28 properties for rent in Sachem Head

Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original'porthole' windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship's cabin, creates an unforgettable atmosphere for entertaining. The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second flo

Welcome to 14 Island View Ave-a masterfully redesigned coastal retreat nestled in the heart of highly desirable Pine Orchard. Spanning 2,100 square feet, this thoughtfully renovated home seamlessly blends modern luxury with relaxed shoreline living. Boasting 5 spacious bedrooms and 2.5 beautifully appointed baths, the residence features a bright, open floor plan optimized to capture gorgeous, unobstructed water views. Every detail has been meticulously curated during its full remodel, offering an unparalleled turn-key experience in one of the area's most coveted neighborhoods

This rare opportunity to reside in the renowned Hotchkiss Grove community providing access to the private sandy beach, where residents can enjoy the serene waterfront setting & the natural beauty of the surrounding area. The charm & character of this circa 1938 home, combined with its exceptional features and idyllic location, ideal for those seeking a peaceful and luxurious coastal lifestyle. Approximately 2,015 SF, 3 Bed, 2.5 Bath house is situated on a corner lot. Upon entering, you are greeted by an inviting entryway; hardwood flooring flows throughout, complemented by abundant natural light that creates a warm and cozy atmosphere. The living areas boast a cozy fireplace, and access to 3 season screened in porch perfect for relaxing. The kitchen is a true chef's delight, featuring GE Cafe appliances, granite countertops, & custom cabinetry. The eat-in layout provides a wonderful space for casual dining & meal preparation with swinging door to a formal dining room. The primary bedro

Adorable 2BR Ranch filled with character & charm! Spacious LR with gleaming HW floors, fireplace and built-ins. Sparkling, freshy painted eat-in kitchen, two good size BRs, also with HW floors, family room of office off kitchen and full bath on main level. A very versatile floorplan, full basement with laundry, half bath semi-finished space for work out area & good storage. There is also a garage under but smaller. Beautiful country setting close to Branford Center, Restaurants, Foote Park and more! Landlord allows access to beach on Limewood Ave. Via other property owned. Security deposit $3,200.00. excellent credit a must no pets or smoking allowed

Riverside Retreat in the Heart of Guilford Escape to your own private sanctuary in this thoughtfully updated top-floor end unit, where the gentle sounds of the nearby river create the perfect soundtrack for daily life. Tucked away in a well-maintained boutique community, this serene haven offers the best of both worlds-peaceful riverside living with downtown Guilford just steps from your door. Wake up each morning in your private bedroom retreat, then start your day with coffee on your own deck overlooking lush woods and landscaping. The heart of the unit features a charming galley kitchen with granite counters, flowing seamlessly into a dining area perfect for intimate meals. Evenings come alive in the beamed living room, where you can curl up by the crackling wood-burning fireplace after a sunset stroll along the river's edge or an invigorating bike ride through the neighborhood's scenic pathways. This coveted corner location ensures ultimate privacy, with mature trees and thoughtful

1 Bedroom, 1 Bathroom Apartment For Rent. 1000 Sqaure Feet. $2300/Month, $4600 Deposit. Additional Storage|Storage Space|Hardwood Flooring|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances. 15 Green Hill Rd, Unit 15, Madison, CT 06443

Experience luxury living at The Residences at 66 High Street. Ideally located just steps from the historic Town Green with its charming restaurants, cafes, boutiques, coffee shops and library. Serene setting overlooking the scenic salt marsh and Long Island Sound. This two bedroom, three bath unit has been thoughtfully designed with an open floor plan featuring soaring ceilings, brick walls and premium finishes throughout. The gourmet kitchen boasts Wolf and Sub-zero appliances and generous cabinets/drawers. Custom built-ins surround a welcoming gas fireplace. Nest dual zone heating and central air. Radiant heated bathroom floors. Sonos system on first floor and bluetooth enabled speakers in bathrooms. Walnut flooring. Well equipped laundry room. Private garage and one assigned parking spot. Large private deck off the second floor, perfect for entertaining or relaxing. Natural gas, city water. This exceptional community offers unparalleled amenities including a fully equipped fitness-c

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 (ju

Welcome to this cottage set slightly behind a luxurious home on 3-acres in Branford. This smart cottage comes furnished for the person that just wants to bring a few things and move right in. All utilities included. Internet, electricity, water and a generator. It offers a spacious kitchen with granite countertops and stainless appliances. The open floor plan offers an eat-in area off the kitchen (with washer & dryer under the counter), a gas fireplace & sitting area. There is a living room with a smart TV on the wall. Cathedral ceilings, skylights and a ceiling fan add to the airiness of the home. The bedroom has a king-size bed, dresser and generous closet with built-ins. Mahogany floors and a full bath complete the first floor. The loft area is accessed by a spiral staircase and has room for another closet and storage. This is being offered as a year-round lease or short term at a higher monthly rent depending on the time frame. The owner is requesting credit report, references & li

