking for a weekly summer rental or academic furnished residence, this exceptional waterfront property delivers comfort, privacy, and unparalleled views in a highly desirable beach community

Now available for rent, this quintessential, fully renovated, New England Gambrel Colonial is nestled on a half-acre and located on a quiet cul-de-sac in the scenic shoreline town of Old Lyme. This four-bedroom home with gleaming refinished hardwood floors, has been fully updated and offers the best of coastal living, situated just minutes from Old Lyme Village, Long Island Sound, Black Hall River Marina, and White Sands Town Beach. This property offers the best of coastal living where breathtaking sunsets, sandy beaches, and endless water activities are right at your doorstep. Whether it's kayaking, paddle boarding, fishing, boating, or simply enjoying nature, this location is perfect for creating lasting memories. Fully repainted and designed for both comfortable entertaining and everyday living, the new spacious eat-in kitchen flows seamlessly into the inviting dining room. Sliders lead to a private deck overlooking the expansive backyard, which is ideal for summer barbecues, relaxi

Beautiful Knollwood Beach winter rental available 8/15/2026 through 5/31/27. Enjoy living one block from LIS with lovely walking path along the waterfront and association amenities like tennis, and a great park with playground and basketball court. Nicely decorated and never rented before. Lovely livingroom with fireplace, 3 bedrooms, one bathroom. Oversized one car garage ok for tenant storage plus a full dry basement! Enjoy strolls on the beach this fall, winter and spring! No pets!

Immaculate and beautifully updated academic rental located in the desirable Cornfield Point beach community. The interior features an open floor plan. The kitchen is nicely appointed. A washer and dryer are included inside the home. The primary bedroom is spacious with a workspace and attached flex space that functions as an attached den or living space. An attached garage is an added benefit. Available 9/17/26-6/1-/-. Good credit, lease and security deposit are required

Academic/Seasonal Rental. Enjoy shoreline living in this fully furnished 3-bedroom cottage just a short walk to Giants Neck Beach. Features include a spacious living room, eat-in kitchen with updated cabinets, laundry room, and a primary bedroom with private deck. Cable and high-speed internet are included. Move-in ready and perfect for an academic rental, seasonal stay, or anyone seeking a furnished coastal retreat near beaches, restaurants, and local amenities

Annual unfurnished (or partially furnished) rental), available august 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath, the other two bedrooms share a full bath. AC is via window units and heat is electric. This house is cute and comfortable. Some pets considered

Enjoy comfortable coastal living in Westbrook, CT! This charming, spacious 3-bedroom, 1-full-bath home is situated just a short walk from Grove Beach. Features an expansive deck leading to a great yard, ideal for outdoor enjoyment. Conveniently located near local shops, dining, and commuter routes. Available for the academic year. Pets ok, rentSpree application preferred. The 3 season room will he winterized and not part of the rental sq footage

Coastal Meets Retro in this adorable Cottage Style Home Near East Wharf Beach in Madison, CT! Furnished 2 bedroom, 1.5-bathroom cottage rental in Madison, Connecticut. An academic-year lease a short distance from East Wharf Beach on the Connecticut Shoreline. This fully furnished Madison cottage blends a relaxed beach-house feel with mid-century character, including a vintage-style blue refrigerator in the kitchen. The layout offers two bedrooms, one and a half bathrooms, and a dedicated smaller room ideal for a home office or study. Recent updates include new windows (2026). On order and will be installed in August, updated flooring throughout, making this a turnkey, move-in ready rental. Available fully furnished for the academic year, [September] through [May]. Minutes to East Wharf Beach, Madison town center, Boston Post Road shopping and dining, and Long Island Sound. One dog or small pet considered; no cats. A rare furnished seasonal rental on the Connecticut Shoreline in Madison

Welcome to a hidden gem tucked away on Waterside Lane in Clinton. This adorable PUD community offers a nostalgic, picturesque escape reminiscent of a classic 1950s beachside neighborhood. The incredible care and pride of ownership shine throughout this entire development, which boasts beautiful views of the Long Island Sound and is just steps away from Clinton Beach. 84A Waterside Lane is a beautiful, vibrant red home that perfectly blends classic coastal charm with modern updates. Living Space: A spacious, sunlit living and dining area perfect for relaxing or entertaining. Updated Kitchen: Fully equipped with sleek granite countertops and modern finishes. 2 comfortable bedrooms and a well-appointed pristine full bathroom. The Three-Season Porch: The crown jewel of the home! This recent addition is where you will want to spend all your time-ideal for morning coffee, casual dining, or simply unwinding while soaking in the water views. Outdoor Living: A private patio space perfect for en

