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Old Saybrook, CT Houses for Rent

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  • /23

    $22,000 per month

    • 3 Beds
    • 1 Bath
    • 884 Sq Ft
    • House for Rent

    24 W Shore Dr, Old Saybrook, CT 06475

    Welcome to the historic beach community of Cornfield Point Association Old Saybrook,CT. One of the most mentioned beach communities in Connecticut. We are pleased to offer this single family with stunning watrviews and just steps to enjoy the water or just the water views, You will have it. 24 W. Shore is within a short walk of the Cornfield Point Association private beach. To mention a few you

    David Rodriguez William Pitt Sotheby's Int'l

    24 W Shore Dr, Old Saybrook, CT 06475
  • /34

    $3,600 per month

    • 4 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • House for Rent

    13 Billow Rd, Old Saybrook, CT 06475

    Cornfield Point rental. Available 10/1/25-5/31/26 ($3600 per month, utilities included). Relax and enjoy seaside living at its finest. Walk or bike the neighborhood while you enjoy water views from inside the house and upper deck. The interior of the home is updated, comfortable and nicely appointed. The home has central air and just two blocks to the private Cornfield Point beach. Across the

    Marc Delise Coldwell Banker Realty

    13 Billow Rd, Old Saybrook, CT 06475
  • /22

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    102 Chalker Beach Rd, Old Saybrook, CT 06475

    {Beach cottage -- available July 1, 2025 -- $3,500/month}. Spend a month or more in this charming Chalker Beach cottage! (anytime between July 1 - Oct 15). Located in a private association, this home is a short walk to the large sandy beach for pristine relaxation by the water. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the

    Erika Raffles William Pitt Sotheby's Int'l

    102 Chalker Beach Rd, Old Saybrook, CT 06475
  • /27

    $3,500 per month

    • 3 Beds
    • 1.5 Baths
    • 1,282 Sq Ft
    • House for Rent

    82 Fenwood Dr, Old Saybrook, CT 06475

    Location! Location! Location! The year-round rental you've been waiting for! Located in the very desirable Fenwood Beach Neighborhood Association in Old Saybrook. 3 bedroom 1 1/2 bath coastal, ranch-style home with new split system A/C units on both levels, hardwood floors throughout, relaxing front porch with a tranquil view, a private backyard oasis, comfortable screened-in porch for summer

    Lisa Genovali Re/Max Valley Shore

    82 Fenwood Dr, Old Saybrook, CT 06475
  • /36

    $3,250 per month

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft
    • House for Rent

    367 Main St Unit 16, Old Saybrook, CT 06475

    Discover your dream home at Banbury Crossing, downtown Old Saybrook, CT. Walkable, charming & convenient: Just steps from the town center ~ browse unique shops, relax at local cafes, or catch a show at the Katharine Hepburn Cultural Arts Center. Sidewalks connect you to the Connecticut River, Saybrook Point Inn & Spa, the Senior Center, and the public library. Golfers will love being minutes from

    Lynn Lehrman Re/Max Valley Shore

    367 Main St Unit 16, Old Saybrook, CT 06475
  • /40

    $5,250 per month

    • 4 Beds
    • 4 Baths
    • 2,686 Sq Ft
    • House for Rent

    6 Barton Ave, Old Saybrook, CT 06475

    FURNISHED ACADEMIC RENTAL AVAILABLE FROM OCTOBER 1, 2025 - MAY 15, 2026. Welcome to the Oyster River and Saybrook Cove where you can move into this fully furnished rental and you will not need anything other than your personal effects. A lovely open concept remodel with a bright window filled living room, gourmet kitchen, and two areas for dining. The outdoor backyard patio is well equipped with

    Kara Bell J.M. REALTY

    6 Barton Ave, Old Saybrook, CT 06475
  • /15

    $6,900 per month

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft
    • House for Rent

    25 W Shore Dr, Old Saybrook, CT 06475

    BEACHFRONT Beautifully renovated Furnished luxury waterfront monthly rental $6900 a month 9/30/25 to 5/15/26 (some flexibility with dates). Waterviews from all rooms, private beach, plus cornfield point assocation amenties. Enjoy 3 bedrooms all with water-views, 2 full bathrooms, 1 half bathroom, fireplace, CA, new gourmet kitchen, generator, in beautiful seaside setting and neighborhood. Sandy

    Joel Lucas Coldwell Banker Realty

    25 W Shore Dr, Old Saybrook, CT 06475
  • /14

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,052 Sq Ft
    • House for Rent

    16 Clearwater Rd, Old Saybrook, CT 06475

    *Academic Rental August - June* Welcome to 16 Clearwater Rd, Academic Rental that's fully furnished with 3 Bedrooms and 2 full baths. New flooring throughout the main floor with brand new bay windows that really make you feel at home. Open spaced living room that flows right into your dining room with plenty of space to sit and relax. Updated kitchen with all the cooking appliances you need to

    Marco Rondinone Berkshire Hathaway NE Prop.

