41 houses for rent in South Wilton

Delightfully renovated cape located centrally in New Canaan. Features a new kitchen equipped with granite countertops and stainless steel appliances, well-lit living room complete with built-ins and a fireplace. The ground floor hosts a master bedroom with an en suite bathroom, along with an additional room that can serve as a den, study, or second bedroom. Upstairs, there are two spacious, versatile rooms. The lower level includes extra storage and another full bathroom. The expansive front and side yard ensures a private, serene setting. Walk, bike, stroll or jog this quiet, yet minutes to town neighborhood. Located conveniently to Merrit Parkway (1-2 min). Downtown New Canaan (5 min). Walk to Talmadge train station and be in NYC in 1 hour and 15 minutes. School bus pickup/drop off in front of the house. Cats ok, dog on a case-by-case consideration, 2 year lease preferred. Tenant responsible for all utilities, weeding, snow removal, trash, maintains grass, fall and spring clean-up, r

8 Sherwood Drive, Westport. Enjoy the best of the Westport lifestyle in this charming rental, ideally located in one of the town's most sought-after neighborhoods. Just a short stroll to picturesque Old Mill Beach and moments from vibrant downtown Westport, this home offers the perfect blend of coastal living and everyday convenience. A welcoming sunroom greets you as you enter, filling the home with natural light and creating the perfect space to relax or entertain. Sun-drenched rooms, hardwood floors throughout, and a thoughtfully designed layout make this home warm and inviting. The main level also features a bedroom and a full bath, offering flexibility for guests, a home office, or convenient one-level living. The finished lower level provides additional living space ideal for a family room, recreation area, gym, or playroom. Step outside to a private backyard with a charming deck and pergola, perfect for outdoor dining or relaxing. Enjoy easy access to all of Westport's amenities

Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses. Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 10/15/26

Start your morning in a bright, modern eat-in kitchen, then step onto your private terrace with coffee in hand. Everyday convenience is built in. Your own washer and dryer are in the unit, so there are no laundry trips or coin machines to deal with. When you return home, pull directly into your parking space and head upstairs to unwind. With 2 bedrooms, 1 bath, and approximately 800 square feet of living space, the layout gives you room to spread out, work from home, and comfortably host friends or family. The location is just as appealing. You are less than a mile from the heart of South Norwalk, with its restaurants, cafes, shops, and nightlife. Beaches, parks, and the waterfront are only minutes away. Whether you are commuting, meeting friends for dinner, or enjoying the coast, everything is close by. Features residents love: In unit washer and dryer. One parking space included could fit 2 small cars in tandem. Private outdoor terrace. Pet friendly. Walkable neighborhood near SONO.

A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows, and a stunning natural stone fpl, flowing seamlessly into the dining area, Kit, and FR. The Kit is a showpiece w/a domed skylight, custom Italian cabinetry, German appliances, carrera marble countertops, and a stainless steel peninsula. A Brazilian ipe wood terrace extends from the Kit and living area, floating in a canopy of trees w/a creek below. The ground floor master suite is newly renovated w/white oak flooring, expansive views through a new wall of windows w/electronic solar shades, and designer lighting. The ensuite features a free-standing tub and curbless walk-in shower for accessibi

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bl

An exceptional opportunity to rent the main private residence of a spectacular waterfront home in Westport. Set along the Saugatuck River and including a pool, this tastefully renovated home in a prime location invites you to experience the very best of Westport living. Offering 4 bedrooms and 3.5 baths, the home provides generous space for comfortable everyday living. Thoughtfully designed work-from-home options allow for privacy and productivity, while a loft flex space and fully finished lower-level offer options for a playroom, gym, additional office and more. The home is beautifully appointed with a gourmet kitchen, luxurious baths, welcoming balconies, hardwood floors, and designer fixtures and finishes throughout. Available fully furnished, every space feels curated, comfortable, and effortlessly elegant. Outside, the waterfront living unfolds in every season allowing you to enjoy panoramic views of the river flowing through downtown and out to Long Island Sound. Quiet and priva

