Madison CT Real Estate & Homes for Rent

SEPT '25 - MAY '26 ACADEMIC WATERFRONT RENT available now to see. Plan ahead. With amazing views out over Long Island Sound & beyond this light & bright Beach Colonial was built in 2006 plus has a recent 3 BR addition! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street this special home is in a nice quiet setting especially in the off season. Hardwood floors both up & down, central vac, a first floor den with sleeper couch that is perfect for that unexpected guests with a full bath right around the corner, newer propane heat and fully air conditioned. Set up high on piers, you'll feel like you are on a boat! Enjoy awesome sunrises AND sunsets from a single location! August might be available too. Exact dates to be determined. Unique opportunity.

In town carriage house with an abundance of charm, is available for an academic lease. First floor bedroom and full bath. Eat in kitchen with granite counters and stainless appliances also offers a combination washer/dryer. Sun drenched living room with vaulted ceiling makes cottage space very special. A second bedroom or office space upstairs with an additional half bath. Walk to everything Madison has to offer: shops, restaurants, beaches, farmer's market.

Summer rental- July and August, (& possible Sept).$5300/month includes utilities.Also available year round at $3300/month plus utils. or academic rental at $3000 plus utils. Convenient location near beaches and town. Relax in this perfect, updated cottage at the end of a peaceful private road south of the Boston Post Rd. Airy eat-in kitchen, with quartz counters, large island, appliances include DW, microwave, washer/dryer. King and Queen bedrooms feature ceiling fans. Ductless AC throughout. Furnished, including all linens, kitchen amenities. Large grassy yard for games or enjoy dinner on the deck, featuring a grill and gas firepit. 5 minutes from the beautiful Surf Club Beach and the quaint village of Madison. Walk or bike to gorgeous beaches, farmer's markets, & concerts on the historic green. Enjoy all of the shoreline's fabulous restaurants, vineyards, boating, and boutique shops & Clinton Premium Outlets. Mohegan Sun and Foxwoods Casinos are just 40 minutes away. Minutes to I-95 and train station. 1 1/2 hrs from NYC. 1 month security deposit. Dog possible at landlord discretion with pet fee. Zillow application includes background check. DO NOT DISTURB TENANT, DO NOT KNOCK or TURN IN DRIVEWAY.

ACADEMIC RENTAL! The iconic, water-front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2025. This sensational property offers comfortable occupancy for up to fourteen people with 7 bedrooms, 5 full baths, and 2 half baths. The main level is an entertainer's dream featuring an oversized, eat-in kitchen, formal dining area, living room with water views from every angle, and generously-sized screened-in porch! In addition to six of the seven bedrooms, the second floor features a family room perfect for cozy afternoons soaking in the expansive views and stunning sunsets! The third floor is a private retreat with the seventh bedroom and spectacular recreation space. Outside, your very own, private beach awaits you! Schedule your viewing today and make "Red Top" your home for the academic year! Short-term rental also available; please inquire.

TWO BEDROOM APARTMENT IN DOWNTOWN MADISON. Enjoy he convenience of being downtown, close to Madison shops, library and beaches. Recently refreshed, this apartment is ready for immediate occupancy. shared laundry in the building Excellent credit, two months security, credit check and references required. No smoking or pets.

RELAX IN THIS VINTAGE 3-BEDROOM COLONIAL W/ STUNNING SCREENED PORCH ~ SET IN PRIVATE SANDY BEACH COMMUNITY A SHORT WALK TO THE BEAUTIFUL WAVES OF LONG ISLAND SOUND ~ HOME WILL BE AVAILABLE EARLY SEPTEMBER FOR THE ACADEMIC YEAR AT $3,500/MONTH

2025 SUMMER RENTAL - Time to relax at the beach! Available starting June 1 in Neck Rd area. Totally charming. Sunny and bright. Walk to two deeded beaches at end of the street. 3 Season Porch offers a delightful respite and is included in the sq ft . Kitchen updated and Bath has been remodeled expanded. Cozy fireplace in the large living room. Freshly painted. Washer and dryer on main floor are 3 years old. 3 year old paved driveway for off street parking for 2 - 3 cars. Hardwood floors throughout. There is also an outdoor shower. Fully furnished. Landlord supplies all utilities including heat, water, electric, WiFi, Basic Cable, and lawn care. Price is per week but 2 week rental preferred.

