luxury properties for rent Connecticut, United States

Escape to the beauty of Bridgewater Connecticut. This completely renovated home on 2+ acres will WOW and equally welcome you. A stunning home from one room to the next with open space and perfect updates. The kitchen-a true show stopper. The abundant soft close cabinetry, stainless steel appliances, the granite countertop and island create a great entertaining space framed perfectly with rich dark beams. Move to the dining room -there are walls of windows, moldings and hard wood floors. A center staircase wraps to living room, where fireplace with striking mantle centers the room. Step out to a screened in porch surrounded by nature- a quiet brook and privacy set the mood. 4 bedrooms on the upper level bright and spacious, hardwood and plenty of closet space. A full updated bath with detailed tiling just lovely. The spacious finished attic has natural light, hard wood floors and can be used for play space, extra beds, or office. This special property offers new professionally landscaped yard with a 2 car detached garage easily reached from the covered deck. Large basement with utility sink and newer mechanicals, dual ac/heat electric system, oil furnace was replace in January 2026 and additional storage and walk out. A favored escape spot for many, Bridgewater is unique. This home will not disappoint. Just open the door and discover for yourself how great it is to be home. Located just minutes from both Bridgewater's village center and the town of New Milford.

Welcome to your ultimate winter retreat! Available for rent for the very first time, this meticulously remodeled 3-bedroom Colonial offers an unparalleled blend of modern luxury, cozy comfort, and complete privacy. Every inch of this home has been thoughtfully designed and comes fully furnished with exceptional, high-end decor throughout. Step inside to find a bright and spacious family room featuring a generous dining area-the absolute perfect setup for hosting holiday dinners and warm family gatherings. The flexible floor plan is designed for convenience, offering comfortable first-floor bedrooms and an additional private bedroom suite on the second level. Outside, embrace the beauty of the season on your private side deck, complete with a cozy gas fire pit. Whether you're sipping morning coffee or stargazing on a crisp winter night, this space is designed for all-season enjoyment. Situated on 6.5 acres of serene, wooded land, you will enjoy ultimate peace and privacy while still being close to local winter attractions. This is not your average rental-it is a pristine, loved home waiting to host your perfect winter season. Just bring your toothbrush and move right in!

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.

Inviting and spacious 1920 colonial convenient to Branchville Train Station. Walk to Tusk and Cup for coffee plus other vibrant shops/restaurants in the charming Branchville enclave. Total 1,400 square feet with three bedrooms and two full baths including newly remodeled bath on the first floor. Freshly painted interior, hardwood floors, and new wall to wall carpet on the second floor. Expansive kitchen with dining area featuring gas range, open to large living room, plus additional den/office on the main level. The second floor features three spacious bedrooms and second full bath. Convenient laundry in the first floor sun room. Spacious backyard with .72 level acres; plus front porch and side patio. Mowing, plowing, and exterior maintenance is included. Shed and garage are excluded. Tenant is in process of moving out and will be available shortly!

Spacious, updated classic colonial on a tree-lined street in Stratfield Village. This sunny home features an open floor plan with excellent flow for both daily living and entertaining family and friends. Welcoming foyer opens to large living room with fireplace and adjacent dining room. The kitchen is updated with bright white cabinetry, stainless steel appliances and a comfortable breakfast area. First floor also offers an additional room perfect for playroom or large office. Upstairs are 4 generously-sized bedrooms including a private primary suite with sitting room, full bath and multiple built-ins. House flows easily out to the back deck overlooking the pretty backyard with shade trees, specimen plantings, even an option of a vegetable garden. 1-car garage. Enjoy a fun lifestyle in this friendly neighborhood with sidewalks and bike-able streets. Full unfinished basement with good ceiling height offers additional functionality and lots of easy storage. Natural gas heat.

Is this Westport or Provence? Sited high above Greens Farms is this charming and spacious renovated cottage on a prime, flat and open estate property. A water lover and swimmer's dream, with stunning, large heated pool (with kick pads) and spa (seats 8+). All-new gourmet kitchen, newly finished pickled wood floors, fresh paint throughout. Decorated for stylish and comfortable living, it's the perfect place to call home. Sunny living room, spacious family room with fireplace and wet bar. Private setting, away from main house. Walk to Greens Farms train station, quick bike ride to Burying Hill beach. Organic garden onsite with fresh herbs and occasionally vegetables available too! Full pool and spa privileges. See floor plans in attachments.