    16 Clearwater Rd, Old Saybrook, CT 06475
  • /19

    $2,400 per month

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft
    • House for Rent

    38 Seabreeze Rd, Old Saybrook, CT 06475

    Living in this Old Saybrook home is comfortable, near the beach and close to town with shopping and dining. Only a few steps to Cornfield Point, walk the quiet neighborhood and enjoy the gorgeous sunsets. This home is a perfect place of peaceful, tranquil days and evenings, with three bedrooms, an updated bathroom, eat-in kitchen, living room with fireplace, a wonderful sun porch and an outside

    Terry McDonald McDonald Real Estate, LLC

    38 Seabreeze Rd, Old Saybrook, CT 06475
  • /12

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 609 Sq Ft
    • House for Rent

    41 Town Beach Rd, Old Saybrook, CT 06475

    Academic lease only. Fully furnished rental available 9/2/25. Sparkling clean, hurry, this one won't last! Remodeled kitchen, fenced in back yard, new furniture, fireplace. Owner is a licensed Broker in the State of Connecticut. a great little place to live amazing sunsets trash pick up included

    George Agnelli Agnelli Real Estate

    41 Town Beach Rd, Old Saybrook, CT 06475
  • /20

    $2,950 per month

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • House for Rent

    12 Allendale Rd, Old Saybrook, CT 06475

    Desirable MEADOW WOOD location -----Academic rental available between September 15, 2025 thru May 15, 2026. Wonderful FURNISHED home in cul-de-sac -- 1200 square foot ranch with central air, close to beaches, Peaceful area -- Walk to Dairy Queen, Luigi's Restaurant! One floor living offers renovated, modern open kitchen, dining room, living room. There are 3 spacious bedrooms. Generous sized

    Lisa Genovali Re/Max Valley Shore

    12 Allendale Rd, Old Saybrook, CT 06475
  • /40

    $40,000 per month

    • 4 Beds
    • 3 Baths
    • 3,762 Sq Ft
    • House for Rent

    17 Agawam Ave, Old Saybrook, CT 06475

    Fantastic Opportunity to Rent for the month of July in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage offers Fenwick's unique lifestyle: beach, tennis courts, yacht club and famed golf course. Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with

    Lynn Lehrman Re/Max Valley Shore

    17 Agawam Ave, Old Saybrook, CT 06475
  • /21

    $2,400 per month

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • House for Rent

    116 Chalker Beach Rd, Old Saybrook, CT 06475

    Gorgeous Academic Rental Home at Chalker Beach, 2 bedrooms with Queen Beds, 3rd bedroom is currently used as an office and workout space. Offering vinyl plank flooring, with an open living concept; living room with LP gas fireplace, kitchen and sun porch! Gorgeous updated kitchen, stainless steel appliances, beautiful butcher block counters all with an updated bathroom along with a washer and

    Terry McDonald McDonald Real Estate, LLC

    116 Chalker Beach Rd, Old Saybrook, CT 06475
  • /16

    $3,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    1 Cedarwood Ln, Old Saybrook, CT 06475

    Beautifully redone ranch in the sought after Cornfield Point neighborhood on a fantastic corner lot. Completely renovated kitchen with ceramic floors, refurbished cabinets, and fresh paint throughout. 3 Bedrooms, two full baths and a large finished basement this property also comes with a 1 car attached garage. Enjoy the private beach association of the Cornfield Point Association while still

    Jack Pandolfe Coldwell Banker Realty

    1 Cedarwood Ln, Old Saybrook, CT 06475
  • /22

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • House for Rent

    28 Beach Rd W, Old Saybrook, CT 06475

    Amazing views every day at 28 Beach Rd West, Old Saybrook! This beautiful Academic Rental beach home has 3 bedrooms and 2 baths and is available for your enjoyment ... across the street from Chalker Beach with spectacular and unobstructed views of Long Island Sound. The open kitchen, dining and living room with a gas fireplace are the focal point of the home. The kitchen has gorgeous granite

