9 houses for rent in Middle Island

Spacious 4-Bedroom, 2.5-Bath Single-Family Home – Approximately 2,860 Sq. Ft. – 2-Car Garage – Home Office – Large Yard. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/3bcfd4c077 - Newly renovated and move-in ready, this expansive property offers massive living space and generously sized bedrooms throughout; plus a large lot with wide front, side, and backyard space. It's ideal for anyone who wants room to spread out, inside and out. Large windows throughout the home flood every room with natural light, and the primary suite features a walk in closet and a private en-suite bathroom for added comfort and privacy. The fully renovated kitchen features high-end appliances, and the layout also includes a dedicated home office space and a large walk-in pantry for extra storage. Highlights • Massive living space with generously sized bedrooms • Private en-suite bathroom • Large windows throughout, filling the home with natural light • Fully renovated with high-end electric appliances

Newly constructed Hi Ranch built in 1998 second owner featuring Three beds Two baths upstairs with vaulted ceilings, open kitchen Dining living room concept and mother daughter layout

Experience the essence of Hamptons Oceanfront living in this rare and quintessential summer getaway, set on a shy half acre with 4 bedrooms and 3 baths. This stunning Oceanfront retreat captures breathtaking easterly sunrises, panoramic Ocean views, and incredible Bay vistas across pristine white-sand beaches. Enjoy exceptional outdoor living spaces with a wraparound deck, nestled perfectly and perched high above the dunes, offering commanding views of both the Ocean and Bay. Come experience the best of Hamptons coastal living and the unlimited potential this Oceanfront presents, whether you choose to expand, enhance, or reimagine it into your ultimate Oceanfront summer compound and getaway. This rare offering is also available for rent this off-season and for Summer 2026, giving you the chance to enjoy the Hamptons' Oceanfront lifestyle before making it your own

We are urgently seeking a subletter from late January to mid-April (dates are flexible), after a previous arrangement fell through. We are offering a spacious, fully furnished 2-bedroom, 1-bath apartment right in the heart of Port Jefferson. The apartment occupies the entire top floor of a two-story house and is located directly across the street from the village center and nearby park, right across the street from the water. The spot is perfect for a visiting scholar, a medical student on rotation, or another visiting professional. Rent is $3,100 per month plus utilities. Wi-Fi, laundry, and one parking space are included

Beautiful and expansive 4BR/3BA in Center Moriches for Rent. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/fb7b27a084 - Rent Includes: $4,700/month • Landscaping Tenant Responsible For: • Oil 100% • Water: 70% • Electricity: 70% Details: • 4 Bedrooms / 3 Bathrooms • Pets allowed • Hardwood floors throughout • Wood stove stone fireplace surround • Updated eat-in kitchen with island • Primary suite with en-suite bath • Fenced yard, paver patio, and pool Min requirements: 650 credit score, Min household income: $175k Available now in Center Moriches. Reach out for more information and to schedule a tour!

Experience the ultimate summer retreat in this newly updated and beautifully staged home, offering 4,200 square feet of refined living space on 1.38 private acres, tucked away in a peaceful cul-de-sac with water access. Designed for both luxurious living and effortless entertaining, this Traditional residence features a wrap around porch leading to a private sun room. This exceptional 4 bedroom, 4.5 bath residence includes a sun-filled chef's kitchen with premium Viking appliances, flowing seamlessly into an expansive living room framed by dramatic walls of glass. The open-concept design extends to a screened deck, creating an inviting indoor-outdoor lifestyle. A private dining room opens into a fully enclosed screened sunroom, perfect for hosting gatherings or enjoying quiet summer evenings. The first floor also includes a comfortable den/media room and two guest bedrooms with a shared full bath. Upstairs, an open, sunlit library overlooks the living room below, adding architectural c

We are urgently seeking a subletter from late January to mid-April (dates are flexible), after a previous arrangement fell through. We are offering a spacious, fully furnished 2-bedroom, 1-bath apartment right in the heart of Port Jefferson. The apartment occupies the entire top floor of a two-story house and is located directly across the street from the village center and nearby park, right across the street from the water. The spot is perfect for a visiting scholar, a medical student on rotation, or another visiting professional. Rent is $3,100 per month plus utilities. Wi-Fi, laundry, and one parking space are included