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

Academic Year Rental. Nestled in the wooded canopy of the Litchfield Hills, this cozy 2 bedroom garage/barn offers the perfect blend of charm and serenity. Inside, the kitchen welcomes you with a cheerful atmosphere, while an inviting living room features a spacious living arrangement. Step outside onto the deck to enjoy an ideal spot for summer grilling or to take in the lovely, elevated views toward the Housatonic River and experience spectacular evening sunsets. The property features softly rolling lawns inviting you to relax in your own quiet, private sanctuary. Listen to the tranquil chorus of native birdlife and the soothing sounds of the surrounding forest. Just minutes from the historic Cornwall Covered Bridge, this captivating property delivers the ultimate New England country escape.

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.

Beautifully renovated and furnished home with direct water views!! Located directly across from the Pardee Seawall Park on the Long Island Sound, don't miss this 2 bedroom colonial cottage that has it all. New hardwood floors in the living room and bedrooms, along with beautiful tiles in both bathrooms and kitchen. Kitchen fully renovated with quartz counter tops and brand new stainless steel appliances. Laundry room right off of the kitchen with a new stackable washer and dryer unit. Detached garage and plenty of off street parking spaces. Cathedral ceilings in the master bedroom with direct water views off a large balcony. Close to many restaurants, shopping, parks, and I-95. Available August 31st to May.

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.

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.

Fantastic rental opportunity in one of Greenwich's most popular neighborhoods. Located on a quiet cul-de-sac street, this sunny three-bedroom, two-full-bath ranch features a private backyard and is ready for occupancy on June 1st, 2026. Key features include: An open floor plan-family room and eat-in kitchen, updating with new quartz countertops. Large primary bedroom with an en-suite full bath, plus an additional den/office ideal for working from home. Nicely proportioned secondary bedrooms-full bath. Laundry Room. A detached two-car garage with walk-up storage. Situated right around the corner from the Cos Cob Train Station for an easy city commute. The home is central to everythingGreenwich has to offer, including Cos Cob Park, Mill Pond shopping, Bruce Park, Todds Point Beach and local schools both private and public.

A Timeless Summer Tradition: Renovated Victorian Shingled beach house in the Borough of Fenwick Experience the quintessential New England summer in the historic Borough of Fenwick. This stunning, shingle-style Victorian beach house seamlessly blends old-world coastal charm with modern, high-end luxury. Featuring 8 spacious bedrooms and 4.5 baths, this expansive residence is the perfect sanctuary for large families or those who love to entertain against the backdrop of the Long Island Sound. The heart of the home is a totally renovated gourmet eat-in kitchen, designed for the culinary enthusiast and large-scale hosting. Beyond the kitchen, life slows down on the magnificent wrap-around screened porch-the perfect vantage point to enjoy your morning coffee or an evening cocktail while overlooking the water and catching the sea breeze. Retreat to the third floor, where a dedicated playroom offers a private escape or a quiet workspace away from the main living areas. From its cedar-shingled exterior to its thoughtfully updated interior, every inch of this home invites you to relax, recharge, and rediscover the magic of a Fenwick summer.

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.

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!

Just off South Avenue, with much quieter surroundings, sits a modern farmhouse Colonial almost new construction with innovative design, high-style and unparalleled building quality. The exterior blends classic colonial style with contemporary flair. The interior space is thoughtfully created to provide open concept living with transitional finishing elements that will satisfy the needs of today's sophisticated families. The home offers over 7,800SF of finished space including 5 en-suite designer inspired bedrooms and 5.5 baths. The third floor offers additional recreational space and the lower level is finished with gym, office and rec room.

Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a tucked away charming TV area and a second full bath. You'll also appreciate the mini-mudroom drop zone perfect for your bags, boots and hats! Upstairs you'll find an additional bedroom and a second media or lounge area. This space is ideal for guests or a quiet place to unwind. Enjoy the convenience of an outdoor shower, grill, fire pit and the nicely sized, partially fenced in yard. Fancy a stroll to town? It's just down the block with terrific shopping and dining. Enjoy all the amenities that make this shoreline town so popular and accessible, including access to Amtrak and the Shoreline East Train. Tenant: renters insurance, heat, electric, water and a one time end of lease cleaning. Landlord: all other utilities. No pets or smoking. A truly special place to hang your hat. Available September 15, 2026 - May 31, 2027. Also July and August at 6K per month.

Academic rental available Sept through June! Stunning,spacious 4BR, 3BA Colonial perfectly situated close to town, schools,vibrant shopping,and local beaches. This inviting home features a light-filled living room with fireplace, formal ding room, functional eat in kitchen, separate family room, a private main level office, and a charming porch. Enjoy comfort, premium convenience, and a prime coastal-town lifestyle for the academic term.

STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a comfortable and chic look. Long distant views and rolling, verdant lawns add to the magic of this property. Close to top restaurants, art galleries, shopping and outdoor recreation. Only 90 minutes to NYC. Note: Field card indicates that there are 3 bedrooms but the house has 4 bedrooms and a 1250 tank.

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

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.