14

Old Saybrook, CT Houses for Rent

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  • /20

    $11,000

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,784 Sq Ft
    • House for Rent

    17 Mallard Dr, Old Saybrook, CT 06475

    Stunning water & sunrise views, available weekly or monthly. Beautiful kitchen, third floor deck off of master bedroom to enjoy your morning coffee, large 16' x 26' second floor deck with table & chairs for outdoor dining with grille. Hardwood floors throughout, 2.5 bathrooms. Master bedroom queen bed and private bath & deck. Bedroom 2, 3 and 4 have full size beds and shared full bath. Hall bath

    17 Mallard Dr, Old Saybrook, CT 06475
  • /4

    $1,300 Per Month

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

    1500 Boston Post Rd Unit 8, Old Saybrook, CT 06475

    Studio unit includes heat, hot water, electricity, cable, and internet. Recently remodeled. Clean and freshly painted. Private bath. Parking available. Conveniently located. Walking distance to beach.

    Brian Botti Botti Realty

    1500 Boston Post Rd Unit 8, Old Saybrook, CT 06475
  • /17

    $3,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • House for Rent

    102 Chalker Beach Rd, Old Saybrook, CT 06475

    2026 Beach cottage -- April 15 to Oct 15 -- $3,500/month. One lucky renter will get to spend spring, summer, and fall in this charming Chalker Beach cottage! Located in a private association, this home is just a short walk to the large soft-sand beach. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the ocean at night. Inside,

    102 Chalker Beach 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

    This spectacular home with a fantastic location is an Academic Rental; from September 15, 2026 through May 15, 2027. 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

    Terry McDonald McDonald Real Estate, LLC

    38 Seabreeze Rd, Old Saybrook, CT 06475
  • /31

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • House for Rent

    43 Pennywise Ln, Old Saybrook, CT 06475

    Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen

    Phoebe Schreiner William Pitt Sotheby's Int'l

    43 Pennywise Ln, Old Saybrook, CT 06475
  • /23

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,137 Sq Ft
    • House for Rent

    8 Clinton Ave, Old Saybrook, CT 06475

    Turn-key Academic Shoreline Rental for today's modern-living and tastefully decorated in Old Saybrook, CT. Beautifully renovated home in South Cove neighborhood great for morning walks with coffee or evening strolls with a cocktail in hand. This lovely light filled home has an open floor plan, custom built kitchen with modern stainless steel appliances, new hardwood floors throughout, first floor

    Terry McDonald McDonald Real Estate, LLC

    8 Clinton Ave, Old Saybrook, CT 06475
  • /34

    $2,175 Per Month

    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    115 Ayers Point Rd, Old Saybrook, CT 06475

    YEAR ROUND UNFURNISHED STUDIO RENTAL located in the Ayers Point community with convenient access to I-95 and Route 9. This well maintained and updated studio has the added benefit of INCLUDED UTILITIES (WiFi and/or cable TV are not included in the rent) The main living space features a partial wall that provides separation between the sleeping and living area, creating an open feel while

    Kara Bell J.M. REALTY

    115 Ayers Point Rd, Old Saybrook, CT 06475
  • /36

    $3,300 Per Month

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

    12 Allendale Rd, Old Saybrook, CT 06475

    Plan now for September to May...Desirable MEADOW WOOD location -----Academic rental available between September 15, 2026 thru May 28, 2027. 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

    Lisa Genovali Re/Max Valley Shore

    12 Allendale Rd, 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 of Long Island Sound at 28 Beach Rd West, Old Saybrook! Beautiful Academic Rental "beach" home, with 3 bedrooms and 2 baths, 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
  • /17

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,946 Sq Ft
    • House for Rent

    958 Middlesex Turnpike, Old Saybrook, CT 06475

    Annual Unfurnished Rental in a Prime Location Between Old Saybrook and Essex This spacious and versatile property offers 3 bedrooms and 2 full baths, with 1,826 square feet of main-level living plus an additional 1,120 square feet of finished lower level, complete with a full bath-ideal for extended living, recreation, or workspace. Zoned for both residential and commercial use, this property

    Lisa Fekete William Raveis Real Estate

    958 Middlesex Turnpike, Old Saybrook, CT 06475
  • /32

    $4,500 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,316 Sq Ft
    • House for Rent

    33 Beach Rd W, Old Saybrook, CT 06475

    Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling

    Katie Smith Berkshire Hathaway NE Prop.

    33 Beach Rd W, Old Saybrook, CT 06475
  • /15

    $8,400 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 $8400 weekly rental or 1200 a day for June 1st thru Sept. 15th or weekly at $8400. 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.

    Joel Lucas Coldwell Banker Realty

    25 W Shore Dr, Old Saybrook, CT 06475
  • /40

    $6,500 Per Month

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

    17 Agawam Ave, Old Saybrook, CT 06475

    Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2026, through June 20, 2027! 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 walls of windows and French door access to a spacious back

    Lynn Lehrman Re/Max Valley Shore

    17 Agawam Ave, Old Saybrook, CT 06475
  • /27

    $4,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • House for Rent

    509 Main St Unit 4, Old Saybrook, CT 06475

    Rare opportunity --Available June 15 - ANNUAL LEASE! Walk or bike to Saybrook Point or to town! Stunning 3 bedroom Colonial in quaint small enclave of 4 Free Standing condo's with water views is being offered for the first time in years. Fantastic in-town location -- In between North and South Coves, walk or bike to town and Saybrook Point. Hardwood floors, granite kitchen, open floor plan;

    Lisa Genovali Re/Max Valley Shore

    509 Main St Unit 4, Old Saybrook, CT 06475

Frequently Asked Questions

How much does it cost to rent a single-family home in Old Saybrook, CT?
The median rent for a single-family home in Old Saybrook, CT is $3,000 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option while condos and townhouses are currently more expensive.
How much do you need to make to afford rent in Old Saybrook, CT?
To comfortably afford the median rent in Old Saybrook, CT, a household needs to earn roughly $140,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $3,500 per month in Old Saybrook, CT, renters typically need to show $10,500 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Old Saybrook, CT?
In Old Saybrook, CT, the price-to-rent ratio is 17.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends in Old Saybrook, CT

Rental Home Trends

Number of Houses for Rent
14
Median Single Family Home Rent
$3,000
Median 3 Bedroom Single Family Home Rent
$3,000
Median 4 Bedroom Single Family Home Rent
$5,000
Median 5 Bedroom Single Family Home Rent
$6,500
How to Rent a Home