15

Westport, CT Homes for Rent with Pool

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  • /28

    $16,000 per month

    • 6 Beds
    • 6 Baths
    • 5,190 Sq Ft
    • House for Rent

    2 Bluewater Hill S, Westport, CT 06880

    Steps from Compo Beach sits this 5000 Square Foot 6 Bedroom and 6 Bath Home with Water Views from most rooms. Incredible open floor plan with great entertaining spaces inside & out including a fabulous pool with spa. Finished Lower Level with Bed, Bath and Playroom. Term is September 12, 2025 - thru June 16, 2026.THIS IS AN ACADEMIC TERM FURNISHED RENTAL ONLY. Price is per month.

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (203) 439-5960

    2 Bluewater Hill S, Westport, CT 06880
  • /12

    $2,350 per month

    • 1 - 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Condo for Rent

    170 Post Rd W, Westport, CT 06880

    Architect designed apartment with high ceilings, marvelous windows and wonderful light, 2 bedrooms with large room sized loft; Kitchen/Living Room and Dining Room combination;Hardwood floors; 1 bath, A/C with all appliances; close to downtown and all amenities in Westport has to offer. Minutes to I-95 or Merritt Parkway; residents have use of Longshore pools, golf and tennis for same fees as

    170 Post Rd W, Westport, CT 06880
  • /39

    $4,600 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    61 Whitney Glen, Westport, CT 06880

    This sundrenched end unit is located in Whitney Glen condominiums, a complex for ages 62 and older. This 2nd floor unit has vaulted ceilings in LR, DR & Primary Bedroom with clerestory windows for spacious feeling and lots of natural light. The eat-in kitchen has new stainless appliances, granite counters, faucets and fixtures. The Primary Bedroom has a full bath and walk-in closet. The spacious

    Laurie Crouse Coldwell Banker Realty

    61 Whitney Glen, Westport, CT 06880
  • /12

    $3,500 per month

    • 1 - 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Condo for Rent

    170 Post Rd W, Westport, CT 06880

    Architect designed apartment with high ceilings, marvelous windows and wonderful light, 2 bedrooms with large room sized loft; Kitchen/Living Room and Dining Room combination;Hardwood floors; 1 bath, A/C with all appliances; close to downtown and all amenities in Westport has to offer. Minutes to I-95 or Merritt Parkway; residents have use of Longshore pools, golf and tennis for same fees as

    170 Post Rd W, Westport, CT 06880
  • /38

    $22,500 per month

    • 5 Beds
    • 6 Baths
    • 4,668 Sq Ft
    • House for Rent

    91 Turkey Hill Rd S, Westport, CT 06880

    Welcome to a home that lives as beautifully as it looks. In the heart of Greens Farms, this timeless 5 bedroom, 6 bath Colonial is where classic elegance meets modern ease, designed for how you live, work, and entertain today. A circular drive, stone walls, and a charming front porch create an inviting first impression. Inside, a sun-filled double-height entry sets the tone for open, gracious

    Chrissie Rodriguez Higgins Group Real Estate

    91 Turkey Hill Rd S, Westport, CT 06880
  • /90

    $2,429 - $5,380 per month

    597 Westport Apartments

    Studio - 2 Beds

    597 Westport Ave, Norwalk, CT 06851

    Situated in historic Norwalk, bordering Westport, and along Connecticut's captivating coastline, 597 Westport is the heart of all you desire in a residence. When location is of the essence, 597 Westport delivers with elegant apartment homes so perfectly set in Fairfield County, in close proximity to the train station and New York City, and thus destinations worldwide. Inspired by this backdrop,

    597 Westport Ave, Norwalk, CT 06851
  • /39

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • Townhouse for Rent

    4 Hills Ln Unit 4, Westport, CT 06880

    Available furnished or unfurnished, this oversized 3-bedroom, 2-bath condo is perched at the highest, most private point in the complex- surrounded by trees, manicured gardens, and serene views. Recently renovated and move-in ready, this home offers the best of both comfort and convenience. Step inside to soaring vaulted ceilings, a wood-burning fireplace, and a spacious open layout with natural

    Alexander Walton RE/MAX Heritage

    4 Hills Ln Unit 4, Westport, CT 06880
  • /40

    $33,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,791 Sq Ft
    • House for Rent

    22 Apple Tree Trail, Westport, CT 06880

    Compo Beach living! 2 short blocks from beach on private road! Brand new home! 5 bed, 4.5 bath modern home w/ all of the lush amenities seen in the finest resorts both inside & out. Custom Italian cabinetry in kitchen, butler's pantry, bathrooms, and mudroom. 9ft.+ ceilings, open stairs w/ glass railings & oak floors. Entry hall w/ crystal chandelier spiraling down from open ceiling. Formal

    Deborah Aulfinger Goldan Home Realty, LLC.

    22 Apple Tree Trail, Westport, CT 06880
  • /40

    $18,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,899 Sq Ft
    • House for Rent

    28 Clinton Ave, Westport, CT 06880

    Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high

    Barbara Bross Coldwell Banker Realty

    28 Clinton Ave, Westport, CT 06880
  • /40

    $22,500 per month

    • 4 Beds
    • 8 Baths
    • 6,821 Sq Ft
    • House for Rent

    62 Weston Rd, Westport, CT 06880

    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

    62 Weston Rd, Westport, CT 06880
  • /37

    $20,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,885 Sq Ft
    • House for Rent

    10 Surf Rd, Westport, CT 06880

    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

    10 Surf Rd, Westport, CT 06880
  • /23

    $18,000 per month

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

    19 Bluewater Hill, Westport, CT 06880

    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

    19 Bluewater Hill, 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
  • /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,

    Lisa Neufeld William Raveis Real Estate

    2 Valley Rd, Westport, CT 06880
  • /37

    $15,000 per month

    • 4 Beds
    • 5 Baths
    • 3,921 Sq Ft
    • House for Rent

    2177 Cross Hwy, Fairfield, CT 06824

    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

    2177 Cross Hwy, Fairfield, CT 06824
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