Welcome to 28 Ashwood Drive, a bright and beautifully updated 3 bedroom, 1 bath ranch which also includes a separate lot! This 1140 SF ranch home features vaulted ceilings, recessed lighting, fresh paint throughout, laminate flooring, and an updated kitchen with quartz countertops and stainless steel appliances. The renovated bath features a new vanity and a subway tile shower. Additional, there's a brand new roof! Step outside to a spacious, freshly landscaped backyard. Perfect for entertaining or relaxing. A rare chance to own two parcels in Shirley!

Renovated 3-bedroom, 2-bath home near Connetquot State Park. Features an updated eat-in kitchen, formal dining area, and living room with wood-burning fireplace. Primary suite includes a private bath and walk-in closet. Full unfinished basement with outside entrance for additional storage. Situated on a horse property with a 6-stall barn. Rental price reflects the house only; barn use available at additional cost. Close to parks, trails, and outdoor recreation

1634 Ella T Grasso Blvd. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/3b63e70048

75 Stimson Rd. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/64fe831047

Spend your summer in North Sea and be the first to rent this newly renovated and tastefully decorated home with brand new pool! This home has multiple bonus rooms and plenty of places to rest your head and relax your mind. Minutes to Southampton Village! The house features vaulted ceilings with skylights allowing a bright and open living area. Cook a great meal in the brand new, fully stocked kitchen. Rinse off the sand and salt in the outdoor shower and relax on the brand new deck in the back, perfect for BBQs and relaxing with friends. In addition to the bedrooms, there is a home office or quiet reading room. This is your perfect spot to enjoy a Hamptons summer

Spend your summer in style at this beautifully renovated Hamptons vacation rental, ideally located near North Sea Park and just minutes from the world-famous Southampton Town beaches and Southampton Village. This spacious and sun-filled 4 bedroom, 3.5 bathroom home offers the perfect blend of comfort, luxury, and convenience for an unforgettable summer escape in the Hamptons. Inside, you'll find an open-concept layout with a newly done kitchen that flows effortlessly into a naturally lit dining area, creating a seamless space for entertaining. The double-height living room features a striking wood-burning fireplace, making it the perfect place to gather and unwind. The home also includes a partially finished basement, a full-size washer and dryer, a 100-bottle wine refrigerator, and additional access to an oversized garage. Step outside into your own private oasis, where mature landscaping surrounds a newly redone heated and saltwater pool. An outdoor shower adds a touch of convenience

Recently updated 6 bedroom / 4.5 bathroom house with an oversized diving pool and a private tennis court centrally located on lush 4 acres in Water mill at 249 Roses Grove Road. The soaring living room and a fully stocked Poggenpohl kitchen open up into a wonderfully set up oversized deck & pool surrounded by lush greenery and hidden from the road at the end of a 150 foot driveway. All house systems including water filtration, central AC, heating, pool heating, and more have been recently updated or replaced with no expense spared. On the other side of the house you find your private clay tennis court, ping-pong table, and a cleared area with a fire table and 6 Adirondack chairs. Inside, there are 2 Primary suites with a private bathroom each, optimally located at the opposite ends of the house. There are a total of 6 bedrooms and 4.5 bathrooms perfectly positioned to house in-laws, 2 families or to separate hosts and guests for optimal privacy. 5 Large screen TVs (60-85 inches) are fe

545 Park St - #1L. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/23f10ff034

400 Olive St APT C3. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/e135743029

400 Olive St APT C12. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/082d449029

400 Olive St APT C6. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/90311e1029

41 North Main Street - 203. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/1814c40050

18-20 Pearl Harbor Cir – Remodeled 5BR/2BA Duplex. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/ba3922c012

4-Bedroom Apartment with Hardwood Floors. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/47357f3012

