luxury real estate for rent Connecticut, United States (page 5)

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.

DIRECT WATERFRONT in OLD GREENWICH Enjoy western facing views and gorgeous sunsets on this expansive 1 ACRE property close to Greenwich Point, schools, train, and Village of OG. Enjoy year round carefree living at this updated 4 bedroom home. Open floor plan with spectacular natural light throughout. Spacious gourmet kitchen w/adjoining family room w/fireplace and French doors opening to the oversized soccer field size back yard directly to the water. A large Living room w/fireplace, lovely dining room and office on first floor complete this ideal family retreat. A perfect home and location! Owner pays for Landscaping. Updated dock pending approval. Rental Terms: Annual: $25,000 Per Month

This classic circa 1800 antique farmhouse sits on a private 3-acre lot and is perfectly situated just minutes from the famed Litchfield Green, but worlds away. Featuring 2 bedrooms and 2 bathrooms with an additional flexible den space, this charming residence overlooks Butternut Brook and offers 1,608 square feet of comfortable living space. The property is surrounded by 200 acres of protected land, with 150 acres of immediately accessible walking trails right at your doorstep. Enjoy the serenity of private woodland exploration, seasonal wildlife viewing, and peaceful morning outings without ever leaving your neighborhood. This rare combination of pastoral privacy and trail access creates an unparalleled retreat setting while maintaining convenient access to Litchfield's historic town center, renowned dining, shopping, and cultural attractions.

New flooring and fresh paint throughout. Updated kitchen cabinets and countertops, new bathroom vanities and light fixtures. Adorable three bedroom, two full bath ranch style home with walk up attic for unlimited storage on a beautifully landscaped corner property in a convenient location minutes to everything. Cozy living room with oversized window and built in shelving. Large dining room plus a den with sliders to patio and a terrific rear yard. City water/sewer and all landscaping included. Strong credit is an absolute must. A cozy gem completely refreshed and ready for immediate occupancy.

Beautifully renovated half duplex, townhouse style unit located in Morris Cove, just steps from the Pardee Seawall Park! Newer vinyl laminate flooring throughout the main floor, upper level, and finished third floor. Updated kitchen with quartz counter tops, stainless steel appliances, and cabinets. Both bathrooms with quartz top vanities, and a full wall of a marble backsplash in the upper level full bathroom. Finished third floor flex space with skylights, and a basement with laundry and plenty of room for storage. Enclosed three season porch and a fenced in back yard. Close to Fort Hale Park, Lighthouse Point Beach, major highways, Yale, downtown, and so much more!

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.

Furnished Studio Apartment- Available May 15th- Sept 15th. The studio is graced with stunning views of Fence Creek, providing a picturesque backdrop to your daily living. Just steps away from the sandy shores of East Wharf Beach and the vibrant Madison town center, you'll have the best of coastal living right at your fingertips. Designed with efficiency in mind, the space features a queen bed that effortlessly converts into a couch, allowing you to maximize the living area during the day. The apartment is equipped with a modern split system to ensure your comfort in all temperatures, and the convenience of an in-unit washer and dryer adds to the ease of your stay. Whether you're seeking a tranquil spot to unwind or a base to explore the local attractions, this studio apartment is the ideal choice for a memorable summer getaway. Embrace the laid-back lifestyle of Madison and let the gentle sea breeze and calming creek views soothe your soul.

**Receive up to one month free when you lease in May** Gorgeous one-bedroom apartment on Main Street in a landmark, boutique building (one of only ten units). Located in the heart of New Canaan Village, it is ideal for a highly walkable lifestyle with easy access to shops, restaurants, and the train for a Grand Central commute. The residence blends old-world charm (1881) with luxury new construction (2023 renovation). Features include high ceilings, hardwood floors, and a modern, open-concept kitchen with new appliances (range, dishwasher, refrigerator). Enjoy new windows, a separate heating/cooling system with your own thermostat, and a spectacular common roof deck with seating and chaise lounges.