Welcome to 98 Limewood Avenue, a stunning house nestled on the beautiful shores of Branford, CT. This beachfront property offers the perfect blend of relaxation and luxury. Be captivated by the private beach access, where you can feel the sand between your toes and immerse yourself in the gentle waves of Long Island Sound. And if that's not enough, imagine basking in the sun or hosting unforgettable gatherings on your very own rooftop deck, with breathtaking views that stretch as far as the eye can see. The interior of this house is just as impressive as its surroundings. The remodeled kitchen boasts exquisite granite countertops, complemented by sleek stainless steel appliances and ample storage. On the second floor, you'll find a primary bedroom with a wall of windows overlooking the ocean, creating a serene oasis to unwind after a long day. An adjacent remodeled bathroom adds to the convenience and elegance. Another gorgeous bedroom awaits you on this level. On the top floor, you'll

Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2 1/2 bathrooms, screened-in porch, new deck, and a private backyard. Unwind and relax in a gorgeous house overlooking a golf course. Enjoy a short stroll to Madison village, central air beautifully finished hardwood floors, brand new appliances, and new furniture. With one king-size and four queen-size beds, the property easily accommodates ten guests. This wonderful home is a true gem that offers comfort and a lifestyle. First availability Academic year 9/1/2027 to 5/30/2028

Welcome to Riverside Crossing! This stunning new construction features a chic, modern building with 12 luxury units, all backing up to the beautiful Branford River and marsh. Enjoy picturesque views while being just seconds away from the town center, train station, shops, and restaurants. This particular unit boasts 2-bedroom with an office, complete with 2 full bathrooms (one connected to the master), Gorgeous custom shades and garbage disposal (neither of which the other units have). Enjoy the convenience of in-unit laundry, energy-efficient heat pump/central air, and charming Juliet balconies. The spacious, bright open floor plan offers flexibility for modern living. The top-of-the-line kitchen includes Quartz countertops and stainless steel appliances. The building features both front and rear stairs as well as a central elevator. There are 9 indoor garage parking spots available on a first-come, first-served basis for an additional $50/month, plus ample parking in the main lot. An

3 Bedroom, 1 Bathroom Apartment For Rent. 1010 Sqaure Feet. $2995/Month, $2995 Deposit. Dish Washer|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Water Included. 267 Warpas Rd, Madison, CT 06443

2 Bedroom, 2 Bathroom Apartment For Rent. 1896 Sqaure Feet. $2700/Month, $2700 Deposit. Balcony|Private Balcony|Dish Washer|Hardwood Flooring|Heat|Pool|Wireless Internet|Washer/Dryer|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Water Included. 104 Granite Road, Unit 104, Guilford, CT 06437

2 Bedroom, 1 Bathroom Apartment For Rent. 1427 Sqaure Feet. $3095/Month, $3095 Deposit. In-unit storage|Refrigerator|Dogs ok|Cats ok|Carpet floors|Stove/oven. 56 Sperry Dr, Guilford, CT 06437

Great location! Located in the center of Guilford, walk to Guilford Green, Post Road, CVS shopping centers and I95. End unit with a fence providing a great privacy. Southern exposure, sun-filled spacious living area with vaulted ceiling, balcony overlooking the swimming pool, a loft perfect for an office or an additional guest bedroom. Kitchen on the same level with lot of space for dinning. Wide pine wood floors throughout the entire up level. Main level has 2 bedrooms and a full bath. Brand new windows. The unit is ready to move in. A small dog is acceptable. Washer/dryer in the unit. Moving-in date: September. A unfinished basement around 400sf with separate entrance in lower level. Swimming pool opens in summer. Minutes drive to Guilford Green, library, downtown restaurant, stores and beaches. Generous storage in the back of the building, next to the swimming pool. Move in anytime

Experience the beauty of waterfront living at this charming coastal retreat, perfect for year-round enjoyment. This 3-bedroom, 2-full-bath home offers approximately 1,560 square feet of comfortable living space with expansive windows showcasing breathtaking water views and bringing in abundant natural light. The thoughtfully designed layout features a full updated kitchen, inviting family room, dining area, and a centrally located stackable washer and dryer for added convenience. Enjoy peaceful mornings, relaxing evenings, and the ever-changing beauty of the shoreline from this exceptional waterfront setting. Whether you are seeking a serene year-round residence or a special coastal getaway, this home offers the perfect blend of comfort, convenience, and New England charm. Owner occupied

