Houses for Rent in Westport, CT

This delightful 1,000+ sq ft barn cottage features airy cathedral ceilings, exposed beams, and ample natural light. Enjoy a cozy loft, modern upgrades, and a newly fenced yard with a bluestone patio. Situated in the picturesque Greens Farms area, this pet-friendly studio offers easy access to local shops and beaches while providing comfortable living with a marble bathroom, stainless steel appliances, and convenient off-street parking.

This inviting 3-bedroom, 2-bath home features 1,791 sq. ft. of comfortable living space with hardwood floors and a modern dishwasher. Enjoy the outdoors in the spacious yard, perfect for pets. Available December 1, 2025, at $5,200/month, this pet-friendly property is ideal for families seeking a vibrant lifestyle. Assigned and garage parking add convenience in this delightful Westport residence.

This beautifully updated 2-bedroom, 1-bath home features refinished hardwood floors and a stunning great room with cathedral ceilings and skylights. Enjoy a sun-filled porch and a private yard. The kitchen is equipped with brand-new stainless steel appliances, including a microwave and dishwasher. Rent covers ground maintenance, snow plowing, and water usage, making it a hassle-free place to live. Ideal for those seeking comfort in a prime location.

Experience modern elegance in this brand-new 2-bedroom, 3-bath townhome featuring designer-curated Loft finishes. The expansive main floor showcases an open-concept kitchen with sleek appliances and a sunlit great room. Sliding doors lead to a private patio, perfect for relaxing moments. Upstairs, retreat to the serene primary suite with a spa-inspired bath and walk-in closet. A full hall bath and convenient laundry closet complete this thoughtfully designed 1,632 sq ft space.

This stunning townhouse offers one-level living with two luxurious primary suites, one on each floor. The main level features a chef's kitchen, airy dining space, and a cozy living room with a fireplace. Enjoy a private bluestone patio, while the finished lower level includes a family room and guest bedroom. Modern conveniences abound with a whole-house generator, two-car garage, and community amenities like a heated pool and tennis courts. Perfect for stylish comfort and elegance!

Step into a piece of history with this Sherwood-built home from 1790, blending antique allure with modern updates. Boasting 4 bedrooms and 3.5 baths across 3,051 sq ft, this residence features a welcoming living room with a fireplace, a study, and inviting porches. Enjoy breathtaking views of Old Mill Beach, solar panels for low energy costs, and a prime location close to Compo Beach. Perfect for relaxation and gatherings, this home is a true New England treasure.

This stunning 4-bedroom, 3.5-bathroom Colonial home spans approximately 3,146 square feet, featuring a high-ceiling foyer and hardwood floors that radiate warmth and elegance. The gourmet eat-in kitchen is perfect for culinary enthusiasts, while the finished walk-out lower level provides additional recreational or office space. Located within the sought-after Saugatuck school district, this home is an ideal choice for an academic season retreat.

This welcoming 5-bedroom, 4-bathroom rental is designed for comfort, featuring 4,835 sq. ft. of versatile living space with central heating and cooling. Enjoy year-round comfort with air conditioning and ceiling fans. Located in the vibrant Staples district, it's conveniently close to local amenities, including dining and shopping. Personalize your space to create a true home in this fantastic community setting.

This impressive 4-bedroom, 5.5-bath Mid-Century modern home boasts 4,500 sq ft of living space and spectacular 180-degree views from its hilltop location. Steps away from Compo Beach, it features high ceilings, massive windows, and extensive storage. Enjoy a private pool area surrounded by lush landscaping, a luxurious master bath equipped with steam and bidet, and a gourmet kitchen with a Sub Zero fridge and Wolf cooktop. Experience unforgettable sunsets in this serene retreat.

Nestled on a private estate along the Saugatuck River, this delightful 2-bedroom carriage house features fresh paint and wall-to-wall carpet in the bedrooms. The inviting living room boasts vaulted ceilings and hardwood floors, while the bonus loft offers extra storage. Enjoy the convenience of in-unit laundry and outdoor space, all with lawn maintenance included. A perfect retreat for long-term rental, this cozy home prioritizes privacy and tranquility. No pets or smoking allowed.

Experience easy living in this contemporary 5-bedroom, 3.5-bath furnished ranch rental available from Nov 1, 2025, to May 15, 2026. The open layout features a cozy living room with a fireplace and a large country kitchen that flows into a family room adorned with glass sliders. Enjoy tranquil outdoor views from the enclosed porch and take advantage of the tennis court on-site. Ideally located near the train, beaches, and shops, this home is perfect for those in transition.

Experience the perfect blend of history and luxury in this meticulously updated 5-bedroom, 4.5-bathroom historic home. The chef's kitchen features Carrara marble and premium appliances, seamlessly flowing into an entertainer's lounge. With refined living spaces, including a vaulted family room and a serene primary suite with luxurious bath, this residence offers the ultimate comfort. Enjoy outdoor dining on the expansive deck or relax in the beautifully landscaped yard, all within a stroll to downtown.

This stunning 5-bedroom, 4.5-bathroom residence redefines luxury on the Connecticut coast. Spanning nearly 9,000 sq ft of gallery-like spaces, the home showcases the visionary design of architect James Biber. Enjoy breathtaking southern views over Long Island Sound from 2.6 waterfront acres. With unique architectural features such as a soaring central room and a 3-story tower, this home is a fusion of art and nature, perfect for creative minds and nature lovers alike.

This fully furnished 5-bedroom, 5.2-bathroom waterfront paradise boasts over 3,950 sq ft of luxurious living with panoramic views of Long Island Sound. The open floor plan features wall-to-wall windows, a gourmet kitchen with Viking appliances, and a living room with a fireplace. The outdoor oasis includes an infinity pool, outdoor kitchen, and landscaped gardens, all within a secure stone wall. Experience serene coastal living just an hour from NYC!

This enchanting 1-bedroom, 1-bath cottage provides a tranquil escape with a wood-burning fireplace and an open-concept living area bathed in natural light. A sun-filled room offers versatility as a den or home office. Relax outside on the private patio or beside the firepit amidst lush greenery. Conveniently located near I-95 and local amenities, this cozy sanctuary is perfect for those seeking comfort and charm. Total square footage is 796.

Experience coastal elegance in this designer-renovated 4-bedroom, 3.5-bath home, just a block from Compo Beach. The spacious open-concept layout features a gourmet kitchen, marble fireplace, and serene primary suite. Enjoy outdoor living with a stone patio, covered dining area, and spectacular sunset views from the roof deck. This 3,482 sq. ft. colonial residence combines sophisticated design with modern amenities in Westport's most desirable beach neighborhood.

This stunning Westport residence offers 4 bedrooms and 3.5 bathrooms within 4,753 sq ft of stylish living space. The split-level design allows for flexible layouts ideal for work or entertaining. Enjoy a private primary suite and beautifully updated modern bathrooms with high-end fixtures. Additional features include a cozy fireplace, outdoor space, and convenient garage parking, making this an exceptional rental opportunity on a desirable street.