luxury real estate for rent Connecticut, United States

A TRUE MADISON WATERFRONT (No street or HOA in front) FOR JUNE 20th - JULY 7th. 17 Days including the JULY 4th WEEK to enjoy America's 250th Birthday & Madison's big celebrations; Concert on the Green, Parade, Fireworks & more! With incredible views out over Long Island Sound & beyond this light & bright Beach Colonial was newly built in 2006 plus has a recent 3 BR room addition & renovated Baths! 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. Hardwood floors both up & down, central vac, a first floor den with sleeper couch that is perfect for those 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! Unique opportunity. A shorter stay for the July 4th week only will be at a premium.

Newly renovated contemporary home in the heart of Washington is now available to rent for upcoming academic year: September 1, 2026-May 31, 2027. Drenched in natural light, this home is located on Wykeham Road, minutes from the Washington Green, Washington Depot and the Frederick Gunn School. The Leicht kitchen is a showstopper with superior European-designed cabinetry and white marble countertop boasting seamless, modern lines. High-end appliances compliment the sleek construction, including a Wolf wall oven, Gaggenau stove and oversized Thermador stainless fridge. White oak, wide plank flooring throughout adds to the crisp, clean style of the home. The open floor plan and designer lighting (Flos, Tom Dixon, Menu and Gobi) honors the simple but elegant character of this home. The en-suite primary bedroom graces the main level, with the second level offering 2 additional bedrooms and an office. Towering evergreen trees and mature perennial gardens envelop this home and give it a warm, country feel, while still being close to town center. Beautiful outdoor space and decks complete the picture for the perfect country home. Weekly housekeeping required at renter's expense required. Excellent credit score required.

Imagine a little bit of New York City in New Canaan! Incredible opportunity for a townhouse rental in an extraordinary enclave of luxury lofts and townhouses and experience refined design and the finest hand-crafted finishes. This 3 bedroom, 3 bath townhouse has gorgeous wide plank white oak floors, living room with custom build-ins galore, fireplace with marble surround, 2 car attached garage, designer chef's kitchen with custom milled white oak cabinetry, waterfall leathered granite island, deluxe appliances, ensuite baths with artisan cut marble counters, and primary bath with heated floors. Access to an incredible 1,000 sq/ft roof deck with outdoor kitchen, and grill. The space is perfect for entertaining, dining, and socializing! Enjoy a view of New Canaan like no other! Just off of New Canaan's Restaurant Row and all this that an idyllic historic village has to offer. Small town charm with a NYC vibe. Far enough yet close enough to NYC. *Virtual photos by Bespoke Marketing.

This light and bright 2 bedroom/1.5 bathroom unit comes complete with a kitchen with stainless steel appliances, tiled floor and granite counter tops. This beautiful unit is located in Stonehouse Commons, which is just off of Rte. 7 and Rte. 35, allowing you easy access to the charming town of Ridgefield, as well as I-84.

Charming renovated farmhouse set on a beautiful level acre in one of Riverside's most sought-after locations. A heated pool surrounded by expansive terraces and mature gardens offers a private outdoor retreat . Thoughtfully updated interiors feature an open-concept eat-in kitchen and family room, an oversized sun-filled living room adjoining the formal dining room, and a cozy den ideal for a home office or library. The second floor offers a spacious primary suite, three additional bedrooms, a full bath, and a nursery or second office. Approximately 800 additional square feet in the finished third floor playroom, the detached garage with a gym and full bath and a second floor office or playroom. 2 garage bays, outdoor shower & ACCESS TO WATERFRONT TO DROP KAYAK Furnished or Unfurnished Rental Terms: Annual: $20,000 Per Month

SEPT '26 - MAY '27 ACADEMIC WATERFRONT RENT 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.