JULY &/OR AUGUST ~ Enjoy One or Two Months in Madison for 2026 at a Price you can't beat !! Summers in Madison are what they're cracked up to be !! Spend your Days one of 3 Local Manicured Sandy Beaches (East Wharf, West Wharf or the Surf Club) all located Directly on Long Island Sound. When the day is done, head Back Home for the Tranquility of this Country Cape on a Private and Secluded Hillside ~ Chill & Grill on the Outside Patio as the Sunsets over the Rear of the House. Take advantage of Sundays Free Concerts on the Green, Thursdays music events at Madison Beach Hotels The Grassy Strip and don't forget to pick up something Fresh on Fridays from The Farmers Market on the Green.

Over forty private wooded acres, a mountain stream, and hiking trails that lead to your own waterfall. This three-bedroom rustic stone cottage in the heart of the Litchfield Hills is the kind of country rental that's hard to find and harder to leave. A screen porch overlooks the running water, the living room has handsome exposed beams and opens to a covered porch, and wood-burning fireplaces make evenings in the formal dining room feel exactly right. One bedroom on the main level; the primary and third bedrooms up a level. The setting is quintessential Connecticut, located off a scenic country roads lined with antique homes. Macedonia Brook State Park at your doorstep, the village of Kent just minutes away, Metro-North is close by, and New York City just two hours away.

Great South Wilton location and award winning Wilton schools! Move right into this bright 3 bedroom ranch style unit with 2 full baths; sun filled eat-in-kitchen with vaulted ceiling, skylight, and dining area; large living room; plus den/office with laundry - all conveniently on one level. This rental includes the use of the one car garage and pull-down attic storage; plus includes electric, water, hot water, trash, landscape, mowing, plowing, and maintenance of the furnace. Tenant to pay for oil and cable only. Pets considered on case by case basis. Tenant has use of the front and side yard (backyard for the other unit). Available immediately!

Experience the quintessential summer lifestyle in this light-filled 2-bedroom, 2-bathroom modern beach cottage, designed for those who value sunshine and salt air. Perfectly situated just steps away from private beach access, this home is the ultimate retreat for relaxation and coastal adventure. A private oasis for summer BBQ's on the beautiful deck, central air, Newly renovated. Outdoor shower for when you return from the sandy beach. AVAILABLE JUNE - $7,000, JULY - $10,000, AUGUST - $10,000

Lovely Furnished Summer Rental available in the Ferry Landing District of Hadlyme. The perfect spot to escape and enjoy the Lower Connecticut River Valley and everything it has to offer. Take the Hadlyme Historic Ferry over to Chester Village to enjoy great restaurants, art galleries, and ice cream! The Gillette's Castle with extensive walking paths is a stones throw away. Kayaking, and boating is available to you at the Ferry Landing boat launch. Lyme is home to miles of hiking trails throughout the town and connecting to open space and traveling beyond it's borders. Golf & Tennis is available in the area. This property requires a 2 month minimum with the ability to lease May-September. (with premium during July & August) Charming, thoughtfully renovated colonial furnished with family antiques yet has all of today's amenities and is on the National Historic Register. Open-plan chefs kitchen with family room, casual dining and gas fireplace. Fabulous pantry/laundry room, Formal Dining, Living room with piano, front sitting room with half bath. Upstairs are 3 generous bedrooms with ensuite baths. Handsome wide board floors with tile bathrooms.This home is exquisite and filled with warmth, you will feel at home. Many more details to share. Landlords live in proximity of this gatehouse, on private estate.

RESERVE YOUR MONTH AT THE BEACH IN MADISON ! RELAX IN THIS VINTAGE 3-BEDROOM DORMERED CAPE W/ STUNNING SCREENED PORCH ~ SET IN PRIVATE SANDY BEACH COMMUNITY A SHORT WALK TO THE BEAUTIFUL WAVES OF LONG ISLAND SOUND ~ HOME IS PRESENTLY AVAILABLE FOR THE FULL MONTH OF JULY

A quiet country lane near the Lake Club (pool lake and tennis club) introduces this lovely Colonial set back on a beautiful, level property. The desirable open floor plan encompassing a warm and inviting kitchen and family room w/ a stone fireplace encourages lingering and relaxation. The gracious living room also with a fireplace and an expansive dining room are perfect for more formal entertaining. A large bonus room, 1st floor office, laundry and mudroom complete this level. The master suite enjoys a full bath and walk-in closet. Down the hall are three additional bedrooms and large hall bath. Finished walk-out lower level. Convenient location.