Historic Charm Meets Modern Luxury: Carriage House Living in Downtown Guilford Experience the quintessential Shoreline lifestyle in this stunning, light-filled carriage house at 200 Whitfield Street. Tucked privately away in heart of downtown Guilford, this unique residence seamlessly blends historic architectural character with high-end, contemporary updates. Step inside to breathtaking open-concept living defined by soaring post-and-beam vaulted ceilings, exposed timber trusses, and rich wide-plank hardwood floors. The sun-drenched main space features skylights, expansive windows, and a chef's kitchen complete with white shaker cabinetry, sleek dark countertops, a gas cooktop island with breakfast bar, and stainless steel appliances. The living space flows effortlessly to a pristine, updated full bath featuring a custom tile and glass walk-in shower, alongside a convenient dedicated laundry and storage room. Every corner of this property radiates historic warmth, style, and total com

Renovated 2-bedroom, 2-bathroom cottage for rent at 98 Union Street in Guilford, Connecticut. Walking distance to Guilford Green, the town center, restaurants, and shops. This shingle-style home, named'Seascent, pairs a classic Shoreline exterior. White siding, picket fence, and blue front door. With a fully updated interior. The open-concept main level features vaulted ceilings, hardwood floors, and a chef's kitchen with a navy blue island, quartz countertops, stainless steel French-door refrigerator, gas range, and stainless range hood. Globe pendant lighting hangs above the island, and a built-in banquette dining nook and living area with sectional seating complete the main floor. A built-in ladder leads to a loft space, adding flexible square footage above the living room. The primary bedroom offers a vaulted ceiling, shiplap accent walls, and a walk-in closet-ready dresser wall. A second bedroom provides comfortable guest or home-office space. Both full bathrooms have been updated

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 wit

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

Two Bedroom 1.5 Bathroom Townhouse Available Walking Distance From Downtown Branford. This Lovely Unit Is Accented With Wide Plank Laminate Flooring, Fresh Paint, Full Eat in Kitchen With Stainless Appliances, Quartz Counter Tops, and A Slider Onto A Private Deck Overlooking The Salt Marsh. The Second Level Offers Two Spacious Bedrooms and A Full Bathroom With A Tub Shower. Laundry in Unit. Plenty Of Parking and Heated Sidewalks. Immediate Occupancy On This Unit. Inquire About Pets. Credit Check and References Required

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 proper

Available this september 1 to june 30, 2027. Partially furnished. Painted all white. Newer refinished hardwood floors! Newer bathroom! This open concept 2 bedroom home, hardwood floors, and located in one of the best beach Associations off Neck Road, is perfect for 1-2 people. Fabulous deck off the back of the home provides a perfect place to enjoy a book or glass of wine. Absolutely NO pets, no smoking. Owners retain use of the garage. Come enjoy the academic term by the shore!

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

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,

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

3 Bedroom, 2 Bathroom Apartment For Rent. 1700 Sqaure Feet. $3575/Month, $0 Deposit. Additional Storage|Storage Space|Dish Washer|Hardwood Flooring|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Central Air|Central Heat|Water Included|Laundry In Building. 75 George Street, Guilford, CT 06437

List price is per week. Looking for a short-term getaway? This beautiful property is available for weekly rentals, making it perfect for vacations, remote work escapes, family visits or temporary housing. FULLY RENOVATED in 2021, this furnished, open concept cottage combines the living room, kitchen and dining area and has a separate bedroom and full bath. Walk/bike to downtown; driving takes under 5 minutes to Downtown and ranges from 5-10 minutes to area beaches. Amenities include 2 split HVAC systems; dishes, utensils, small appliances plus oven/stove, microwave, dishwasher, full-size refrigerator, washer and dryer; linens and towels. Discover the world-renowned R.J. Julia Booksellers, Madison Art Cinema, boutiques, farmer's market, cafes and restaurants. Madison is about 2 hours from Midtown Manhattan and Boston and is 18 miles east of New Haven/Yale. (Note: Listing Agent is related to Owner/Landlord)

1 Bedroom, 1 Bathroom Apartment For Rent. 900 Sqaure Feet. $2150/Month, $0 Deposit. One year lease|Dogs ok up to 25 lbs. 2 Short Beach Road, East Haven, CT 6512