Discover this unmatched mid-century contemporary marvel, a unique estate in the beauiful Westledge neighborhood that perfectly blends architectural sophistication with modern comfort. Designed with elegant, professionally curated interiors and featuring signature walls of glass, the home frames stunning, sweeping views while flooding every space with natural light. Nestled on 6.6 private acres of breathtaking beauty just minutes from the charm of Litchfield, Bantam, and the shops of Torrington, this peaceful retreat invites you to unwind and reconnect, offering vibrant outdoor gardens, ample space to explore, and even your own private 3-pin golf course. Whether you are looking for a turn-key luxury furnished residence or the flexibility of a separate, well-appointed in-law apartment, this unique property offers an unparalleled lifestyle where exquisite design, nature, and functionality integrate seamlessly. Unique & Flexible Rental Opportunity! This stunning property offers incredible versatility with two distinct living spaces. The owner is offering either the spacious main house OR the private, fully-equipped in-law apartment for rent. Whichever exceptional unit is not rented will be reserved for periodic use by the owner. Enjoy premium living tailored to your needs-whether you require the full layout of the main residence or the cozy, independent setup of the in-law suite. Inquire for specific pricing and configuration details for each unit! Minimum 3 month lease required

Fantastic, adorable 2/3 bedroom cottage in the heart of Lakeville with direct access to the lake via the backyard. Mowed path leads to the town grove where there is swimming, lifeguard, snack bar, boat rentals, and paddle tennis. Large windows on the back of the house take advantage of year-round views. Small back porch to relax on when you come back from a day swimming or kayaking. Barbeque in the backyard or take an easy stroll to Lakeville's many restaurants, coffee shops, pizza parlors, bookstore, or just amble around town after dinner. A finished basement with double bunk beds and French doors leading to the yard allows for overflow guests. Available July and/or August 2026, as stated in the listing

Experience New York-style sophistication in this stunning townhouse apartment located in the vibrant center of downtown Milford. This residence masterfully blends modern urban aesthetics with coastal charm, offering a refined and peaceful living environment just steps from the energetic Milford Green. Spacious open-concept layouts with high-end finishes that evoke a true Manhattan loft feel, perfect for both daily living and effortless entertaining. Retreat to your own outdoor sanctuary, ideal for morning coffee or evening relaxation under the stars. Benefit from easy access to the train station, I-95, and the Merritt Parkway for a seamless regional commute. Easy access to top-tier restaurants, cozy coffee shops, tennis courts, and local parks. Enjoy immediate proximity to seasonal events, boutiques, and the vibrant culture of the Milford Green. No Smoking

FURNISHED FLEXIBLE TERM RENTAL WITH POOL. This timeless brick Georgian offers privacy, proximity to town, and ease. The home features updated top-of-the-line stainless steel appliances and updated systems. Designed for both relaxed living and effortless entertaining, gracious formal living and dining rooms are complemented by an expansive open kitchen and family room with doors to the greenhouse, flagstone terrace and pool. Additional first-floor spaces include a sitting room, private office, and laundry. The sun-lit primary suite offers a generous spa-like bath and ample closet space. Five additional bedrooms and three full baths complete this level. Fully equipped and turnkey, this is an exceptional opportunity to enjoy turnkey Greenwich living. Available short or long term. Rental Terms: Annual: $10,000 Per Month Other / Short Term - : $25,000

Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.

Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2 bath home is offered fully furnished and in mint condition. Laundry room is located on the bedroom level. Enter the master bedroom suite through double doors, featuring two walk-in closets and spacious en-suite bathroom with cast iron tub, double vanity and dressing area. Large walk-in shower with rain fall, wall jets and sitting bench. Additional windowed room off the bathroom which could be used as an office / gym / huge closet! This well equipped home includes central air-conditioning and a superbly appointed kitchen with Viking appliances, wet bar, breakfast dining area and a large island with bar seating. The formal dining room and outside deck area with BBQ grill are accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool designed and constructed by premier area designer, Dobson Pool Company. Available academic term September 2026-2027 $7500/mth plus utilities. Also available summer term 2027, $20,000/mth plus utilities.

Parking included.Living in a boutique four-unit-historic conversion offers an intimacy and character the modern high-rises lack.Designed for city living with outside entertainment deck space for each of the 4 units overlooking the Thames River and city views . An open kitchen with stainless appliances granite counters open to bight and airy living area . In unit laundry ,2 bedrooms, full bath with tub-shower combination.Located in the central business district , walking to Waterfront ,restaurants, Theatre , trains and Ferry. City moorings located near by.

Historic Charm Meets Riverfront Luxury. This meticulously remodeled 2 bedroom 2 bathroom apartment offer a blend of architectural heritage and sophistication.Designed for city living with outside entertainment deck space for each of the 4 units overlooking the Thames River and city views . The open kitchen has stainless appliances granite counters in a bright and airy living area. In unit laundry with storage.Private Parking included.

