luxury real estate for rent Westbrook, United States

Discover 9 Essex Rd (YEAR ROUND RENTAL) a renovated spacious 3-bedroom, 1-bathroom home in beautiful downtown Westbrook. This property features an updated kitchen, modern bath, washer and dryer, and a shared yard. Enjoy immediate access to the town beach, restaurants, Shoreline East train, and I-95. Water and trash removal are included; tenants are responsible for all other utilities. Pets will be considered. Private parking available in the back of the house.

Summer 2027 -- Available: June, July, August, September. This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the beach is perfect for entertaining or relaxing, and is just a few steps to the water. Enjoy spending days lounging on the beach, taking long walks, running, seashell collecting, swimming, entertaining, and making priceless memories. Inside, this beach home offers: stunning ocean views, high ceilings with fans, a wall of windows with sliding door, central air, recessed lighting, New England style light and bright design, open concept one-level living, ample closet space, laundry, 4 bedrooms (king bed in master), and 2 full baths. The kitchen is complete with granite, stainless steel appliances, and a large island with breakfast bar. Recent home upgrades include new furniture, new mattresses, and custom window treatments. Outside, there is a full bath, driveway parking for 4 cars, and grassy front yard. Saybrook marina, Fenwick golf course, The Kate theater, restaurants, and shopping are all close by. Only 2 hours from NYC and Boston.

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.

Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a tucked away charming TV area and a second full bath. You'll also appreciate the mini-mudroom drop zone perfect for your bags, boots and hats! Upstairs you'll find an additional bedroom and a second media or lounge area. This space is ideal for guests or a quiet place to unwind. Enjoy the convenience of an outdoor shower, grill, fire pit and the nicely sized, partially fenced in yard. Fancy a stroll to town? It's just down the block with terrific shopping and dining. Enjoy all the amenities that make this shoreline town so popular and accessible, including access to Amtrak and the Shoreline East Train. Tenant: renters insurance, heat, electric, water and a one time end of lease cleaning. Landlord: all other utilities. No pets or smoking. A truly special place to hang your hat. July and August 2026. Also available September 15, 2026 - May 31, 2027 for 3K per month.

Direct Waterfront in desirable Harbor View Association with your own private dock! Amazing unobstructed sunset views in this 3 bedroom Ranch style home with 2 car garage. Steps to the Private Association Beaches and Clinton Town Beach! Set on a double lot that goes to the water, leading to your own private dock where you can fish, crab, kayak, or boat ride out to the open water of Long Island Sound in less then 5 minutes.

Academic Rental Late September -May 31, 2027. Charming 3-bedroom, ranch-style home in the Harbor View Beach Association. Large living room, 3 generous bedrooms, updated kitchen and bath just steps to the association beach.

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 exterior to its thoughtfully updated interior, every inch of this home invites you to relax, recharge, and rediscover the magic of a Fenwick summer.

Fabulous apartment available October 1st. Hardwood floors, a neutral paint palette, granite counters, stainless steel appliances, full bath, washer/dryer hookup and lots of natural light. Security cameras are mounted throughout the complex with bike racks and benches for tenants use. Two months security deposit required, credit check and no pets.

Now available, this colonial is warm and inviting with a nice amount of living space. A large living room has lovely built ins and a fireplace. A powder room with laundry are conveniently located on the first floor. There is a new kitchen with granite counters and stainless appliances, adjacent to that is a dining room and a step down family room with another fireplace. An extra large 2 car garage has a bonus room attached that would be great for a home gym. The second floor offers 3 bedrooms, a full bath and a primary bedroom with a full bath. Outside there is a wonderful large IPE deck great for outdoor entertaining in the quiet and serene yard.

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.

FANTASTIC LOCATION! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison. The first floor hosts a Living Room with fireplace, Dining Room, Den, Sunroom, Primary Bedroom (ensuite) and another bedroom with full bath access. The 2nd floor offers 2 bedrooms, a full bath and oversized Attic / storage room. The home has a two car garage, full unfinished basement, outside bluestone patios, level lot (great privacy in the back) and outdoor shower for post beach afternoons.... The entire interior has been painted and is ready for occupancy. This home is unfurnished and seeking a 6month - 1 year lease. This is a wonderful rental!

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.

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.

Academic Rental in White Sand Beach. Four Bedrooms and two full baths. Large front to back living room with wood burning fireplace. The dining room table can seat eight comfortably and the kitchen is fully applianced. The first floor laundry is just off the kitchen. There is an office/den just off the dining room leading to and outdoor patio. A short walk brings you to the beach and across the road are tennis courts, basketball court and play area.

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.

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.

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.

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.

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.

Welcome to your ultimate winter retreat! Available for rent for the very first time, this meticulously remodeled 3-bedroom Colonial offers an unparalleled blend of modern luxury, cozy comfort, and complete privacy. Every inch of this home has been thoughtfully designed and comes fully furnished with exceptional, high-end decor throughout. Step inside to find a bright and spacious family room featuring a generous dining area-the absolute perfect setup for hosting holiday dinners and warm family gatherings. The flexible floor plan is designed for convenience, offering comfortable first-floor bedrooms and an additional private bedroom suite on the second level. Outside, embrace the beauty of the season on your private side deck, complete with a cozy gas fire pit. Whether you're sipping morning coffee or stargazing on a crisp winter night, this space is designed for all-season enjoyment. Situated on 6.5 acres of serene, wooded land, you will enjoy ultimate peace and privacy while still being close to local winter attractions. This is not your average rental-it is a pristine, loved home waiting to host your perfect winter season. Just bring your toothbrush and move right in!

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.

CLEAN AND SPACIOUS 2 BEDROOM W/ LARGE EAT-IN KITCHEN / PAINTED AND REDONE HARDWOOD FLOORS / NEW REFRIGERATOR AND NEW ELECTRIC OVEN RANGE / HEAT, WATER & TRASH INCLUDED, PLUS A ONE CAR GARAGE!!! DOUBLE PANE INSULATED WINDOWS NICE OUTSIDE COVERED FRONT PORCH ~ I WOULD NOT WAIT ON THIS ONE!!

LARGE 2 BEDROOM APARTMENT WITH NEWLY REDONE HARDWOOD FLOORS / FRESHLY PAINTED / UNIT HAS IT'S OWN FULL SIZE STACK WASHER & DRYER / UNIT IS RANCH ON THE SECOND FLOOR

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.