Madison CT Real Estate & Homes for Rent

4 bedroom Cape with huge fully-fenced back yard. Less than 1/2 mile to middle school, high school, school activities, playing fields and so much more. Enormous great room with tons of natural light and seating options. Close proximity to beaches, town, commuter routes. Available September 1, 2025 (possibly last week in August)

This is a 3-bedroom, 2 full bath Academic rental home. Town records show 4 bedrooms. The 4th bedroom is part of a separate apartment; not available in this lease. It is super comfortable and feels like a true year round lease. A well-built ranch located on a sweet beach lane only one home away from its deeded beach rights on Long Island Sound. The 3 bedrooms are all quaint and good sized. The primary bath was recently updated. The kitchen is bright and spacious with great cabinet storage. The living room is front to back with room for a dining table near kitchen. Beyond the living room is a very nice sunroom which has heat if desired for winter season. Can't beat the location just a few minutes to town, schools and highway.

A perfect summer getaway! *WEEKLY RENTAL FOR JULY AND AUGUST 2025* Don't miss out on your chance to rent this adorable cottage by the sea with private Madison beach rights. The cottage comes fully furnished and ready for you to enjoy a week of relaxation. Spend your days at a private beach, just a short walk to the end of the street, and then return home to all the modern conveniences this home has to offer including a remodeled kitchen, washer/dryer, grill for cooking out and private fenced yard. A loft above the living room adds additional sleeping space and place for storage. Beach chairs, two bikes, and wagon for transporting beach gear are available for you to use during your stay as well. To add to your week of fun, Madison town center is just a few miles away with an assortment of unique shops, library, restaurants, movie theater, and so much more for you to enjoy. This is being offered as a weekly rental during the months of July and August.

ACADEMIC RENTAL. Welcome to 32 Sheep Pasture Road - a three bedroom, two bath ranch conveniently located close to everything and offering privacy in a wooded setting. Recently renovated, the open floor plan flows nicely from the foyer into the living room, dining area and kitchen. The sun room leads to the patio and private backyard. The bedrooms are nicely sized and share a hall bath with tub/shower. The primary bedroom has two closets and a full bath with a walk-in shower. Access the two-car garage from the mudroom/laundry area. Dogs will be considered on a case-by-case basis. No smoking, credit check and two months security required.

The academic year at $4,500 per Month plus utilities. Also available for the month of August for $12,000. As well as for the upcoming academic season. Beautifully furnished rental with deeded beach rights. This home was completely remodeled in 2020. The 1st floor features open concept living, with the bright kitchen as the focal point in the center. From the dining area, sliders lead to a custom-built patio for easy inside-outside entertaining at the private backside of the home. Also on the 1st floor is a living room graced by a gas fireplace, the master suite, and mudroom/laundry room. On the 2nd floor are 2 big bedrooms and another spacious full bath. Outside, not only is there a 2-car detached garage on this double-sized and level lot, there's a yard big enough for ball games and picnics all summer long! With the private beach just a short stroll down the lane, you'll be the place everyone wants to be this summer. Two months security, credit check and references required. Cleaning fee of $300. Could be available in August for academic season by prorating August rent.

Enjoy the academic year in this absolutely pristine ranch with central air, top of the line kitchen, spa like bathrooms, and hardwood floor throughout. The screened porch overlooks the private back yard, and the open floorplan is inviting to all. This is truly a must see.

Charming Guest House in Madison, CT - Available for Academic Year Rental. Tucked back on historical Liberty Street with access to private Seaview beach association, this cottage features two levels of living space. First floor is open concept with a sitting area. Appliances include washer/dryer, gas stove, microwave and refrigerator. Large windows open to a garden view. Second floor greets you with vaulted ceilings, skylights, open floor plan with sitting area, large cedar closet and full bathroom. This newly furnished guest house is perfect for those seeking a peaceful retreat for the academic year. This location is close vicinity to downtown boutiques, restaurants, train station, movie theater, walking distance to Hammonasset State Park and a private beach.

