62 houses for rent in Weston town, Fairfield County Connecticut

Welcome to Bronson House, Greenfield Hill's premier luxury rental, where elegance meets modern comfort in a serene, private setting. This highly efficient two-bedroom, 2.5-bath home offers exquisite living designed for discerning tenants who crave sophistication and convenience. Featuring cutting-edge SMART home technology, experience seamless, maintenance-free living at its finest. Nestled on the 2nd and 3rd floors with easy elevator access, this sun-drenched, expansive residence boasts a thoughtfully crafted open floor plan and in-unit laundry for ultimate convenience. The stunning primary suite on the main level invites you to enjoy the ease of one-level living, while the upper floor reveals a spacious second bedroom, a luxurious full bath, a walk-in closet, plus a versatile sitting room or office space perfect for remote work or relaxation. Immerse yourself in the charming lifestyle of Greenfield Hill with desirable local amenities just steps away, Greenfield Hill Cleaners, Greenfi

Charming Ranch Apartment. Private, Fully-Updated, All-Inclusive Rental. This beautifully remodeled ranch apartment, formerly an in-law suite, is located off the main house and offers the perfect combination of comfort and convenience. The monthly rent includes all utilities and Wi-Fi, with the exception of oil heat (approximately $150-$200/month). Step inside to find a spacious living room featuring a 65-inch smart TV, and an eat-in kitchen equipped with stainless steel appliances, white cabinetry, and a breakfast island that seats four. In addition to the island, there's a dining area with ample space to comfortably accommodate six people. The large primary bedroom comes with an en-suite bathroom and a generous walk-in closet, while an additional study provides the flexibility to be used as a second bedroom. Enjoy outdoor living with a covered deck off the kitchen, access to the backyard, and convenient storage in the walk-out basement directly beneath the apartment. You'll also have

Looking for someone to sublet room from end of June to the end of August. Will have their own walk in closet, private bathroom, access to kitchen, living room, laundry room inside of the apt, the pool, grilling station, gym and other amenities. Get the best price at ListedBuy! Amenities: internet, washing_machine, parking, elevator

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

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

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

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

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

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

An amazing yearly rental opportunity! Ideally located on prestigious North Avenue, conv to Westport's award-winning schools, MEADOW WOOD' offers nearly 2 ac of spectacular, pvt grounds & an extraordinary bonus for the car enthusiast-a separate gated driveway leading to a 2,447+/. Sf party barn w/ storage for up to 14 cars. Completely remodeled & expanded for modern living, this estate is totally fenced/screened w/pvcy trees and features a stunning main residence, gunite pool & exceptional outdoor spaces. Gated driveways serve both the main house & barn, creating a pvt compound w/remarkable flexibility. The echoes of a Hollywood-style estate combine w/incredible updates thru-out the interiors. The front-to-back LR has a distinctive bay window & dual doors to a porch o'looking the grounds. The great room is the focal point of this expertly-designed floorplan, combining a Chef's Kit w/expansive island, endless storage, Thermador appliances & casual dining area, flowing into the DR & FR wh

Welcome to this newly renovated 4-bedroom, 3-bath home on a quiet street in highly desirable South Wilton. The home offers a bright, open layout ideal for everyday living and entertaining, highlighted by a large family room with vaulted ceilings and abundant natural light. The newly updated kitchen features Quartz countertops, all new appliances, a large center island, and modern finishes, and opens seamlessly to the main living and dining areas. Upstairs, the primary suite includes a wall of built-in closets, a newly renovated bath with double vanities, and sliding doors to a Juliet balcony. Two additional bedrooms and a second full bath complete the second floor, while a second en-suite bedroom with new full bath offers excellent flexibility for guests, work-from-home space, or extended family. Floors have been resurfaced throughout, and the home offers excellent storage. The lower level features an oversized playroom or second family room with sliders to a screened-in porch with vau

This beautiful five-bedroom farmhouse in the highly sought after Old Hill area offers privacy and timeless curb appeal! Freshly painted with newly installed wood floors, this home is filled with natural light and warmth. A dramatic two story foyer with a sweeping staircase welcomes you inside. The large modern kitchen, a true centerpiece to this home has modern finishes and generous space for both everyday living and entertaining. It flows seamlessly into an adjacent great room/playroom. Enjoy dinners in the charming dining room, relax by the fire in the oversized living room or host in the expansive family room featuring beams, vaulted ceilings and fireplace. Each room truly an inviting space to gather. A three-season screened in porch extends your living space and beautifully brings the outdoors in. The main-level also includes a spacious mudroom and laundry room with separate entrance offering functionality and convenience. A bedroom and full bath on the main level provide flexibili