Spacious and light-filled 2-bedroom rental located in a well-maintained multi-family home. This large unit features high ceilings that create an open, airy feel throughout. Enjoy comfortable living in a convenient location close to shopping, dining, and everyday amenities. A great opportunity for those seeking space, charm, and easy access to everything you need.

Updated freshly painted second floor unit with private upper story deck and wood burning fireplace. Conveniently located near town and highways. Main floor has open floor plan with living room with fireplace/kitchen/eating area with cathedral ceilings. Second floor has loft/bedroom with full bath and cathedral ceilings. Laundry is located just steps from the building. Great credit and no pets/no smoking. Application and credit check required. Available for immediate occupancy. Agent related to owner.

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.

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!

Lovely second floor apartment for lease. Coastal grey laminate flooring. White custom kitchen cabinetry, granite counter tops and stainless steel appliances. All living space is on the upper level. Two large bedrooms. Primary is ensuite. Fabulous location directly across from Lyme Academy of Art. Set well back from the road for great privacy. Shopping, highways, marinas and beaches just minutes away.

The views from this charming Sachems Head waterfront home are exceptional. Located next to the Sachems Head Yacht Club this fully furnished academic rental is a dream come true. Four bedrooms and two full baths, with an additional bedroom and full bath on the ground level in the warmer months. Additional rooms offer an excellent option for home offices. The main level features a wood-burning fireplace and an open floor plan with views from nearly every window. Available September 1, 2026 through June 1, 2027. Flexibility in early June extension. Pets are considered with owner approval. Excellent credit required. Showings by appointment only.

Completely renovated Barn/office conversion to a gorgeous one level 2000 sq ft residential unit within walking distance to the Historic Guilford Green, train station, marina and beach. This space was originally the town garage at the turn of the century and converted into livable space. You'll find the unit located in the rear of 18 Graves Avenue. The main living area features cathedral ceilings with skylights, an open floor plan, gourmet kitchen with granite counters/ss appliances/walk-in pantry, living room with electric fireplace and access to the 1 car garage with 14' + ceilings. Off of the hallway behind custom barn doors you'll find the laundry room and a new full bath. The guest bedroom is 10x11 with 9' ceilings, walk-in closet and cable/electrical outlet for a tv. The primary bedroom retreat is 14x14 with 9' ceilings, enormous walk-in closet, luxurious full bath with large soaker tub, double sinks and huge walk-in rain head shower. The unit features central air, natural gas and city water.

Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleries, museums, boutique shopping, and a renowned culinary scene. Secure your private slice of paradise for the month of August and enjoy the very best of Connecticut summer living.

TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Available June and July. Call for Summer Pricing! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 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. 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. Available starting September $12k per month for yearly lease. Call for Summer Rental pricing. Minimum 24 hour notice to view.

Located off Stanwich Road in the North Street School district, this updated 4-bedroom ranch is perfect for modern living. The main floor features newly refinished oak hardwoods, a cozy fireplace and an open layout. The renovated kitchen flows into a dining area and opens to a spacious deck--ideal for summer BBQs. Downstairs, a fully finished lower level expands the home to 2,465 total sq. ft., offering the perfect space for a home gym, playroom or media center. Outside, enjoy a fenced front yard, a ready-to-plant vegetable garden and a peaceful backyard for viewing nature. Complete with 3 full baths, central air and a 2-car garage, this rare find offers privacy, comfort, and an unbeatable location. Rental Terms: Annual: $7,900 Per Month

A rare Main Street rental opportunity in Thomaston. A beautifully restored luxury apartment on Main Street completely reimagined from top to bottom. The property has undergone a complete interior and exterior restoration with exceptional attention to detail and quality craftsmanship throughout. The apartment is on the second floor and features a new kitchen with granite countertops, new stainless appliances, updated bathroom, washer/dryer, engineered wood flooring, new lighting, fresh paint, new windows, new doors/ fixtures, and new tile work. Outside, the improvements continue with new landscaping, a paved driveway, and convenient rear parking for approximately five vehicles. A rare turnkey opportunity offering residential, professional, or mixed-use flexibility. Property also available for commercial lease MLS #24176600 Rentspree application required for all applicants 18 and over. Landlord is requiring credit check with a score of 650 or higher, rental history, income/employment verification and background check is required. No smoking, no vaping, no pets. A minimum one-year lease is required. Property also available for commercial lease MLS #24176600