    Terry McDonald McDonald Real Estate, LLC

    28 Beach Rd W, Old Saybrook, CT 06475
  • /25

    $6,000 per month

    • 5 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • House for Rent

    1200 Boston Post Rd, Old Saybrook, CT 06475

    october- may!!!!!The historic Nathaniel Clark House in Old Saybrook, Connecticut, has a taste of New England charm. Large families or people who require additional space to work from home will love this roomy five-bedroom house. Savor a tranquil setting for your winter getaway with warm fires, a spacious porch, a lovely garden, and a quiet greenhouse. This house is perfect for family

    Marina Kokis William Raveis Real Estate

    1200 Boston Post Rd, Old Saybrook, CT 06475
  • /20

    $2,600 per month

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    163 Ferry Rd, Old Saybrook, CT 06475

    Completely renovated! Upstairs Ranch-Style unit offers a rare opportunity for waterfront living, with views of the Ferry Landing Marina, Connecticut River, and Long Island Sound. Located directly across from the marina. This 2-bedroom, 1-bathroom home combines modern updates with an unbeatable location for boating, fishing, and outdoor enjoyment. The open-concept newly remodeled kitchen, cooking

    David Boudinot Berkshire Hathaway NE Prop.

    163 Ferry Rd, Old Saybrook, CT 06475
  • /23

    $75,000 per month

    • 9 Beds
    • 6 Baths
    • 5,413 Sq Ft
    • House for Rent

    21 Pettipaug Ave, Old Saybrook, CT 06475

    Embrace the Quintessence of Summer Living at the Historic Fenwick Cottage ~ Nestled in the heart of the Borough of Fenwick, this iconic Victorian waterfront cottage presents a rare opportunity to experience summer as it was meant to be. With its shingled exterior and timeless charm, the Fenwick Cottage is an idyllic retreat for the discerning summer resident. This shingled historic cottage boasts

    Colette Harron William Pitt Sotheby's Int'l

    21 Pettipaug Ave, Old Saybrook, CT 06475
  • /29

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 1,972 Sq Ft
    • House for Rent

    2 Point Rd, Old Saybrook, CT 06475

    The Iconic 2 Point Road Old Saybrook. Enjoy the breathtaking water views from every room! There are two full suites on the main level. The primary suite with French doors opening to its own balcony with breathtaking panoramic views will leave you speechless. The outside grounds boasts stunning views of Long Island Sound, Orient Point, Plum Island and more. Cornfield Point Association allows

    David Rodriguez William Pitt Sotheby's Int'l

    2 Point Rd, Old Saybrook, CT 06475
  • /36

    $18,000 per month

    • 4 Beds
    • 3 Baths
    • 1,120 Sq Ft
    • House for Rent

    8 Belaire Manor, Old Saybrook, CT 06475

    Summer 2025! -- Current availability: June 1-14 ($9,000) + entire month of September ($18,000). This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and watch the panoramic sunrises and sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking

    Erika Raffles William Pitt Sotheby's Int'l

    8 Belaire Manor, Old Saybrook, CT 06475
  • /39

    $4,750 per month

    • 3 Beds
    • 3.5 Baths
    • 1,710 Sq Ft
    • House for Rent

    8 Nibang Ave, Old Saybrook, CT 06475

    Direct waterfront in fabulous Fenwick! from September 2025 thru May, 2026. Spectacular setting on South Cove. Enjoy beautiful sunrises and sunsets in this idyllic water front home in the Borough of Fenwick. Completely renovated in 2007, open floor plan kitchen, great room and dining room overlooking South Cove. Lovely cook's kitchen with everything you need to make this house a home. There is a

    Lynn Lehrman Re/Max Valley Shore

    8 Nibang Ave, Old Saybrook, CT 06475
  • /24

    $3,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • House for Rent

    42 Chapman Beach Rd, Westbrook, CT 06498

    Academic rental. Fully furnished, renovated 1920 Dutch Colonial in private beach community, 3 Bedroom, 1 1/2 bath, new high efficiency heat and air conditioning, updated kitchen with stainless steel appliances with quartz counter top, hardwood floors throughout, new washer and dryer, open floor plan and 3 season front porch. Large open lot, private backyard, short walk to beach. Located in the

    Marta Elmasry Coldwell Banker Realty

    42 Chapman Beach Rd, Westbrook, CT 06498
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