$4,500 Plus Fees
28 Beach Rd E, 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
$3,500
Total Monthly Price
84 Spencer Plain Rd, Old Saybrook, CT 06475
3 bed 2 bath ground up remodel. Stainless steel appliance in home. Fridge dishwasher stove and microwave. Washer dryer down stairs and up included. New everything wood floors ceiling fans full island for entertaining. Furnace is gas, central a/c and plenty of outside under cover porch. Tv mounts in wall for flat screens. Double closet master bedroom. Huge bedroom 2 and 3. Huge 1 acre with
$5,000 Per Month
17 Mallard Dr, Old Saybrook, CT 06475
This beautifully refreshed 2,520 square foot gambrel colonial is set on a private cul-de-sac in desirable Old Saybrook and comes fully furnished for effortless living. The home features four bedrooms and two and a half bathrooms, along with recent updates including fresh paint, updated bathrooms and new kitchen appliances. Both the sitting room and living room offer scenic views of tall grasses
Hilary Reid Coldwell Banker Realty
$4,800 Plus Fees
38 Seabreeze Rd, Old Saybrook, CT 06475
Welcome to your new home in Old Saybrook, CT! This charming Academic rental property is ideally located, providing easy access to a fantastic local restaurant and several department stores, ensuring you're never far from convenience and great dining experiences.This property offers the perfect balance of comfort and functionality, featuring both central heating and air conditioning,
$3,000 Per Month
10 London Ct, Old Saybrook, CT 06475
Welcome to Old Saybrook. This beautifully updated 4-bedroom, 2-bath academic rental offers the perfect blend of comfort and coastal living, complete with deeded beach rights to Cornfield Point Beach for the 2026-2027 academic calendar. Tucked away at the end of a quiet cul-de-sac on a full acre, this fully furnished home is truly move-in ready. The thoughtfully designed layout includes a heated
Wendy Visgilio Coldwell Banker Realty
$3,500 Plus Fees
6 Leada Woods Rd, Old Saybrook, CT 06475
Property Id: 2760013 Beautiful estate-like property on 2 acres in Old Saybrook. Short drive to town. Walk to the 900 acre Preserve for mountain biking and hiking. 3 bedrooms + den, 2.5 baths. Recently remodeled kitchen. Available as an academic rental (Sep - May).
$2,900 Per Month
10 W View Rd, Old Saybrook, CT 06475
Beautiful Knollwood Beach winter rental available 8/15/2026 through 5/31/27. Enjoy living one block from LIS with lovely walking path along the waterfront and association amenities like tennis, and a great park with playground and basketball court. Nicely decorated and never rented before. Lovely livingroom with fireplace , 3 bedrooms, one bathroom. Oversized one car garage ok for tenant storage
Joel Lucas Coldwell Banker Realty
$3,000
Total Monthly Price
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
$3,000 Per Month
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
$4,500
Total Monthly Price
8 Bel Aire Manor, Old Saybrook, CT 06475
Academic rental available October 1, 2026 - May 28, 2027. This beautiful beach home is a direct waterfront, 4 bedroom, one-level home situated on a deep soft-sand 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 water views. The large patio on
$2,500 Per Month
94 Nehantic Trail, Old Saybrook, CT 06475
Welcome to the popular Indian Town Beach Association in Old Saybrook. This is a fully furnished academic rental available from October 1st, 2026, to May 15, 2026. Bright and neat, this home has been well taken care of both inside and out. The home features central air, propane heat, 2 bedrooms, a living room, a generously sized eat-in kitchen, a full set of laundry on the main floor, and a full
Sang Jee Eagle Eye Realty PLLC
$2,000 Per Month
115 Ayers Point Rd, Old Saybrook, CT 06475
YEAR ROUND studio located in the Ayers Point community with convenient access to I-95 and Route 9. This updated studio INCLUDES ALL UTILITIES (unit has its own dedicated WiFi and/or Cable TV for those who work from home. Xfinity service is not included in the rent. The main living space features a partial wall separating the sleeping area from the living area, creating an open feel while
Kara Bell J.M. REALTY
$2,600 Per Month
28 Church St, Old Saybrook, CT 06475
Well-maintained and move-in ready, this 2-bedroom, 1-bath ranch offers comfortable single-level living in one of Connecticut's sought-after shoreline communities. Offered fully furnished, this home provides a turnkey opportunity for year-round living, a seasonal retreat, or an investment property. The functional layout is designed for easy living, with convenient access to downtown Old Saybrook,
Timothy Johnson Starr Team at LPT Realty
$4,500 Per Month
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
$2,350 Per Month
30 Mohican Rd, Old Saybrook, CT 06475
Immaculate and beautifully updated academic rental located in the desirable Cornfield Point beach community. The interior features an open floor plan. The kitchen is nicely appointed. A washer and dryer are included inside the home. The primary bedroom is spacious with a workspace and attached flex space that functions as an attached den or living space. An attached garage is an added benefit.
