Westport, CT Homes for Rent with Private Pool

Welcome to this beautifully maintained end-unit townhouse, ideal for anyone who values both peaceful living and easy access to everything. Set against lush, landscaped grounds, this home provides a serene retreat just minutes from all that Westport and Norwalk have to offer. Enjoy an open floor plan featuring a bright white kitchen with a service bar and all-new stainless steel appliances. The

Leonora Gjelaj Coldwell Banker Realty

Nestled on the coveted Turkey Hill Road S. in the heart of Greens Farms, this impeccably maintained 5BR Colonial offers the perfect blend of classic elegance and modern comfort. Set on professionally landscaped grounds, this home is a true retreat, complete with a Glengate-designed Gunite saltwater pool, spa, and stunning stonework. Inside, the thoughtfully designed layout creates an inviting and

Robert Appell Coldwell Banker Realty

***LEASE TERM AUGUST 10, 2025 TO JUNE 20, 2026. FURNISHED*** Enjoy an array of seasonal delights at this wonderful, well-appointed home, beginning with the conclusion of summer when you can enjoy the sparkling pool, pool house, gracious patio w/outdoor fireplace & built-in grill, gorgeous lawns, gardens & more. When autumn's splendor arrives, enjoy the timeless grace of the beautiful interiors -

Alex Chingas Coldwell Banker Realty

Rent for the Summer or Full Year: Options available. The most private and serene of the remaining multi-acre estates in central-most Westport is available for rent! Two minutes from the beach, town, 95, and the Saugatuck Hamlet & rail station. Top public schools in CT. Near Yale and Wesleyan Universities. A grand family home and estate property - for leisure, recreation and entertaining. A

Lisa Bortz William Pitt Sotheby's Int'l

NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive

Cindy Saul Coldwell Banker Realty

Welcome to your dream summer rental! This incredible property offers gorgeous landscaping, a private pool, a pool house, a fire pit, an outdoor kitchen, and an amazing fully furnished patio, with new oversized Tucci umbrellas. With 7 bedrooms and 2 half baths, there's plenty of space for you and your guests. The modern kitchen comes equipped with a brand new high-end pizza hearth oven, perfect

Cindy Saul Coldwell Banker Realty

This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or

Inna Agujen Coldwell Banker Realty

Set gracefully on over six acres of meticulously landscaped grounds, this 1929 stone Tudor offers an extraordinary blend of historic elegance and modern luxury. With 8,831 square feet of refined living space, the main residence features six bedrooms, four full and two half bathrooms, and a seamless flow between grand interiors and stunning outdoor spaces. From the moment you arrive, the

Lisa Bortz William Pitt Sotheby's Int'l

Spend your summer pools side on direct Long Island Sound, for the month of July! Simply sit back and enjoy stunning sunsets and sensational water-wildlife from every living room. Located just 3 doors from the beach and within 1 +/- miles to Metro North train station. One would be hard-pressed to find a more delightful refuge to host family and friends and reap the benefits of living on Saugatuck

Tanya Sprague William Raveis Real Estate

Furnished Yearly 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

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

SUMMER RENTAL OPTION: Minimum three months, Available as of June 1st. Or a LONG-TERM lease of a minimum one-year $25,000/mo. Nestled behind privacy gates in the heart of Westport's coveted Long Lots neighborhood, 101 Roseville Road presents a grand center hall Colonial that seamlessly blends timeless elegance with modern luxury. Built in 2007, this stately residence spans 5,955 square feet across

Teoman Turut Keller Williams Realty

Nestled in a picturesque neighborhood just minutes from beautiful Compo Beach, Longshore Golf Club and downtown Westport, this charming (3 bed + office) summer home is the perfect escape for those seeking a luxurious yet relaxed retreat. With stunning landscaping, expansive living spaces, and a sparkling heated salt-water pool, this property offers the best of coastal living. Enjoy entertaining

Lisa Rowan William Pitt Sotheby's Int'l

LARGE LOG HUNTING LODGE ON THE RIVER WITH INGROUND POOL BEUTIFUL GROUNDS VERY PRIVATE ONE FLOOR LIVING. 4 BEDROOMS 3.5 BATHS SLEEPS 8 TOTAL. 1 HOUR TO NYC BEACH ACCESS. WONDERFUL RARE OPPORTUNITY TO RENT THE HOME YOU ALL ALWAYS WONDERED ABOUT. THE BEAUTIFUL TRANQUIL RIVER VIEW LODGE LOG HOME THAT SITS ON THE MAJESTIC SAUGATUCK RIVER. WITH OVER 575+ FEET OF DIRECT WATER FRONTAGE VIEWS THAT WRAP

Rebecca Ellsley Higgins Group Bedford Square

30 Hitchcock is truly a summer vacation retreat. The property features a recently built 40 foot saltwater, gunite heated pool and spa and guest cottage. The expansive outdoor patio and deck is perfect for summer gatherings. An upper deck off the main level with BBQ grill, dining and seating, covered lower deck with outdoor TV and seating, expansive bluestone patio, pergola, and poolside dining

Page Rossetter Higgins Group Bedford Square

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,

Lisa Neufeld William Raveis Real Estate

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

15K/month for term lease. Unique rental - beautifully renovated contemporary classic, long private driveway lighted with scenic pond as you enter. 2 new decks, one off kitchen over looking vista, the other overlooking pool with 4' wide stairs to upstairs bedrooms. majestic front entrance with new stone steps and landing, open to vast living area with soaring ceilings and magnificent floor to

Derek Greene Derek Greene