Recently updated! Well maintained charming 3-4 Bedroom, 2 Full Bath rental available for October 1, 2026. The location is ideal for both convenience and access to Westport amenities some of which includes: downtown Westport shopping, Compo Beach, Longshore Club Park, Metro North Train Station, top rated schools and I-95. Highly desirable neighborhood. The open floor plan and abundance of natural light are definite highlights, creating a welcoming atmosphere throughout the home. White Kitchen has newish stainless steel appliances, new countertops and hardware that opens up into the Dining area and the Living Room. There are 3 Bedrooms on the second floor. On the third floor there is an additional room that can serve as a Bedroom or a private Office based on the tenants needs. The lower level Family Room is large and sunny with a full bath, newish vanity and shower. Hardwood floors in all rooms except for the lower level. The screened-in porch has a new tiled floor. The porch and deck of

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bl

Nestled in the coveted Greens Farms neighborhood, this impeccably updated residence offers a refined rental experience with every detail considered. The chef's kitchen commands attention with a dramatic waterfall island and premium appliances, seamlessly transitioning from intimate dinners to sophisticated entertaining. Retreat to the generous primary suite, where a spa caliber bath, complete with soaking tub, rain shower, and bespoke double vanity, sets the tone for effortless relaxation. Outside, a resort-style pool and manicured grounds offer a private sanctuary. With coveted proximity to Compo Beach and Westport's finest dining and boutiques, this exceptional home is available for academic year, short-term, or winter occupancy

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

Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying the outdoor natural setting. Sunny Eat in Kitchen with limestone floors, commercial grade Wolf Range and Traulsen refrigerator. Large Pantry. Upstairs features the Primary Suite with 2 full baths, an abundance of closet space and Dressing area and Sitting Room. There are 3 additional Bedrooms on this floor 2 of which are en suite. The park like grounds feature open space for play and exercise, there's a dock to access the River, perfect for launching a paddle boat, or just relaxing among the tranquil surroundings. There is a 2 car garage plus 2 additional parking spaces. Minutes to Schools, ch

Beautifully designed for effortless living, this light-filled and airy home at 20 Grassy Plains blends luxury, comfort, and convenience in one exceptional offering. Featuring a highly sought-after first-floor primary suite, this residence is ideal for both everyday living and long-term flexibility. An elevator connects multiple levels, providing ease and accessibility throughout the home, along with a finished basement offering approximately 1,500 square feet of additional living space. The open-concept floor plan is enhanced by abundant natural light, soaring ceilings, and seamless indoor-outdoor flow. The chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and premium finishes, opening beautifully to the main living and entertaining spaces. Step outside to a spacious deck perfect for outdoor dining, relaxing, and entertaining guests. Thoughtfully designed with both elegance and practicality in mind, this home offers modern luxury, low-maintenance living, and

Welcome to 63 Kings Hwy North in Westport! A yearly furnished rental with an inviting front porch welcomes you home to this light-filled historic four bedroom cape within walking distance to the wonderful town of Westport. The front to back living room boasts a wood burning fireplace for cozy evenings and a large dining room is great for entertaining family and guests. The renovated kitchen will delight the cook in the family. Spend time on the back patio overlooking a large open garden area. Enjoy all that Westport has to offer its' residents, to include exceptional public and private schools. Enjoy the Longshore Golf Course, the Longshore Club Park with three pools and tennis courts. Compo Beach for summer fun. The Westport Playhouse. And a walking riverfront downtown featuring gourmet restaurants and boutique shops. All this within one hour to NYC. Owner prefers to rent the home furnished yearly, but could be available unfurnished for $6,500 per year, or ask about for six months

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

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

Stylish2 bedroom 2 full bath condo upper floor totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport amenities

