Westport, CT Homes for Rent with Community Pool

Your Summer vacation, elevated. Walk to the train. Walk to dinner or coffee. Wake up to waterfront views. This isn't just a summer rental, it's the retreat you've been dreaming about. Sprawling across six bedrooms and nine baths, this gem was built for the art of summer living. Soaring 9ft+ ceilings, walls of natural light, and water views set the stage. The house was designed for entertaining

Debra Shaughnessy Coldwell Banker Realty

Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath, open

Lisa Neufeld William Raveis Real Estate

Tucked away at the end of a long private driveway in the prestigious Old Hill neighborhood, this extraordinary like-new home is the ultimate year-round retreat - offering resort-style amenities, sophisticated design and effortless everyday living. Front-to-back foyer immediately draws your eye to the backyard oasis & solar-heated pool beyond. Elegant formal living and dining rooms flank the

Debbie Fisher William Raveis Real Estate

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

Demetrios Dassouras Coldwell Banker Realty

One week only including 2 weekends- price is for the week - Designer's own home with Gunite pool steps from Compo Beach. This modern completely renovated home is elegantly designed and decorated. Large main level has open Kitchen and Family Room leading to gorgeous patio, private yard and custom Pool with auto cover. There are 5 bedrooms including a stunning Primary Suite. It's only a few homes

Linda Skolnick Coldwell Banker Realty

Furnished summer rental in prestigious Greens Farms available immediately through August 31st. ited in prestigious Greens Farms this 5 BR, 6BA clapboard-and-stone Colonial offers stunning architecture & resort like privacy just moments from train, town & beaches. A gracious front porch & exquisite landscaping create an immediate sense of presence. Inside, a soaring entry filled w/natural light

Kate Cacciatore William Raveis Real Estate

Meticulously maintained Resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home in Move-in condition with the best quality in fit and finish at 5,462 total square feet, completely rebuilt from the ground up in 2007, includes the large gym (with 10' ceilings), full bath with separate steam and sauna, home office and walkout

Robert Appell Coldwell Banker Realty

This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

Tyler Della Valle Dow Della Valle

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

Doug Bross Coldwell Banker Realty

Welcome to 11 Twin Circle Drive, tucked within one of Westport's most quietly connected neighborhoods. Set on a private association of just two cul-de-sacs, the setting has the kind of easy, unhurried energy that's increasingly hard to find. A place where the street itself feels like an amenity, all just minutes from town, schools, trains, beaches, and everyday conveniences. The home balances

Garrison Gunter Corcoran Centric Realty

This modern farmhouse was recently completed 2019 with highest level of craftsmanship, stunning interior and exceptional modern design. Covered front porch with seating area welcomes you and leads to grand front door entry with two-story foyer. Sun-filled open floor concept 9ft+ ceilings, white oak flooring and contemporary vibe. Fully furnished with essentials and many extras(bikes, scooters,

Inna Agujen Coldwell Banker Realty

On a park-like private cul de sac; in Westport's Coleytown area....Imagine living smack dab inside one of the town's loveliest Formal Gardens! Welcome to Blau House, a stunning Mid-Century Modern home, nestled tranquilly, minutes from the Merritt and Downtown Westport, with its Beaches, Public Golf and other outstanding amenities! Rustic yet sophisticated living in the heart of this upscale water

Laurie Mortensen William Pitt Sotheby's Int'l

Experience an exceptional coastal lifestyle in the private waterfront enclave of Bluewater Hill in Compo Beach. Set on one of the area's premier streets, residents enjoy access to private association tennis courts & are just steps from Compo Beach & the LI Sound. This sophisticated 6,200-square-foot contemporary residence with 5 bedrooms, 4 full & 2 half baths offers year-round water views along

Erica Acheychek Compass Connecticut, LLC

MONTH OF JULY ONLY. An impeccable home in an incredible location! Just a stone's throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colonial with a pool is beach neighborhood perfection. The main floor is beautifully arranged, the family, dining area and kitchen span the back of the house creating a great room - with French doors to the patio

Leslie Clarke Compass Connecticut, LLC

Exceptional summer rental in the heart of Westport, available July 20 to August 20. This beautifully designed 6-bedroom, 4 full bath, 2 half bath home offers a rare blend of elevated style and effortless family living. Set on a fully fenced, professionally landscaped property, the backyard is a private oasis featuring an in-ground saltwater pool with spa, hot tub, and designer outdoor

Rose Philip Real Broker CT, LLC

Enjoy a convenient lifestyle at this centrally located well maintained Custom Colonial with a gorgeous pool and an expansive covered patio, fabulous yard, in the heart of Westport. Featuring an open spacious floor plan, gourmet kitchen with large center island leading to the dining room, family room and a dramatic two-sided floor to ceiling stone fireplace. Walls of glass open to the stone patio

Patricia Shea Coldwell Banker Realty

Welcome to this bright and spacious 2-bedroom, 3.5-bath condo in one of Westport's most desirable communities! With nearly 2,700 sq. ft. across three levels, this rental offers comfort, style, and space in a peaceful, natural setting. The sun-filled main level features an open floor plan with a Living Room and Dining Room that both open to a wraparound deck-perfect for entertaining or relaxing

Linda Skolnick Coldwell Banker Realty

Fully Furnished, WATERFRONT PARADISE! Tranquil location offers unrivaled access to Panoramic Ocean views of Long Island Sound. A short walk across the Wooden Footbridge w/ Sherwood Mill Pond on your left and LI Sound on your right leads to the gated private Island of Compo Mill Cove & a handful of unique waterfront homes. The property itself has been customized from top to bottom w/ exceptional

Robert Perriello Century 21 AllPoints Realty