luxury houses for rent South Central Connecticut Planning Region, United States

ACADEMIC RENTAL! The iconic, water-front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2026. 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.

4 Bedroom Renovated House across from Private Beach in Bucolic Madison, Connecticut Available Oct 1- May 15 but flex term. This sunny 4 bedroom/3 bath house with home office and water views is located at the end of a quiet road across from coveted Hartford Avenue beach. The main floor has a large, renovated eat-in-kitchen, spacious living room with gas fireplace, substantial dining area, reading nook, screened porch with dining and seating area, bedroom and full bath. The 3rd floor consists of the large principal suite with separate sitting area, deck with water views, and renovated en-suite bath with double sinks, separate tub and glass walk-in shower. The 2nd floor has 2 additional bedrooms, hall bath, windowed office, sitting area and laundry. A lovely front yard, water views, and beach access across the street complete the picture. $4600 per month. The house is 10 minutes from the historic and charming towns of Madison and Guilford, Ct and conveniently located midway between NYC (just under 2 hours) and Boston. Nearby is a cinema, nationally acclaimed bookstore, gym, pilates, library, tennis and wonderful shops. One dog on a case by case basis, sorry no cats. Renters responsible for cleaning $170(per visit), utilities, garbage pick-up, snow removal

Easy ranch living in this corner lot home. Open the the front door and appreciate the living room with vaulted ceiling and open flow to dining room and kitchen. The kitchen features updates appliances and fresh countertops. Access to the deck is through both the kitchen and dining room. A multi-purpose room is set off the dining room and could be ideal for an office or a playroom. Down the hall, you'll find three bedrooms. The primary features hardwood floors and well-appointed full bathroom. There are two additional bedrooms which are served by the stunning hall bath. The laundry is set in the lower level where you'll also access the garage. Outside provides ample yard as well as a spacious deck. This is an outstanding opportunity to live in the recognized Amity School District and also enjoy the ease to shop local stores or access commuter venues. Landlord requires lease/credit check and security deposit.

Lovely Madison Colonial located on a beautiful cul-de-sac available as of September 16, 2026 for annual, academic or monthly rental. The 1st floor features a pretty kitchen, open family room with fireplace, formal dining room, living room, powder room and bedroom with a full bath. The 2nd floor features a nicely sized primary bedroom with full bath, 2 additional bedrooms and a hallway full bath. The 3rd floor features an additional room that can work as additional guest space or an office. Downstairs you'll find a partially finished area perfect as a playroom or hang out room. Enjoy the change of seasons on the front porch swing or sitting on the private back deck. Take a dip in the above ground pool (open seasonally) or bike around the neighborhood. A terrific house at a terrific price! Tenant pays for ALL utilities. Landlord covers mechanicals, septic and taxes. Excellent credit score required. Non-smoking. No pets.

ANNUAL UNFURNISHED RENTAL, AVAILABLE IMMEDIATELY. 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.

37 Beach Avenue is ready to welcome its next resident! Simply cute as a button, perfectly positioned off Neck Road and just a short stroll to the shore - complete with beach rights - this is the coastal retreat you've been waiting for! One look and you'll surely feel right at home. Featuring two bedrooms, one full bathroom, on-site, main-level laundry, and a wonderfully sized yard, this adorable abode has all the makings of an ideal, long-term rental. Let's also remember the recent upgrades including a new range and range hood, upgraded electrical, new exterior door, freshly painted interior, and professionally cleaned carpet! All that is left to do here is move in and enjoy the beach and salt-water air! This gem will be scooped up quickly - schedule your private tour today and move in before summer's end!

Available for the Sept 10th 2026 through June 10th 2027. This sun- filled colonial has been lovingly restored for easy comfortable living. Open views of the Long Island Sound throughout this home offers room for all. Screened in wrap around porch to enjoy the warm days and nights. Updated kitchen with stainless appliances and large dining nook, mud room, office and dedicated laundry room and half bath all found on the main level. Four levels of living make this the perfect home for multi generations: with a main level bedroom with Queen bed, Primary Suite on the second level with en-suite bath and office nook with a private balcony, second bedroom with bunks -on the third level is the fourth bedroom with twin beds, shared full bath on the second level. Lower level has a rec/play room. Access to the Soundview Association beach. Some Pets considered.

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.

Fabulous academic rental available Sept 1st through May 31st 2027. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy fabulous views from your deck, large yard and tidal pool. Plenty of space for everyone with a bedroom with full bath on the main level, Primary en suite on the second floor with private balcony and two additional bedrooms with full bath; this home will sleep 8/9 guests comfortably. Central Air in the main house and every convenience you could possibly want.

This meticulously cared for ranch offers the ideal blend of comfort, style, and convenience-all just moments from town. Set on a stunning private property, the home's setting, condition, and location make it a rare rental opportunity. Step inside to a one level layout filled with charm and thoughtful updates. The newly refreshed kitchen features brand-new appliances, updated countertops and backsplash, and gleaming hardwood floors. A dedicated laundry room adds everyday convenience. The sunroom, equipped with a new ductless split system, opens to a wraparound deck where you can relax and take in the peaceful surroundings. The family room is warm and inviting with its fireplace, while the dining room flows seamlessly into a bright, natural light filled living room-also with a fireplace. The bedroom wing includes a spacious primary suite with a newly renovated bath and walk in closet. Three additional bedrooms and a gorgeous brand-new full bath complete this private area. The large basement provides partial storage space, and the attached two car garage adds even more practicality. One of the best features of this property is its unbeatable location-just a short walk, bike ride, or drive to downtown Madison, East Wharf Beach, the train station, and I95. A rare chance to enjoy privacy, convenience, and quality living in one exceptional home.