Nestled on a picturesque residential street surrounded by magnificent homes, this residence offers comfort and charm, with easy access to everything that makes Westport so desirable. A perfect neighborhood for walking, biking, and enjoying your surroundings. This level, 1ac property, w/mature plantings and a park-like setting, will make you never want to leave home. Sip your morning coffee in your sun-drenched three-season room or on the wrap-around deck overlooking the garden & stone patios. Inside, you'll be equally impressed by this beautifully maintained, light-filled home. The main level offers a welcoming living room w/fireplace and large windows. The kitchen features a skylight, beautiful cabinetry, granite counters with a center island. On the upper level, the primary suite includes a full bath w/double vanity. Skylights bring in wonderful natural light. Two additional bedrooms flank another room that can easily be used as a sitting room, office, bedroom, etc. On the lower leve

This charming updated 2-bedroom, 2-bathroom single-family home for rent in Norwalk offers modern living in a peaceful neighborhood. The home features an extra room that can be used as an office, playroom, or guest space, providing added flexibility for your needs. Both bathrooms have been fully updated with stylish finishes, and the kitchen has been recently renovated with white cabinetry, sleek countertops, and new stove. The bright and open layout makes the home feel welcoming and perfect for both relaxing and entertaining. Enjoy a large backyard and a location that's close to shopping, dining, and public transportation, making it easy to experience all that Norwalk has to offer. Don't miss the opportunity to make this charming house your next home!

Imagine being able to view one of the town's loveliest Formal Gardens, from huge windows, throughout this stunning Mid-Century Modern home. Nestled tranquilly on a park-like private cul de sac, in Westport's highly-sought Coleytown neighborhood. 8 Bayberry Ridge is minutes from the Merritt and multiple Train stations. Become a resident of the Westport, CT community! Enjoy its pristine Beaches, superb public Golf course, upscale shopping, and thriving cultural life. This home offers 3,300 SF of Open, High-Ceilinged and Light-Filled space. The Kitchen/Living Room, with its charming timber beams, is one of several distinct and unique interior environments-all seamlessly connecting with the spectacular, Four Season Garden views, creating a colorful and ever-changing visual display from inside the home. Indulge in the Great Room with soaring Cathedral ceilings. Unwind in the Solarium, or take a refreshing dip in the Indoor Pool-ideal for year-round relaxation, fitness, and entertaining. The

This exquisite custom estate on 4.7+/. Acres is an incredible opportunity available for lease, and will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and un

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

Available from 8/9/26. 9/9/26 with possibility of extending through September and into October. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office. No need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just

Fully Furnished Seasonal Rental in Westport. Fall 2026 through Spring 2027 Fully furnished contemporary home located on a quiet cul-de-sac, minutes from downtown Westport, beaches, and restaurants. Offering 4 bedrooms, 3 full bathrooms, and 4,711 sq ft of living space, this home features an open floor plan with high ceilings, oversized windows, and a double-sided brick fireplace. The property includes a fully equipped kitchen with stainless steel appliances, gas range, and heated wood floors, a formal dining room, two living areas, and a welcoming foyer with a piano. The lower level offers a recreation room with ping pong, toys, books, and fitness equipment, while the primary suite features a soaking tub, heated floors, and a walk-in closet. Additional amenities include central air, an attached two-car garage, public utilities, a porch, deck, gas grill, outdoor seating, and a full-house automatic backup generator. Close to Sherwood Island State Park, golf courses, tennis courts, and to

A rare opportunity to enjoy all that New Canaan has to offer while living in an historic mid-century modern masterpiece: The Elinor and Sherman Ford House. Located on 5.2 private, lush acres in desirable New Canaan, CT. This iconic residence, listed on the National Register of Historic Places (2010), is a pristine local example of Mid-Century Modern architecture designed in 1952-54 by the firm Gates and Ford. The sprawling property includes a period guesthouse and a pool house, all set within grounds meticulously designed by notable landscape architect Fride Stege in 1963. The main house is a striking low, single-story structure defined by its wood frame construction and a compelling combination of floor-to-ceiling glass, dark brown vertical board siding, and authentic fieldstone. The three-section layout masterfully balances light and privacy: the west wing features extensive glass to engage the outside living spaces and beautifully curated landscaping, while the east wing provides a