18-20 Pearl Harbor Cir – Remodeled 5BR/2BA Duplex. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/ba3922c012

Come and enjoy your summer in this recently refreshed, 4 bed, 4 bath, 3,000 + square foot home! The first floor boasts a large living room with wood burning fireplace, formal dining room, eat in kitchen with stainless appliances, laundry, two car garage and a full bath. Upstairs you will find two graciously sized ensuite primary bedrooms as well as two additional guest bedrooms and a full bath. The exterior of the home features a brand new heated pool and ample refinished mahogany decking to enjoy on warm summer nights. The lower level provides ping pong, darts and foosball. Bay access at Squires Beach is less than a mile away and ocean beaches are less than a 12 minute drive. Make your appointment to view this wonderful property!

Spacious two-bedroom townhouse at desirable Winnepauk Village. Terrific condo community with two pools and clubhouse and tennis courts. This nearly 1500 sf townhouse has a large eat-in kitchen with granite counters and stainless steel appliances, an open living/dining area with fireplace and sliders to private deck. There are two large bedrooms, master bath with tiled shower, a second full bath, powder room and in-unit washer & dryer. Perfect location for all commutes and shopping. New wall to wall carpeting being installed

Prospect Hill/Yale University area of New Haven! This spacious townhouse features an open layout with the living/dining room, half bath, and open tile kitchen; freshly painted & refinished hardwood floors throughout. Upstairs you will find 2 spacious bedrooms and a full tile bathroom with tub. A private basement offers excellent bonus space, ideal for a den, home office, gym, or additional living area. This also includes your own private laundry and abundant storage. Extra bonus. 1 off street parking space! Ideally located just minutes to everything. East Rock, Parks, Yale, neighborhood cafes, restaurants, and major commuter routes. Tenants are responsible for electric utilities & internet. 1 cat will be considered. Available now with good credit & 1.5 month's security deposit

Sitting high up in Watermill, this four bedroom and four bathroom home is the perfect vacation rental. Perfectly situated between Southampton, Watermill, Bridgehampton and Sag Harbor you are centrally located to everything the Hamptons have to offer. The first floor features a large chef's kitchen with carrera marble counter top and high end appliances, oversized great room, formal living room, den, office, dinning room and full bathroom. The second floor features, the ensuite primary bedroom, along with two guest bedrooms with shared bathroom. The lower level is a true gem as it features workout room, movie room along with fourth bedroom and another full bath. Spend your time outside by the heated saltwater pool, outdoor shower complete with large entertaining area to really enjoy the summer sun. Available July 16th thru Labor Day for $85,000 Virtual Tour

Beautiful 5 Bedroom, 4 bath Home with Harbor Waterviews overlooking Centerport Yacht Club, Gourmet Eat in Kitchen with Gas Cooking, Stainlesss Appliances, Lp Generator, Finished Basement W/Bdrm & Ose, Dual Stairs, Master Ensuite With Harbor-View Deck, Adjacent Office/Bedroom, Hardwood Floors, Gas Fireplace, Spacious Walkup Unfinished Attic Storage, 2.5 Gargage, Trex Wrap-Around Deck. Convient to Shopping & Beach. Harborfields SD

Excellent Colonial with more than 3000 square footage. 6 Bedrooms and 3 and 1/2 bath! Near to everything. Must check it out

Looking for a traditional summer getaway? This traditional two-story home offers 4 bedrooms, 4.5 baths, open living room with fireplace, chef's kitchen and sunroom. There is a wonderful pool area great for entertaining. Relax on the beautiful covered front porch

Lovely sunny cottage with NEW updates-separate and private, attached to main home, located on a beautiful cul de sac in the heart of Westport. Private entry and large entry foyer suitable for study/office, large eat-in kitchen with stone countertops, new stainless steel appliances, newly-carpeted stairs to living room and separate bedroom with ample closet space, stackable washer dryer, updated bath, lighting. Private garage, 1 SPOT ONLY. Tenant pays credit check. Utilities are paid as additional flat fee of $150/month. Please note: this is a single occupancy unit. No smoking, no pets