400 Olive St APT C3. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/e135743029

400 Olive St APT C12. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/082d449029

400 Olive St APT C6. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/90311e1029

Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular-truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open floorplan that seamlessly connects the main living areas, making it ideal for entertaining. It features four generously sized bedrooms, each with its own private bathroom. The main level includes a large living room and a den each with a fireplace and river views, an elegant dining room, and a family room off the expansive kitchen-all flowing effortlessly from one to the next. There is a second story great room with oversized windows and beautiful views. This bright and airy room with cathedral ceilings and a full bathroom can easily be converted into a fifth bedroom. Just outside, your own private

Comprehensive renovation completed on this charming circa 1800 cottage retaining exposed beams & all of the original charm, yet like new. Top location in West Redding, this cottage feels completedly separate, but it's part of a larger estate set on 7.81 acres & surrounded by over 200 acres of the Redding Land Trust's Scott's Preserve. The main house (#33) is set way back down a long driveway (please do not drive down) while the cottage is in front with it's own mailing address (#37), plus it's own detached 2 car brick garage. The idyllic setting showcases a white picket fence, gorgeous stone patio, plus mature flowering trees & gardens. The entire cottage was completely updated with new windows, hardwood floors, HVAC, plus designer appointments including all new kitchen & baths. Approximately 1,250 sf total with 3 BRs & 2 full baths, each with radiant heated floor. The main level offers the beamed/vaulted living room with gorgeous original stone fireplace. The open floor plan includes

Discover the perfect blend of comfort and convenience in this meticulously maintained and updated in-town Cape. Flooded with natural light, this charming home features gorgeous wood floors, a welcoming living room with a fireplace, and a dedicated dining room with a cozy sitting area. With three wonderful bedrooms, two full baths, and a convenient location just a short walk to the train, town, and Mead Park, this residence offers an enviable lifestyle. Enjoy outdoor relaxation in your private yard with a patio, and benefit from the added peace of mind provided by a house generator. The finished basement offers extra utility with a washer, dryer, sink, and freezer, completing this fabulous in-town gem. Please remove shoes. Confirmed appointment with showing time. Key box located on the back door. Brand new gas stove, house generator, and Centric Air QA Deluxe 6500 Energy efficient whole house fan w/2 speed remote control

Spacious and recently painted 2 Bedroom townhouse with Eat-in-kitchen and dining room arrangement. Light and bright Livingroom with wood burning fireplace, hardwood floors and access to the balcony. Large Master bedroom and 2nd bedroom have wall to wall carpet. This 2 Bed end unit townhouse has good living space on 2 levels offering walk-in closets, laundry room with washer/dryer / storage/utility room and pantry area. Amenities include 2 car designed and covered parking garage underneath. The complex has plenty of guest parking and located well off of Rt 7. Quick commuting to Lower Fairfield/RT 7 / I-84 / NY Border. Minutes to the Danbury Mall and less than 3 miles to Ridgefield Town Center. Available on 9/1

Welcome to 28 Old Norwalk Road, situated in the idyllic town of New Canaan, CT. This beautifully maintained home offers a fresh, sophisticated take on the classic New England farmhouse, blending timeless character with modern style & effortless functionality. Ideally located in the heart of New Canaan & just a short walk to town, train station & New Canaan's schools. Combining exceptional indoor & outdoor living w/the convenience of a highly sought-after location. An open, spacious floor plan w/exceptional flexibility for today's lifestyle & inviting living spaces designed for both everyday living & effortless entertaining. The heart of the home is a breathtaking newly renovated kitchen, thoughtfully designed by an accomplished New York interior designer & is appointed with premier appliances, refined finishes & tasteful details throughout. Beautifully sited on more than an acre of landscaped, park-like grounds, the property features rolling lawns, mature plantings, abundant hydrangeas

Privately sited on a gorgeous 1.5-acre setting in one of Trumbull's most desirable neighborhoods, this exceptional 5,289-square-foot residence offers 5 bedrooms, 4.5 baths, and an open floor plan filled with natural light. A dramatic two-story foyer leads to the gourmet kitchen featuring a center island, breakfast nook, and expansive cabinetry and counter space, opening seamlessly to the grand family room anchored by a stunning floor-to-ceiling stone fireplace. Elegant entertaining spaces include a formal living room with a propane log fireplace, a spacious dining room that also offers the flexibility for a home office, and a magnificent great room with a coffered ceiling, wet bar, and abundant space for gatherings. Rich hardwood flooring, elegant crown moldings, designer lighting fixtures, and expansive windows enhance the home's luxurious appeal. Step outside to your own private outdoor paradise where a heated gunite pool is surrounded by an expansive stone patio, creating the perfec