AVAILABLE FROM SEPTEMBER 8, 2025 TO JUNE 15, 2026! Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the Living Room. The sunroom is a tranquil space to unwind, offering views of the outdoors and filling the home with warmth year-round. The 1st is rounded out with 2 well appointed bedrooms. The second floor is a private retreat featuring the oversized Primary Bedroom and an additional bedroom, each designed to provide a peaceful escape with ample space and comfort. Step outside to the expansive outdoor deck, where you can soak up the sun or entertain guests in the sea breeze. The fenced yard ensures privacy, while the patio with an awning offers a shaded sanctuary for those long summer days.This home's prime location near the beach allows for endless days of sand and surf, while the close proximity to downtown Madison ensures all the conveniences of town living are just moments away. If you are seeking an academic rental, this home offers a lifestyle of comfort and relaxation. NO PETS.

Summer beach rental. Available weekly now through Sept 13, 2025. Currently unavailable times -May 5-8th -July 1- 28th

Secure your academic rental now!! Available Sept 15, 2025- May 15, 2026. Fully Furnished, all utilities included.

Year-round rental in desirable beach community. This spacious, sunny 4+ bedroom, 3 full bath home has been entirely repainted inside, has had some updateds, and kitchen has been upgraded. Large, oversized rooms both upstairs and down. Hardwood floors thoughout the first floor. Basement has new laminate floors. This property has deeded beach rights to one of Madison's loviest sandy beaches, huge level yard and is in a conventient location for schools and shopping. Meticulously maintained. Fresh and clean and ready for occupancy May 1st.

Pristine cape right around the corner from East Wharf beach. Walk or ride bikes to the beach, and along the Long Island Sound coastline. Enjoy evenings outside on the spacious patio with stone fire pit, outdoor furniture, dining table, and built-in grilling station. Ride bikes or walk to town and nearby restaurants. Entertain family and guests in the beautifully designed kitchen, and comfortable living room and family room. Large main level master suite with luxury bathroom, and two upstairs bedrooms include four beds total for plenty of accommodations.

Your beach sanctuary awaits!!! This direct waterfront beauty will be available as an academic year rental from Labor Day through Memorial Day. Enjoy your own private sandy beach at low tide. With 4 bedrooms and 2.5 baths, you'll have plenty of space for friends and family. Upon entry, you are welcomed by an open floor plan, with a tastefully remodeled kitchen, living room and dining room combo, along with a first-floor bedroom and powder room. A flight of stairs above, you'll find a massive primary suite with a generous walk-in closet, sitting area overlooking Long Island Sound and East Wharf Beach, with its own private bathroom.Two additional bedrooms sharing a hallway bathroom complete the second floor. On the third floor you'll discover a spacious loft with wet bar and a private balcony overlooking the water. Enjoy the perfect combination of privacy and convenience this gem brings you located on sought-after Middle Beach Road. Downtown Madison is just a stone`s throw away with great restaurants, the world-famous RJ Julia bookstore, adorable cafes, boutiques, and Meigs Point Nature Center. Schedule your private tour today.

What a fantastic location! Enjoy the month of August (would consider a week or two at a prorated price) in this charming, mint condition, furnished cape located in the very desirable Seaview beach area. Perfect retreat for a relaxing escape by the sea. Your very own beach association is just steps away. All you need is a beach chair and a good book and feel any stress you may have simply dissipate! The sunrises and sunsets are spectacular. You will feel like you're in Nantucket but without all the hassles and the commute. This three bedroom (one bedroom downstairs and two upstairs) two bath home features lots of upgrades and newer appliances and outdoor shower. Stroll or bike to the village shops, restaurants, arts cinema, town green, farmer's market and train station. Conveniently located equi distance between Boston and New York. Homeowners would consider renting for two weeks for 6,000...Also available for academic rent see MLS #24

This charming three bedroom beautifully furnished cape is located in one of the most desirable areas in Madison-Seaview Beach. It is available Oct. 1, 2025-May 31, 2026. The house has several updates including the appliances. One of the bedrooms is located on the first floor and two very spacious bedrooms are on the second floor. There is a sun filled familyroom, a cozy livingroom with a fireplace and a formal diningroom. Anyone of these rooms can be transitioned into a home office. Enjoy access to your very own beach association and an easy stroll or bike ride to the village. Conveniently located equi distance between Boston and New York....

