luxury properties for rent Connecticut, United States

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

Still available June 1 - June 11 and July 16 - July 31! Daydreaming about waking up 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 fourteen 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. Outside, sun, sand, and saltwater air await you! This is the perfect place to be this summer - schedule your private viewing today!

Rarely available! This historic 1860 Essex Village waterfront home is nestled on a quiet lane with direct waterfront on Middle Cove. Step back in time and experience the charm of this Vintage home, complete with many original features, while still enjoying modern amenities and updated appliances. The home boasts original wood floors, a stunning floor-to-ceiling bay window in the living room, and a built-in hutch with a Butler's Pantry in the dining room. Upstairs, the primary bedroom is a spacious two-room suite, accompanied by an additional bedroom and bath. The semi-finished lower level, reminiscent of a cozy tavern room, provides walkout access to the patio, backyard, and waterfront. View stunning sunsets over Middle Cove! Relax on the inviting front porch or take a short stroll to the Griswold Inn, Noah's, the Black Seal, and an array of charming shops, yacht clubs, and marinas. The barn outbuilding is not included in the rental. No pets, no smoking. Minimum 1-year lease. Conveniently located halfway between New York and Boston. You will love living in one of the Historic Homes of Essex Village!

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.

Lovely and charming home rental in the Cranbury Park neighborhood. Exceptionally well cared for, recently updated and clean as a whistle. Move-in condition. Features three bedrooms on the upper level and a room on the main level which has been used as a bedroom in the past. Washer/dryer is in the basement, and there are also hookups on the main level. Unfinished basement provides additional storage space. Enjoy the pleasures of the outdoors on the lovely front porch and the enclosed rear yard. Convenient for a short bike ride to Cranbury Park and to all local amenities. No pets, no smokers and tenants must carry liability insurance.

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

Beautifully situated 4-bedroom, 4.5-bath New Canaan home tucked away on nearly 5 acres of wilderness bordering Grupes Reservoir. The home has a welcoming, gracious flow from the entryway to the expansive, vaulted-ceiling great room. Windows to nature, a breakfast bar, top-of-the-line appliances, and custom cabinetry are just a few attributes that make this home so enjoyable. The large wet bar/butler's pantry is perfectly situated for entertaining. The second floor boasts 4 sizable bedrooms, two of which are en-suite, an alcove home office/play area, and a shared bathroom. There is a full bath with a shower stall in the mudroom which is perfect for leaving the outdoors at the door. The added feature of this home is a large, light-filled family room/office. The property is nestled in the woods so you can enjoy the pool in complete privacy, hike the nature trails to the reservoir, watch the seasons change from the expansive patios and terraces, and enjoy all that this nature lover's paradise has to offer. Tenant pays for opening/closing of pool and weekly cleaning costs.

Enjoy a 1 month vacation in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the views. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Rental available starting July1-August 12 ONLY! Price for 6 weeks $45,000 Minimum 24 hour notice to view.

Charming 3-bedroom, 3-bathroom, cottage on a private 14-acres with a heated saltwater gunite pool, guest cottage, lovely grounds, and perennial gardens. Ideally located, this country retreat offers easy access to NYC via Metro-North, Bulls Bridge Golf Club, and the shops and restaurants in Kent's village center. The main home features a light-filled kitchen with an eating area, a spacious living room with a fireplace, and a primary bedroom suite on the main floor. There is an additional bedroom on the main level and another on the upper level. This property is available as a furnished summer rental for the month of August for $15,000.

A rare opportunity to experience daily enjoyment of what many call the best view in town. For years local residents have flocked to the top of Tanner Hill Road for the best vantage point of Warren's 4th of July fireworks show, and that same postcard worthy scenery overlooking Lake Waramaug and Hopkins Vineyard can be admired from nearly every space in this charming Colonial home. Enter into the sun filled living room equipped with a wall of Western facing windows, a gas log fireplace, built ins, and access to the covered deck. Adjacent are the kitchen and dining room, each with their own dining tables and doors leading to the spacious screened in porch. On the opposite end of the main level is the primary bedroom with an ensuite bathroom, plus a powder room and laundry room. Upstairs are two additional bedrooms, the larger one featuring the stunning view, both of which have great closet space and access to the second full bathroom. Outside, a breezeway connects the home to the 2 car garage equipped with an EV charger. Beautiful mature plantings and trees surround the two structures, creating a country cottage setting worthy of a magazine feature. The popular nearby towns of Washington Depot, Litchfield & Kent can all be reached in 10-20 minutes. Only 30 minutes to Metro North trains and 2 hr to NYC!

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.