Term is 9/1/2026-6/31/2027. Price is per month. 24 hour notice to show. Beautifully furnished 3 bed, 2.1 baths house a short walk from East Wharf Beach. Rebuilt from top to bottom in 2018-19 with an open floor plan. A fenced back yard has a bluestone terrace. The living room features a gas fireplace, a well equipped kitchen has a large pantry and a vaulted ceiling family room provides ample room for all. First floor en-suite primary bedroom. Two spacious bedrooms and a full bath are on the second floor. Central AC/heat. This charming house on a quiet cul de sac is close to all Madison has to offer

Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026. June 30, 2027. Originally built in 1915, and maintaining much of the original architecture, this renovated home offers a blend of old world charm and modern luxuries. Desirable open floor plan, chef's kitchen, 5 well sized bedrooms, 4.5 bathrooms and walkable to 3 beaches this house offers all you could desire from a rental. Immaculate condition and desirable location! Dogs considered. Landlord to cover cable, wifi, landscaping, snow plowing and trash removal. Tenant to cover electricity, water, propane and all other utilities. No garage bays and large primary walk-in closet available. Two month's security required

Sneak away from the hustle and bustle and spend the month of August at Captain Eber Judd House (circa 1740). This historical gem, reminiscent of Nantucket and Essex Whaling Captain's homes, oozes charm with its stunning wide plank floors, beams, and original fireplaces. Located in the heart of downtown Madison, it's just steps from the gorgeous beach, the quintessential downtown, and the Friday Farmer's Market. This home shines with historical moments, yet it is appointed with modern amenities, making time spent here a delight. Enjoy coffee in the morning in the three season sunroom, a glass of wine and views of the Long Island Sound by the firepit (s'mores anyone? ), afternoon snoozes on the back terrace or cozy up with a book in the library or family room. The 1st floor features the cook's kitchen, elegant dining room, family room, library, sunroom, study, laundry room, and a full bath. You'll find 3 bedrooms and 2 full baths on the second floor. Tucked away, yet close to everything,

Available for the month of august. Live the ultimate shoreline lifestyle on Middle Beach Road, Madison's most prestigious and sought-after coastal street. This delightful 2-bedroom, 1-bathroom garage apartment (on the 2nd floor) offers a rare opportunity to enjoy stunning dual views, capturing the sparkling waters of the Long Island Sound from one side and the serene, ever-changing landscape of the salt marsh from the other. The interior features a functional layout with a welcoming Living Room and an efficient galley kitchen. Step out onto your private back deck-the perfect spot for morning coffee or evening relaxation while taking in the peaceful marsh views and coastal wildlife. Best of all, you are just a short, scenic walk away from East Wharf Beach or The Surf Club and Madison's charming downtown, filled with local shops, dining, and the iconic RJ Julia Booksellers. Don't miss this chance to experience the perfect blend of natural beauty and unbeatable convenience on the shorelin

Academic rental available October 1, 2026 thru May 31, 2027. Welcome to 14 High St. This adorable furnished cottage has newly refinished hardwood floors, a newly remodeled kitchen, 3 bedrooms, 1 1/2 baths, and a private patio for your outdoor enjoyment. Enjoy quiet evenings sitting on the front porch feeling the breeze from the Niantic River. This home is located in the beach community of Pine Grove which has private beaches, a basketball/pickleball court, and a playground for the little ones. Just minutes away is the beautiful downtown Niantic where you can find local restaurants, shops, town beaches, and more. Pets may be considered on a case by case basis

Available early september to the end of may, 2027. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the Greenhouse, right off the Dining Room! Just off the Living Room leads to a delightful screened porch-ideal for morning coffee or summer dinners-and a spacious patio for outdoor entertaining. The walk-out lower level is completely finished and currently serves as a generous family room, offering a wood burning stove, spacious laundry area, flexible space for play, relaxation, or entertaining. Located close to Madison's charming town center and the Town Campus, this home delivers both convenience and community. As a special bonus, enjoy access to the inground pool next door-a rare perk that makes summer liv