luxury properties for rent Connecticut, United States (page 3)

ANNUAL RENTAL - FURNISHED OR UNFURNISHED WATERFRONT HOME. Come and enjoy year round this classic New England waterfront home located in coveted Sachems Head with room for everyone- especially your four legged family members. This wonderful home offers a lifestyle for your whole family to enjoy. There are water views from most every room as well as beautiful outdoor spaces to sit and enjoy the serene surroundings. Private, sandy beach area brings so much value to this home!Classic charm throughout offering 3 bedrooms and two full baths and an outdoor shower. Office area with panoramic water views and a 4th possible sleeping nook are located on the main level. Sweet kitchen opens to the dining area with access to the laundry room and the first of the full baths. Second level offers the primary bedroom with stunning views and two additional bedrooms and a full bath with tub. New composite deck with automatic awning is a perfect place to relax with a good book and take in the sights and smells of the ocean. Gated dog run is an added bonus not typically found in a yearly rental. Enjoy outdoor living well into the fall and again in the early spring with the deck, patio and expansive yard that opens to the Sound. Tranquility at its best and the spectacular summer beach months are just an added bonus!

Charming 3-4 Bedroom Rental in Desirable Darien Water Community - $5,800/month Welcome to this inviting 3-4 bedroom, 2 full bathroom home in a sought-after Darien water community. Perfect for families or anyone seeking a blend of comfort and coastal living, this well-maintained residence offers flexible space to suit your lifestyle. The private, fenced-in backyard provides a safe haven for the family and pets to play, while also creating the perfect setting for outdoor dining and relaxation. Enjoy easy access to Holly Pond-just a short walk from your door-where you can embrace the waterfront lifestyle that makes Darien so special. This home combines practical living spaces with the lifestyle you've been dreaming of, all in one of Fairfield County's most desirable communities

198 Hemlock Hill Road, New Canaan, CT. Perfectly blending classic charm with high-end amenities, this home offers a private summer escape, just moments from the heart of town on desirable Hemlock Hill. Enjoy 2.5 acres of sweeping lawns and secluded pool. This special property offers many lovely outdoor spaces to enjoy, the inviting covered porch, complete with Adirondack chairs and dining, convenient stone terrace with wood burning fire pit and of course, poolside relaxation. This private pool retreat features a seasonal changing cabana with outdoor shower, half bath and laundry facilities. Warmth and charm welcome you indoors. The well appointed kitchen and family room are open and inviting, the nucleus of this home. A sunny breakfast nook and fireplace complete this gathering space. Four additional fireplaces, including the private wood panelled study, library, living room and primary suite. The primary suite has tray ceilings, door to deck, lovely bath and a handsome fireplace. There are 3 additional bedrooms (one ensuite) and two baths on the second floor. On the third floor, two more delightful bedrooms and bath, ideal for guests or a quiet getaway. Enjoy a peaceful summer in New Canaan on Hemlock Hill!

All-inclusive furnished rental. Available: Winter- 3 month min. $8000/month. Summer Season- Memorial Day thru Labor Day $65,000/season. Summer monthly- $25,000/month. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

Warm and inviting, this bright and sunny home features charming hardwood floors throughout, freshly painted interiors, and thoughtful built-ins that showcase its timeless character. The updated kitchen boasts stainless steel appliances and new quartz countertops. A large mudroom with laundry and abundant storage adds everyday convenience, while the walk-up attic provides even more room for seasonal items. Cozy up in the living room, where a classic fireplace creates the ideal setting for reading, relaxing, and quiet evenings at home.Outside, the welcoming covered porch offers a peaceful place to enjoy morning coffee or unwind at the end of the day. The detached two-car garage adds practicality, and the surrounding property delivers plenty of privacy, natural beauty, and room to roam.With its double staircase, charming details, and tranquil setting, this 3-bedroom, 2-bath gem is a truly lovely home that balances history, comfort, and character.

Available for April, May and June at $12,000/mo. Could be available year-round at $7500/mo or Academic at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ, inviting fireplace, luxurious steam shower in primary bathroom, outdoor shower, and more. Perfect for entertaining, with room for everyone!

Year-round at $7500/mo or Academic at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ, inviting fireplace, luxurious steam shower in primary bathroom, outdoor shower, and more. Perfect for entertaining, with room for everyone! Also available for April, May and June at $12,000/mo and or July and August for $20,000.

July is available at $20,000/mo. August has been rented. Also available for April, May and June at $12,000/mo. Academic available at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ, inviting fireplace, luxurious steam shower in primary bathroom, outdoor shower, and more. Perfect for entertaining, with room for everyone!

Live the Good Life in Historic Essex Village! This beautifully renovated 3 level apartment in an 1880 duplex home blends timeless charm with modern design in the heart of the Connecticut River Valley. Thoughtfully reimagined with an architecturally designed open floor plan, the light-filled first floor features soaring 9+ foot ceilings and generous spaces for living, dining, and entertaining. The stylish kitchen boasts stainless steel appliances, granite countertops, and crisp white cabinetry. A full bath completes the main level. Upstairs, the private primary suite offers a serene retreat with its own full bath, dressing area, and a wall of closets. The third floor provides flexible space-ideal for a home office or storage. Comfort is ensured with split-unit AC/heat on all levels and efficient oil-fired hot water heat on the first and second floors. Laundry is conveniently located in the basement. Relax on your private backyard patio. Just steps from your front door, enjoy Essex's unique shops, fine dining, scenic marinas, and the beautiful Connecticut River. Perfectly situated midway between New York and Boston, this is Village living at its very best!

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!

Be the first to rent this newly renovated in-town charmer. NEW Kitchen and Baths! Vintage details with modern amenities. Extraordinarily convenient location - STEPS to train, supermarkets, town and all amenities. Award winning schools. Access thru the back and side yard to avoid front steps. This is an amazing offering that has it all!

Now available for rent, this quintessential, fully renovated, New England Gambrel Colonial is nestled on a half-acre and located on a quiet cul-de-sac in the scenic shoreline town of Old Lyme. This four-bedroom home with gleaming refinished hardwood floors, has been fully updated and offers the best of coastal living, situated just minutes from Old Lyme Village, Long Island Sound, Black Hall River Marina, and White Sands Town Beach. This property offers the best of coastal living where breathtaking sunsets, sandy beaches, and endless water activities are right at your doorstep. Whether it's kayaking, paddle boarding, fishing, boating, or simply enjoying nature, this location is perfect for creating lasting memories. Fully repainted and designed for both comfortable entertaining and everyday living, the new spacious eat-in kitchen flows seamlessly into the inviting dining room. Sliders lead to a private deck overlooking the expansive backyard, which is ideal for summer barbecues, relaxing, or recreation. The main level also offers a living room, a new full bathroom, and a bedroom, providing flexibility for guests, multi-generational living, or a home office. Three bedrooms and a new full bath complete the second level. Experience the beauty, comfort, and lifestyle of Old Lyme's shoreline.

Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a spacious living room with a fireplace, and a primary bedroom suite on the main floor. An additional bedroom is located on the main level, with a third bedroom upstairs. Ideally situated for convenience and tranquility, this home offers easy access to NYC via Metro-North, is moments from Bulls Bridge Golf Club, Mohawk Mountain Ski Area and close to the shops and restaurants of Kent and New Preston village centers. Available 8/16 through Labor Day, Academic Term, Annual Rental.