Marc Delise Coldwell Banker Realty
$2,650 Per Month
Unlisted Address
Academic Rental - October 1, 2026 - May 15, 2027 Enjoy the beauty and charm of shoreline living in this beautifully updated one-level, two-bedroom home in the quaint town of Old Saybrook. This inviting home features a gorgeous, updated kitchen, two comfortable bedrooms, an updated full bathroom, and a bright living area with stunning water views overlooking the picturesque town of Old Saybrook.
Terry McDonald McDonald Real Estate, LLC
$4,500 Per Month
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.
$14,400 Per Month
2 Buckingham Ave, Old Saybrook, CT 06475
Available for August Summer rental for 2-week intervals or full month. Large 4 bedroom with water views of marsh and Kayak water ways. There is boat launch access across street from garage for kayaks ,canoes small boat - tidal tides important. Outdoor shower. Wrap around covered deck. A great vacation resort capable of sleeping 8-10. Fully Furnished Rent Spree Applications
Steve Waters William Raveis Real Estate
$6,500 Per Month
3 Wilson Ave, Old Saybrook, CT 06475
Academic Rental in Desirable Fenwick Available September 9, 2026 - May 2027 $6,500 per Month | Full Academic Term Preferred. Experience the best of Connecticut shoreline living in this exceptional Fenwick rental. Privately situated on a knoll overlooking picturesque marshlands, the home enjoys sweeping views of Long Island Sound and the historic Outer Light. Designed for both comfortable everyday
Lynn Lehrman Re/Max Valley Shore
$8,400 Per Month
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. Oct 1 thru Dec. 15 is still available. 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
Joel Lucas Coldwell Banker Realty
$4,200 Per Month
5 Knollwood Dr, Old Saybrook, CT 06475
Waterviews. Recently renovated year-round Cottage in Knollwood Beach Association 2 doors down from the waterfront. Incredible views of Long Island Sound. You will love the large covered porch and the designer white kitchen. Beautiful open flow on first floor with large dining area and gas fireplace in living-room. Home has 3 Bedrooms and 2.1 bathrooms. Nice back yard with outdoor shower. Tenant
Joel Lucas Coldwell Banker Realty
$2,600 Per Month
54 Hartford Ave, Old Saybrook, CT 06475
Immaculate home at the beach available for rent October 1, 2026 - April 30, 2027. Spacious ranch with an open living, dining, and kitchen. The primary bedroom has access to the backyard and is next to the full bathroom which has a walk in shower and washer/dryer. On the other side of the home you will find 2 generous sized bedrooms and a full bathroom with bath/tub combo. Central air. Outdoor
Kate Lombardi Coccomo Real Estate LLC
$7,500 Per Month
30 Riverside Ave, Old Saybrook, CT 06475
RARE Opportunity to experience a slice of waterfront life on the New England shoreline in quintessential Old Saybrook, CT! This stunning beach-style cape home sits at the mouth of the Connecticut River to Long Island Sound and offers sweeping waterfront views from almost every window! With 3,392 sq ft of tastefully furnished space, this home is perfect for entertaining or enjoying it however you
Katlyn Godin eXp Realty
$6,500 Per Month
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
$3,250 Per Month
2 Buckingham Ave, Old Saybrook, CT 06475
Wonderful 2013 built 2,400 sq ft 4 bedroom,3.1 bath Home with Water views at Great Hammock Beach. Large wrap around wide deck with views. Great open floor plan with sliders to Wrap around covered porch/ Deck. home has launch area for small boat/kayaks across street from Home. Extensive Marsh views with access to Kayak. Short walk to beach with sand bar. Updated Kitchen , baths ! Short drive to
Steve Waters William Raveis Real Estate
There are currently 25 single-family homes available for rent in Old Saybrook, CT. The median rent is $3,000 per month, with 3-bedroom houses renting at $3,000, 4-bedroom houses at $4,500 and 5-bedroom houses at $6,500.
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Number of Houses for Rent
25
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Median Single Family Home Rent
$3,000
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Median 3 Bedroom Single Family Home Rent
$3,000
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Median 4 Bedroom Single Family Home Rent
$4,500
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Median 5 Bedroom Single Family Home Rent
$6,500
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