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Westport, CT Homes for Rent with Private Pool

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  • /25

    $44,900 per month

    • 6 Beds
    • 5.5 Baths
    • 4,818 Sq Ft
    • House for Rent

    Unlisted Address

    Indulge in Westport Elegance: Fully Furnished Luxury Retreat with Private Pool Oasis Step into effortless sophistication with this breathtaking, fully furnished luxury home in coveted Westport-where high-end designer furniture, premium appliances, and seamless move-in readiness create an instant escape from the ordinary. Every level has been thoughtfully curated for indulgence, entertaining, and

    Agent Photo

    Urs Klarer

    Coldwell Banker Realty

    (475) 255-7392

    Unlisted Address
  • /33

    $14,000 per month

    • 5 Beds
    • 3.5 Baths
    • 6,310 Sq Ft
    • House for Rent

    71 High Point Rd, Westport, CT 06880

    Light-filled ranch style contemporary nestled at the end of one of Westport's most sought-after cul-de-sacs, close to schools, beaches and shopping. The main floor boasts open, airy rooms with niche spaces, all thoughtfully designed on one level. The kitchen has been tastefully renovated, complete with ample cabinetry, granite counters, a center island, and stainless steel appliances. The kitchen

    Agent Photo

    Hyleri Katzenberg

    Compass Connecticut, LLC

    (475) 290-6137

    71 High Point Rd, Westport, CT 06880
  • /11

    $35,000 per month

    • 6 Beds
    • 7.5 Baths
    • 7,447 Sq Ft
    • House for Rent

    355 Greens Farms Rd, Westport, CT 06880

    An exceptional home in Westport's Greens Farms neighborhood, 355 Greens Farms Rd showcases refined scale, flexibility, and location. Four beaches are clustered within roughly a 2.5-3 mile radius, making the property 5-10 minutes to multiple beaches. This impressive residence delivers expansive living with thoughtfully designed spaces suited for modern lifestyles. Offered as a fully furnished

    Agent Photo

    Pam Toner

    Berkshire Hathaway NE Prop.

    (475) 255-7380

    355 Greens Farms Rd, Westport, CT 06880
  • /40

    $11,500 per month

    • 3 Beds
    • 3.5 Baths
    • 3,090 Sq Ft
    • House for Rent

    188 Compo Rd S, Westport, CT 06880

    Beautifully furnished annual rental in the heart of Westport, CT. This spacious 3-bedroom residence offers 3 full baths and 1 half bath and has a flexible floor plan with two additional rooms that the current owner has been using as bedrooms. It has been thoughtfully designed for comfortable living and effortless entertaining. The light-filled interior features generous living spaces, tasteful

    Agent Photo

    Brittany Strouse

    Coldwell Banker Realty

    (475) 473-8298

    188 Compo Rd S, Westport, CT 06880
  • /40

    $35,000 per month

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • House for Rent

    34 Shorehaven Rd, Norwalk, CT 06855

    Imagine your perfect summer retreat-where every day begins and ends with water. This exceptional waterfront home offers the ultimate escape: swim in your private pool, kayak from your own beach, or simply unwind as you watch the ever-changing coastal views. It's the rare combination of tranquility and excitement that only waterside living can provide. What sets this property apart: * Prime

    Agent Photo

    Toni Mickiewicz

    William Pitt Sotheby's Int'l

    (475) 244-8677

    34 Shorehaven Rd, Norwalk, CT 06855
  • /36

    $8,000 per month

    • 3 Beds
    • 3.5 Baths
    • 3,349 Sq Ft
    • House for Rent

    32 Regents Park Unit 32, Westport, CT 06880

    Gorgeous Bright and RARE 3 Bedroom Regents Park Townhome! Super desirable location away from the road. Open backyard + Patio with open park-like views! Pristine home with Vaulted Ceilings + Hardwood floors throughout! Designer's Chef Kitchen w/Quartzite + skylight + Pantry + Double ovens! Large windows and more skylights bring in ample light everywhere! Open floor plan + flexible spaces + Huge

    Nikunj Gandhi Equity Capital Real Estate

    32 Regents Park Unit 32, Westport, CT 06880
  • /39

    $25,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,462 Sq Ft
    • House for Rent

    15 Catamount Rd, Westport, CT 06880

    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

    15 Catamount Rd, Westport, CT 06880
  • /38

    $15,000 per month

    • 5 Beds
    • 6 Baths
    • 3,148 Sq Ft
    • House for Rent

    18 Danbury Ave, Westport, CT 06880

    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

    18 Danbury Ave, Westport, CT 06880
  • /39

    $50,000 per month

    • 5 Beds
    • 6 Baths
    • 7,157 Sq Ft
    • House for Rent

    17 Stonybrook Rd, Westport, CT 06880

    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

    17 Stonybrook Rd, Westport, CT 06880
  • /21

    $26,000 per month

    • 4 Beds
    • 3 Baths
    • 3,420 Sq Ft
    • House for Rent

    2 Valley Rd, Westport, CT 06880

    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

    2 Valley Rd, Westport, CT 06880
  • /39

    $9,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft
    • House for Rent

    8 Bayberry Ridge Rd, Westport, CT 06880

    AVAILABLE 5/1. Imagine living next door to a huge and beautiful formal Garden! Welcome to Blau House, a stunning Mid-Century Modern home, nestled in the tranquil Coleytown neighborhood of Westport. This architectural gem provides the unique opportunity for sophisticated living in the heart of the upscale, water community of Westport, CT. 3,300 SF of open and light-filled space. The Kitchen/Living

    Laurie Mortensen William Pitt Sotheby's Int'l

    8 Bayberry Ridge Rd, Westport, CT 06880
  • /24

    $60,000 per month

    • 6 Beds
    • 5.5 Baths
    • 3,989 Sq Ft
    • House for Rent

    23 Sterling Dr, Westport, CT 06880

    SUMMER RENTAL Overlooking Compo Cove beach. Water views from all rooms. Available for 2 periods: June 25th to July 25th and July 25th to August 23rd (there is some schedule flexibility). This recently built 5-bedroom home has a light-filled gourmet kitchen with 2 sinks, 2 dishwashers, and Sub-Zero/Wolf appliances. The Living area and kitchen open to the pool, fenced in yard (perfect for young

    Derek Greene Derek Greene

    23 Sterling Dr, Westport, CT 06880
  • /40

    $50,000 per month

    • 5 Beds
    • 5 Baths
    • 3,955 Sq Ft
    • House for Rent

    50 Compo Mill Cove, Westport, CT 06880

    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

    50 Compo Mill Cove, Westport, CT 06880
  • /23

    $15,000 per month

    • 3 Beds
    • 3 Baths
    • 3,066 Sq Ft
    • House for Rent

    19 Bluewater Hill, Westport, CT 06880

    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

    19 Bluewater Hill, Westport, CT 06880
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