Experience the splendor of coastal living with this academic rental, available from October 1st, 2026, through April 2027. Situated in the prestigious Mulberry Point area, this home is a haven of tranquility, offering panoramic views of the Long Island Sound from every room.This residence has been completely renovated in 2022, showcasing an open layout that maximizes the natural light and scenic vistas. The heart of the home is the large kitchen, featuring new stainless appliances that cater to both the culinary enthusiast and the entertainer. Step outside onto the beautiful stone patio, an idyllic setting for both relaxation and social gatherings, with the Long Island Sound as your backdrop. The first floor is thoughtfully designed with convenience in mind, housing a bedroom with a queen-sized bed and an updated full bath. Additionally, the inclusion of a washer and dryer on this level adds to the practicality of the home. Ascend to the second floor to find two more bedrooms: one with a queen bed and the other with three twin beds, each offering updated accommodations and awe-inspiring views of the Sound. This property is not just a house; it's a retreat that promises a unique blend of comfort and natural beauty. Whether you're savoring the quiet mornings with the sound of the waves or stargazing on the patio, this Mulberry Point gem is the perfect academic rental for those looking to immerse themselves in the coastal lifestyle.

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, CT 06443.

Rental Available August 25, 2026- June 15, 2027 An incredible East Rock opportunity. This magnificent 5 BR furnished home is available for academic rent. An elevator takes you to all 3 floors of this amazing home as well as down to the full dry basement perfect for storage. Main floor boasts a Living room, dining room, a huge kitchen that opens to a family room as well as a big deck that leads to a fully fenced in private yard. The second floor has 4 BR's, one with built-ins doubles as a great home office.2 full beautiful new baths. The third floor is fabulous! A private family room, loft, huge bonus room, a bedroom and new beautiful bathroom. Tons of built in bookshelves throughout. Gas heat, central air. Located in the private corner of Everit street across from the park with off street parking. Minutes to Foote school and a short walk to Yale and Downtown New Haven. No smoking. No pets. 700 Minimum credit score. LISTING AGENT MUST BE AT ALL SHOWINGS AND TIMES ARE LIMITED SO PLEASE GIVE PLENTY OF NOTICE Rentspree Application Accepted

Academic rental available Sept through June! Stunning,spacious 4BR, 3BA Colonial perfectly situated close to town, schools,vibrant shopping,and local beaches. This inviting home features a light-filled living room with fireplace, formal ding room, functional eat in kitchen, separate family room, a private main level office, and a charming porch. Enjoy comfort, premium convenience, and a prime coastal-town lifestyle for the academic term.

Available from September 15, 2026, through May 15, 2027, this stunning direct-waterfront academic rental offers an unparalleled coastal lifestyle with breathtaking, panoramic views from almost every room. The bright, sunny interior features an open-concept main level, highlighting a gourmet kitchen with quartz countertops and stainless steel appliances, alongside a generous living and dining area complete with a gas fireplace and walls of glass that frame the ever-changing coastal vistas. Sliders open to an expansive wrap-around deck perfect for relaxing, while the direct-access beach with its natural tidal pools awaits just steps away. The home's flexible layout includes a convenient main-floor bedroom with a full bath and laundry, while the upper level boasts a second bedroom, a full bath, and a one-of-a-kind primary suite featuring soaring ceilings, dramatic walls of glass, and a private balcony for your morning coffee. Please note that this is a strict no pets, no exceptions property.

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, this home is a wonderful place to hang your hat for the month of August. Truly one of a kind! Simply drop your bags and exhale. No pets or smoking, excellent credit is required.

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 living effortless. Whether you're hosting friends, enjoying quiet evenings by the fire, or exploring all that Madison has to offer, this home provides the perfect backdrop for everyday life and lasting memories.

AVAILABLE FROM EARLY SEPTEMBER 2026 TO END OF MAY 2027! 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.

Daydreaming about waking up to the sounds of waves and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road! With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to 14 guests. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living room with 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 kicking back and soaking in the expansive views! The third floor is a private retreat with the seventh bedroom and enormous recreation room. Let's also remember the large, water-facing screened-in porch perfect for soaking in the sunrise and sunset each day. Just outside, sun, sand, and saltwater air await you! This is the perfect place to be this summer - schedule your private viewing today and enjoy your own private beach in a few short months! One month for $45,000, two weeks for $22,500 or one week for $12,500. Please reach out to listing agent for most up-to-date availability.

FURNISHED RENTAL AVAILABLE - September 1, 2026 to May 31, 2027. 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 FOR MONTH OF JUNE 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 a 1 month rental, this home offers a lifestyle of comfort and relaxation. NO PETS.