Charming Downtown Madison Rental. Enjoy gorgeous salt marsh views from this lovely 3-bedroom home available for a yearly lease starting this September. The main level offers two spacious bedrooms with a shared full bath, while the private upstairs primary suite features vaulted ceilings, a gas fireplace, full bath, and a balcony with sweeping marsh views. A sunny living room opens to the deck and overlooks the marsh. The vaulted dining room with a gas fireplace is ideal for gatherings, and kitchen boasts granite countertops, a breakfast bar, with appliances including a gas cooktop and double ovens. Conveniently close to town, beaches, and highways-experience the best of Madison living.

Grab a Week, Two or Three at the Beach !! 3 Bedroom Ranch with Sandy Beach and Boat Launch !! A short stroll puts you directly on Long Island Sound !! Year Round Cottage comes with Quiet Rear Yard w/ Picnic Table, Gas Grill, Shade Trees & Outdoor Shower !! $2,500/ Week or Four Weeks (Consecutive) for $8,000

Academic Furnished Rental with direct ocean views and private sandy beach. Experience coastal living at its finest in this modern 3-bedroom, 2.5-bath fully furnished residence, available for academic rental from September 10, 2025 through May 30, 2026. Built in 2014 with energy efficiency in mind, this stylish and well-appointed home offers an open-concept first floor that seamlessly connects the kitchen, dining area, family room, and study...all with breathtaking views of both Long Island Sound and the Neck River. Upstairs, the primary bedroom suite features a full bath and stunning ocean vistas. Two additional bedrooms and an open den with bunk beds provide flexible space for guests. This home is ideal for professionals and visiting faculty. A massive front deck overlooks your private sandy beach, perfect for enjoying ocean breezes and panoramic views. The home also includes a washer and dryer, a fully equipped kitchen, electric heat pump HVAC, thermopane windows, and superior insulation for year-round comfort and efficiency. Wake up to the sound of waves and enjoy peaceful evenings in this one of a kind retreat. Absolutely no pets. Applicant must have excellent credit, proof of income, and use RentSpree application.

ACADEMIC RENTAL AVAILABLE FROM MID SEPTEMBER TO EARLY JUNE. Rent is $6000 - includes all utilities! Fully furnished. You have walked into a Pottery Barn catalogue. Completely renovated within the past few years. View and access to one of the best beaches off Neck Road. This home has four bedrooms, 2 on the 1st floor and two on the 2nd floor. Bonus Room is above the garage. New Kitchen with stainless appliances, 2 new bathrooms. Hardwood floors throughout, AC, generator, gas heat, working fireplace, wine chiller in the kitchen. HUGE deck to enjoy views of the water, large yard and scenic outdoors. Even has a basketball hoop! No pets are permitted. Agent related.

FULLY FURNISHED - $5,250/TWO WEEKS. Dates available 7/14-7/28 and 8/13-8/31. Will not consider less than two week rental. Four bedroom colonial just steps from Seaview Beach, a private association beach! Fully furnished, internet is available, TV in 3 rooms. Hardwood floors throughout. Sunroom at back of house, along with a wraparound porch with views of Long Island Sound. Kayak in the photos is available for tenants to use during their stay as well as paddle boats. Close to downtown Madison, Hammonasset Beach, I-95, Shoreline East Train.

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.

Available September to June, this in-town carriage house will make you feel right at home with its abundance of charm, comfortable furnishings and bright open floor plan. 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.

Location! 5 minutes from the beautiful Surf Club Beach and the quaint village of Madison. Academic rental Sept.1- May 31. This updated cottage sits at the end of a peaceful private road south of Boston Post Rd. One floor living, with eat-in kitchen, quartz counters, large island, stainless appliances. Washer/dryer. King and Queen bedrooms feature ceiling fans. Ductless AC/heat pump throughout. Furnished, including all linens & kitchen amenities. Large yard with deck, featuring a grill and gas firepit. Enjoy gorgeous beaches, farmer's markets, & concerts on the historic green. Plus all of the shoreline's fabulous restaurants, vineyards, boating, and boutique shops and 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. ALSO AVAILABLE SUMMER BY THE WEEK: $1600 including utilities or monthly for July/August.$5000

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.

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.

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.

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 5,500. Also, home is available for academic rent...See MLS#24085829.

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.

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.

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.