ACADEMIC FURNISHED RENTAL - Available Sept 15th through May 15th 2026. Fabulous direct waterfront home offers a gracious open layout on the first level. Newly updated kitchen with a back deck for grilling opens to the dining room and first floor living area with gas fireplace. Step out onto the deck and enjoy the water views all year long. A mud room that leads to a recently remodeled full bath finish the main level. The master suite offers a full bath, gas fireplace and upper level deck which overlooks Long Island Sound. Two additional bedrooms both generous in size, a shared family bath and laundry complete the second level. The third level offers a bonus room with office space. NO PETS- NO EXCEPTIONS.

ACADEMIC RENTAL. 9/15/2025 - 5/15/2026. ALL UTILITIES INCLUDED! Charming Guest House Retreat off Middle Beach Road. Welcome to this delightful guest house, called "The Nest", an escape nestled just 1/2 block from Long Island Sound in the town of Madison. Offering a cosey amount of living space, this property is the perfect blend of convenience and coastal charm. There is an inviting Family Room, the heart of this apartment, where natural light is abundant. There are 2 bedrooms (both queen beds or 1 twin bed with deck can be installed), a galley Kitchen and full bath. Walk to East Wharf Beach, or bike to The Surf Club & Downtown Madison where you can indulge in local cuisine, shopping, and entertainment. The Nest is a rare find, providing an intimate connection to Madison's coastal lifestyle. If you are seeking an academic rental, this property is an opportunity to enjoy the best of beachside living within walking distance to some of Madison's most beloved attractions.

ACADEMIC RENTAL AVAILABLE - September 8, 2025 to May 31, 2026. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This home is located in a private association with access to the Overshores Beach, one of the nicest association beaches on Neck Road. Recently renovated kitchen, newer mud room, newer first floor full bath, laundry room on 1st floor, sunny year round office on the south side of the home, and outdoor shower. Walk / bike to downtown Madison. No smoking permitted. NO PETS. Credit check and security deposit required.

AVAILABLE FROM JULY 11 TO AUGUST 23! RENT THE ENTIRE TIME OR FOR ANY PORTION OF! 3 WEEKS = $8,000, 6 WEEKS = $16,000. Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the Living Room. The sunroom is a tranquil space to unwind, offering views of the outdoors and filling the home with warmth year-round. The 1st is rounded out with 2 well appointed bedrooms. The second floor is a private retreat featuring the oversized Primary Bedroom and an additional bedroom, each designed to provide a peaceful escape with ample space and comfort. Step outside to the expansive outdoor deck, where you can soak up the sun or entertain guests in the sea breeze. The fenced yard ensures privacy, while the patio with an awning offers a shaded sanctuary for those long summer days. This home's prime location near the beach allows for endless days of sand and surf, while the close proximity to downtown Madison ensures all the conveniences of town living are just moments away. If you are seeking a seasonal getaway, this home offers a lifestyle of ease and relaxation. NO PETS.

AVAILABLE FROM MAY 7 TO JUNE 25! Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the Living Room. The sunroom is a tranquil space to unwind, offering views of the outdoors and filling the home with warmth year-round. The 1st is rounded out with 2 well appointed bedrooms. The second floor is a private retreat featuring the oversized Primary Bedroom and an additional bedroom, each designed to provide a peaceful escape with ample space and comfort. Step outside to the expansive outdoor deck, where you can soak up the sun or entertain guests in the sea breeze. The fenced yard ensures privacy, while the patio with an awning offers a shaded sanctuary for those long summer days.This home's prime location near the beach allows for endless days of sand and surf, while the close proximity to downtown Madison ensures all the conveniences of town living are just moments away. If you are seeking a seasonal getaway, this home offers a lifestyle of ease and relaxation. NO PETS.