WONDERFUL 4 BEDROOM VINTAGE SUMMER HOME, AVAILABLE FOR THE MONTH OF AUGUST 2025. Renovated but with old world charm - plenty of gathering areas for family and friends in Living Room, Dining Room, Sun Room and outdoor patio. Kitchen was renovated, along with 1st floor bath, house has new exterior shingles, new outdoor shower (for the post beach days), new septic. Located in the coveted (and private) Overshores Beach Assoc. Easy access to downtown Madison and I-95. Your idyllic summer awaits!

SEEKING A 3 BEDROOM FULLY FURNISHED ACADEMIC RENTAL IN A MADISON BEACH COMMUNITY? This lovely home, located in the Neck Road area of Madison, with beach rights, is filled with old world charm but with modern conveniences - large Living Room is the entire front of the home, over looking a screened in porch. There is a dedicated Dining Room, 1st floor Den (office) with pull out couch and access to a renovated full bath and oversized Kitchen. The three bedrooms are on the 2nd floor with a hallway full bath. The neighborhood is one of the most sought after in Madison; Assoc beach is 2 minute walk, surrounding streets provide plenty of walking / running opportunities, neighborhood is quiet and quaint. The home is close to Town, close to I-95 and easily accessible to all other amenities the Town has to offer. House is available from September 1, 2025 to June 30, 2026.

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.

Nestled in a picturesque neighborhood just minutes from beautiful Compo Beach, Longshore Golf Club and downtown Westport, this charming (3 bed + office) summer home is the perfect escape for those seeking a luxurious yet relaxed retreat. With stunning landscaping, expansive living spaces, and a sparkling heated salt-water pool, this property offers the best of coastal living. Enjoy entertaining in the fenced in backyard complete with a patio, grill and outdoor TV. Across the street there are public pickleball courts, tennis courts and baseball fields. Located a few blocks away from downtown Westport, the home is the perfect in-town location! Easy commute to NYC via Metro North. Your summer playground is ready for you! Available for the month of July only.

AVAILABLE FOR THE MONTH OF JULY. Embrace Coastal Serenity in a Fully Renovated 5 bedroom, direct waterfront Estate! Discover the epitome of waterfront luxury in this exquisite Clinton, CT residence, where historic charm meets modern elegance. Nestled on a generous .51-acre lot, this multi-level home boasts of a direct waterfront access with a private beach. Historic 1912 Build, and meticulously renovated. Experience the perfect blend of timeless architecture and contemporary updates. A spacious primary suite (with private balcony!) and two additional bedrooms on the second floor, plus two bedrooms and a rec room on the third floor, provide ample space for family and guests. Step outside to enjoy multiple decks with a panoramic view of Long Island Sound and private beach access for tranquil waterfront living. A spacious Living Room with a fireplace, formal Dining Room, light filled Great Room, and a Sunroom offer diverse areas for relaxation and entertainment. This property is a rare gem, offering a waterfront lifestyle coveted by many but enjoyed by few. Whether basking in the warmth of your fireplace or soaking up the sun on your private beach or deck, this home is a sanctuary for those who seek a blend of luxury and tranquility.

Summer furnished rental! Come out to the country and enjoy this beautifully updated, spotless and spacious colonial style home, fully furnished for all your needs. Plenty of room to work remotely (upstairs or on the first floor) and a large level backyard to enjoy the outdoors. Enclosed porch and large patio overlooking gorgeous and private back yard. Convenient to Wilton center, take a train to NYC, enjoy Merwin meadows lake and playground with the little ones, 15 minutes to Westport beaches or walk the Norwalk valley river trail. Room for four people to relax and enjoy the summer months. First floor has living room with fireplace, office with beautiful windows to view the outdoors, stunning new eat in chefs kitchen as well as formal dining room. Large family room is bright with cathedral ceiling and two desks for remote learning. Finished lower level recreation/play room has ping pong table and play area. Term is flexible!

Enjoy country living in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the views. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. Snow skiing is near at Mohawk Mountain with Berkshires close by. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Rental available starting Available September 1, 2025 for one year minimum. Minimum 24 hour notice to view.

A very short distance to everything you could want or need in Montauk. This lovely home offers the ultimate coastal lifestyle with a modern beachy feel. There are three spacious bedrooms (2 ensuite) plus a dedicated office and 3 full bathrooms. The open concept living area is bathed in natural light enhancing the airy, relaxed atmosphere that defines this beachside compound. Dining table easily can accommodate up to 10 so entertaining is a breeze! The (inside) kitchen is charming, functional and stocked with everything any chef could desire. The only things it lacks are a 6 burner gas grill and a large pizza oven but those are part of the outdoor kitchen! The outdoor space is fully fenced and includes a large yard, an outdoor dining area and a fire pit seating area overlooking the property. There is a second structure on the property which provides a great bonus room suitable for exercising, reading, game playing or just quiet relaxation away from the main house. This home has undergone a number of upgrades over the past year including a new A/C system, new appliances, poured concrete floors throughout, updating of the outdoor kitchen and all new furnishings in the home.