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

Located on one of the most picturesque streets in Riverside and part of the Willowmere Waterfront Association. This classic center hall colonial offers over 3200 square feet with generous living spaces including a formal dining and living room, sunroom and family room adjacent to the well-appointed galley kitchen. 4 bedrooms and 3 full bath. An oversized bluestone terrace overlooks a beautiful level half acre with western exposure. You'll love going home to this special neighborhood. Rental Terms: Annual: $16,000 Per Month

STILL AVAILABLE FOR LAST TWO WEEKS OF AUGUST! Panoramic vistas of Long Island Sound and the East River create a breathtaking backdrop for this sophisticated Madison waterfront retreat. Designed for elevated coastal living, the sun-drenched open floor plan flows effortlessly from the main living spaces to expansive water views beyond. Offering 3 bedrooms and 3 full baths, the home comfortably accommodates 8+ guests with thoughtful design and generous gathering spaces. Enjoy easy access to shoreline beaches, perfect for morning swims and evening strolls along the water, while the private heated pool provides a serene setting for long summer afternoons under the Connecticut sky. Available weekly for the last TWO weeks of August at $8,000 per week. A rare opportunity to experience Madison's shoreline lifestyle at its finest - where timeless waterfront beauty meets effortless summer luxury.

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.

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.

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 15, 2026 to May 15, 2027.

Sharon, CT - Nature is your neighbor in this welcoming 3BR/1.5BA home tucked among tall trees and rolling hills for tranquil, picture-perfect living. Enter via an open kitchen with ample cabinets and counter space, plus a brand-new energy-efficient wood-burning stove. Adjacent is the airy living room with cathedral ceiling and skylights that flood the space with natural light. Beside the Livingroom, the first-floor primary bedroom enjoys its own private outdoor entrance. The main level also includes a full bath with linen closet, a laundry room, and a storage room. Upstairs are two generous bedrooms with large closets and a spacious half bath with linen closet. Propane utilities and the wood stove help keep heating costs low. Live peacefully in Sharon with hiking minutes away at Sharon Land Trust and the Sharon Audubon Center, and performances at the Sharon Playhouse. Swim at Mudge Pond; shop local at Sharon Market; enjoy meals at Troutbeck, Le Gamin, Pigs Fly South, or light fare at JP Giffords. Engage the community at Hotchkiss Library. You're ~10 minutes to Sharon center and ~5 minutes to Cornwall Bridge, with a hospital in town. Nearby villages-Millerton, Cornwall, Kent, Lakeville, and Salisbury-offer charming cafes, antiques, waterfalls, trails, private schools, and Lime Rock Park (Millerton is within 10 miles). Explore art at Standard Space (Sharon), Geary Contemporary (Millerton), and the Wassaic Project. Your new home awaits!

AVAILABLE JUNE 1ST: Fabulous apartment in a great location within minutes to I-95, Hammonasset State Park and Clinton Beaches. Hardwood floors, a neutral paint palette, granite countertops, stainless steel appliances, 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, no pets & no smoking.

Live Elevated at The Loren @ King Street--ultra-luxury one-bedroom, single-level living at its finest. This impeccably designed residence offers refined finishes, a chef-caliber kitchen, and a spa-inspired marble bath with bespoke vanity. Enjoy effortless living with no steps and seamless flow throughout. Indulge in five-star amenities including white-glove concierge, 24-hour security, valet parking, state-of-the-art fitness center, and an elegant resident lounge with fireplace and large-screen TV. A rare opportunity to experience premier Greenwich living in a full-service building. Rental Terms: Annual: $7,500 Per Month

SUMMER SEASONAL RENTAL - Available 7/1/26 to 8/23/26. 4 week minimum preferred. Rent is $9K per week. Looking to escape the city for a countryside retreat in a private setting that provides plenty of room for entertainment, an in-ground heated pool, tennis court, golf chipping area and firepit seating? Look no further...Experience all that summer has to offer at your own private summer camp. Sprawling 5 bedroom, 5.5 bath country ranch on 4+ private acres. Spend warm summer days by the pool, host your own tennis tournament or play games on the rolling lawn. Enjoy relaxing summer nights dining al fresco by the pool or watching shooting stars sitting by the firepit - life doesn't get better than this. Many recent updates to this home give it a chic modern vibe.