Only a few weeks left for Summer 2025! Nestled along the Madison, CT shoreline and 4 houses from the water, you'll find "Seas the Day," a charming carriage house. This well-appointed carriage house features 1b, 1b, a queen sleeper sofa, full kitchen, full bath & private deck with views of the Sound. The living room is flooded w/natural light along with stylish and comfortable furniture. The kitchen is sweet as can be and provides ample seating for at least four. The full bath features an original clawfoot tub and Serena and Lily decor. The bedroom is nicely sized, w/closet space and a queen bed. Start your morning with coffee and a walk to the water or pour a glass of wine & enjoy the evening breeze from your private deck off the living room. Open the windows and allow the salty breeze inside or use the A/C for those balmy nights. "Seas the Day" is walkable to 3 beaches, the Madison Beach Club, downtown and the Madison Beach Hotel. There is an outdoor shower, a Viking gas grill, outdoor seating & one designated parking spot in the driveway. Available: April 2025: $2,500, May 20-31 $1,000, May 23-27 $800, Sept 1-8 $1,000, Sept 20-24 $500. Rent includes all utilities including WIFI. Security deposit required, CT use & occupancy tax and credit check. No pets or smoking. Excellent credit required. Max of 4 occupants allowed. Carriage house is situated behind the owner's private residence.

The studio is graced with stunning views of Fence Creek, providing a picturesque backdrop to your daily living. Just steps away from the sandy shores of East Wharf Beach and the vibrant Madison town center, you'll have the best of coastal living right at your fingertips. Designed with efficiency in mind, the space features a queen bed that effortlessly converts into a couch, allowing you to maximize the living area during the day. The apartment is equipped with a modern split system to ensure your comfort in all temperatures, and the convenience of an in-unit washer and dryer adds to the ease of your stay. Whether you're seeking a tranquil spot to unwind or a base to explore the local attractions, this studio apartment is the ideal choice for a memorable summer getaway. Embrace the laid-back lifestyle of Madison and let the gentle sea breeze and calming creek views soothe your soul. Rentspree link: https://apply.link/tm_sE9c

Embrace the serene beauty of Middle Beach with this exquisite academic rental, available from September 15th through May 15th, 2026. This direct waterfront property offers a tranquil retreat with open-concept living and breathtaking views of the water. The main level is designed for comfort and elegance, featuring a cozy gas fireplace, an updated kitchen with modern amenities, a convenient dry bar, and the first of three full bathrooms. As you ascend to the second level, you'll find four well-appointed bedrooms and two additional full baths, ensuring ample space to comfortably accommodate six guests. Wake up to the soothing sights of the shoreline in the primary bedroom, which boasts panoramic water views, a spacious walk-in closet, and an en-suite bathroom equipped with a stall shower and double sinks. The third floor unveils a hidden gem: a deck and office nook that present the ideal vantage point for witnessing the captivating sunsets that Middle Beach is known for. This space provides a peaceful haven for work or relaxation, enveloped by the natural splendor of the coast. While some pets may be considered, please note that cats are not permitted. This property is a rare opportunity to experience coastal living at its finest during the fall, winter, and spring months. Don't miss the chance to call this waterfront haven your temporary home. Rent spree link: https://apply.link/kyBBHYk

Minimum Stay of 2 weeks is required---AVAILABLE July 18th WITH THE FOLLOWING OPTIONS: (July) 7/18-8/1/25 for $7,000. (August) 8/2-8/16 for $7,000 or 8/17-8/31 for $7,000. OR RENT FOR THE ENTIRE 6-WEEK PERIOD FOR $20,000. Enjoy the comfort and space in this fully furnished home. Just one home away from its own private beach, it is a truly special property. A One-owner home lovingly maintained, it offers three bedrooms and two full bathrooms. You can feel the breeze off the Sound throughout the house, but especially in the large 4-season sunroom; here you can enjoy meals and relaxation. It looks out to the private backyard. The primary suite is fully renovated with a king bed and an ensuite bathroom. The 2nd bedroom has a full-size bed. The 3rd bedroom has 2 twin beds. The fully equipped kitchen is light and bright with a breakfast counter. Enjoy the landscaped grounds, quiet yard, and grill while you make wonderful memories. 2 bicycles, kayaks, and a paddle board are available for your use. Did we mention the private beach? This home is ideal for your summer rental in the sweet shoreline town of Madison. This rental includes 3 bedrooms not 4 as the Town Record states.

Great location close to town, train, shopping and beaches. Large kitchen with lots of cabinetry and counter space with a convenient eat-in area too! The bedroom is large and bright with a walk-in closet plus an additional closet. The unit comes with a stackable washer/dryer. The pull down stairs attic has some additional storage space. Central air and radiant heat. This small complex offers lovely landscaped grounds. There are new Harvey windows too. No more than 2 occupants. Absolutely No Pets or Smoking. Credit check required plus two months security.