Fairfield County, CT Houses for Rent with Community Pool

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  $32,500 per month

  • 5 Beds
  • 4.5 Baths
  • 5,352 Sq Ft
  • House for Rent

  231 Turtle Back Rd, New Canaan, CT 06840

  AVAILABLE JUNE-LABOR DAY for a minimum two month lease. JULY-LABOR DAY for a one month minimum lease. Beautiful summer House with pool: Just one hour from NYC and two miles from the charming small town of New Canaan, buzzing with boutique shops and outdoor restaurants, this elegant, private family retreat sits on two quiet manicured acres. Perfect for relaxing poolside, swinging in a hammock,

  Jane Forte Coldwell Banker Realty

  231 Turtle Back Rd, New Canaan, CT 06840
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  $2,815 per month

  • 1 Bed
  • 1 Bath
  • 811 Sq Ft
  • House for Rent

  1 Harbor Point Rd Unit 257, Stamford, CT 06902

  Experience Luxury Waterfront Living at The Beacon at Harbor Point Discover Stamford's premier luxury waterfront high-rise, The Beacon at Harbor Point. Offering beautifully appointed finishes, each residence features stainless steel appliances, a gas cooktop, quartz countertops, a full-size in-unit washer and dryer, and spacious open layouts designed for modern living. Enjoy resort-style

  Aida Pedroza William Pitt Sotheby's Int'l

  1 Harbor Point Rd Unit 257, Stamford, CT 06902
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  $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
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  $13,000 per month

  • 3 Beds
  • 2 Baths
  • 3,004 Sq Ft
  • House for Rent

  26 Chalburn Rd, Redding, CT 06896

  The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this mid-century modern for famous collage artist Fred Otnes, who lived here for over 50 years. Walls of glass

  Alexandra Friedman Compass Connecticut, LLC

  26 Chalburn Rd, Redding, CT 06896
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  $17,000 per month

  • 5 Beds
  • 11 Baths
  • 8,361 Sq Ft
  • House for Rent

  345 Governors Ln, Fairfield, CT 06824

  Available January through May 2026. You'll never want to leave 'Splendido Manor,' an iconic estate perfect for a sophisticated, active lifestyle. This sprawling 4-acre compound in the heart of Greenfield Hill has all the amenities of an idyllic retreat. It has something for everybody with five bedrooms, a separate one-bedroom guest cottage, a lighted Sports/Tennis Court, a 1900 SF Indoor/Outdoor

  Laura Kottler Compass Connecticut, LLC

  345 Governors Ln, Fairfield, CT 06824
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  $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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