No expense was spared in this dramatic 3 bedroom 2.5 bath Townhome situated in the highly desirable Rivington, The Woodlands Collection. The open floorplan suits today's contemporary lifestyle with wifi controlled heating and A/C. Upon entering the townhouse one is met with Oversize windows in the living room allows for an abundance of natural light. The Incredible kitchen features tiled back splash, Granite Counters, Stainless Steel Appliances, farmhouse sink and Free Standing Center Island great for entertaining! Upstairs is a wonderful vaulted ceiling master bedroom with a master bath w/double vanity and walk-in oversized Glass Shower with a built in seat. Two additional vaulted bedrooms and laundry room complete this level. The back trex deck off the kitchen is perfect to enjoy al fresco dining. The garage comes complete with an electric car charger for your Tesla or other electric vehicle. Renting this unit gives you use of all the fabulous Rivington Club Amenities-3 pools, tennis

Spectacularly maintained & beautifully updated, 4-bedroom, 2-bath Cape Cod blends timeless charm with modern luxury. Designed for effortless everyday living and exceptional entertaining, the open-concept main level flows from the stunning kitchen to the dining room, sunroom, and family room, creating the perfect gathering space. The show-stopping kitchen features quartz countertops with a matching backsplash, crown molding, recessed lighting, tile flooring, and a center island with seating and pendant lighting. Premium Samsung stainless steel appliances include a gas range, microwave, dishwasher, and French-door refrigerator with ice and water dispenser. The kitchen overlooks the elegant dining room with hardwood floors and a striking chandelier. Bright sunroom off kitchen ideal for relaxing or entertaining. Family room offers hardwood floors and a ceiling fan. The inviting living room showcases hardwood flooring, recessed lighting, custom built-ins, a statement light fixture, and a fi

Rental opportunity. Experience the epitome of waterfront living at this charming 1199 sq. Ft. townhouse in Stratford, CT, available this September. Nestled in a picturesque marina setting, this spacious one-bedroom, two-bathroom residence boasts a host of modern conveniences and upscale finishes. Enjoy cooking in the well-appointed kitchen, relaxing in the cozy living room with a gas fireplace, or taking in serene water views from your private balcony. The unit features natural gas heat, a washer and dryer, and new flooring throughout. You'll have access to a stunning pool, perfect for leisurely days. Located just minutes from I-95, Metro North, Merritt Parkway, public beaches, and a golf course, this home offers the ideal blend of coastal charm and commuter convenience. Don't miss out on the chance to live in this beautiful, well-located home

Lovely Updated Townhome. Light-Filled & Modern Living Step into this beautifully updated townhome featuring a bright, airy layout and amazing finishes throughout. The spacious living room welcomes you with a charming Juliet balcony and cozy fireplace, perfect for relaxing or entertaining. Enjoy meals in the separate dining area just off the modern kitchen, which boasts granite countertops, granite island, stainless steel appliances, and a pantry for extra storage. Updated powder room is perfect for guests. Upstairs, you'll find two generously sized bedrooms and an updated bathroom with stylish fixtures. The convenience of in-unit laundry adds to the ease of everyday living. Included is one designated parking space, with additional street parking available. Ideally located close to Metro, major highways, and shopping-this move-in-ready home combines comfort, style, and unbeatable convenience. Photos are from previous listing

Welcome to Rollingwood! This spacious first-floor, one-bedroom condo offers comfortable living in a peaceful, well-maintained community. The inviting living area features laminate flooring and opens to a private deck overlooking a tranquil wooded setting. The updated kitchen offers ample cabinetry with convenient rollout drawers, refrigerator, range, built-in microwave and dishwasher, with an adjoining dining area for everyday meals or entertaining. A built-in desk area provides a convenient dedicated workspace. The generously sized bedroom features a walk-in closet, and a full-size washer and dryer are conveniently located within the unit. Rollingwood offers a park-like setting with community amenities including a pool, clubhouse, tennis courts and playground. Ample parking adds to the convenience, while the location provides easy access to I-84 and Routes 7 and 202, as well as nearby shopping, restaurants and entertainment. A wonderful opportunity to enjoy comfortable, low-maintenanc

Exceptional Opportunity with NO ADDITIONAL FEES. Newer, bright & airy, this 2 bed/2-bath corner apartment features contemporary design, open floor plan, skyline views & a variety of amenities to complement your life! Located on the brim of exciting downtown Stamford in a secure, well managed community, residents will enjoy an open kitchen, fully equipped with granite & stainless, living spaces lined with big windows, a spacious & 2 sparkling full baths with subway tile, in-unit laundry, on-site 24-hour security, reserved garage parking, a well-appointed fitness center and awesome rooftop deck to take in the outdoors and enjoy panoramic cityscape views. Adding to the features is a 5-star energy rating and NO ADDITIONAL FEES! Interested applicants must complete a Park 215 or Rentspree Application uploaded in supplements. Pets are welcome at Park 215, here are the limits: 1 dog. 35lbs, 2 cats, or 1 dog and 1 cat OK. Park 215 is a no smoking community

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