Old Saybrook, CT Homes for Rent

Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the

Dawn Caso Williams Realty Services

Academic Rental available until April 30, 2026!! Also available as year-round rental beginning May 1, 2026 for $3650/month. Prime location -- steps to beautiful Main Street from this charming 3 bedroom/2 full bath home! This newly refurbished home presents desirable one-floor living, with much to offer besides it's wonderful location --- eat-in kitchen with new countertops and appliances, large

Lisa Genovali Re/Max Valley Shore

Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2025, through June 20, 2026! 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

Lynn Lehrman Re/Max Valley Shore

The lease begins on January 1, 2026, and runs through April 30, 2026, as a fully furnished short-term rental. All utilities are included in the rent. Welcome to one of Old Saybrook's most desirable beach associations. Set on a corner lot, this charming New England Cape offers stunning direct ocean views, with all three upstairs bedrooms enjoying the same breathtaking scenery. With over 3,500 sq.

Sang Jee William Raveis Real Estate

{Summer 2026 -- June: available -- July/Aug/Sept: rented} 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 enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the

Erika Raffles William Pitt Sotheby's Int'l

Turn-key Academic Shoreline Rental with 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

Terry McDonald McDonald Real Estate, LLC

Annual Entire house and garage with waterviews and beach steps away! You will love the large yard for gardening and waterviews! The home has a great open flow first floor with a large 4 season room great for entertaining. The 3 bedrooms are large and 2 full bathrooms. Can come furnished or unfurnished. A small pet is ok. Tenant pays all utilities, lawn care and snow removal.

Joel Lucas Coldwell Banker Realty

Charming fully furnished Year-Round Beach Home with Marshland Views! Discover your perfect getaway at our recently renovated beach neighborhood home, available from October 1, 2025 to May 1, 2026. Enjoy stunning marshland views and a serene environment in this beautifully updated property. This home features three spacious bedrooms and two modern, fully equipped bathrooms. A large deck offers the

Joel Lucas Coldwell Banker Realty

Lovely Ranch home that has been remodeled within the last few years. It features an eat-in kitchen with granite counters, newer appliances and plenty of cabinets. The living room has hard wood floors and a large picture window allowing tons of sunlight to stream in making this room light and bright. The large full bath on the main level is also newer and features heated tile floors, a vanity and

Brian Jermainne Team Jermainne Real Estate Services, LLC

Beautiful Knollwood Beach winter rental available immediately through 5/31/26. 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

Joel Lucas Coldwell Banker Realty

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

ACADEMIC RENT (mid Sept to mid May) 3 BR Colonial with Sun Room is located in the beautiful Indian Town Association with views of LIS and harbor. Bright and spacious rooms. This location is perfect for walking, biking or strolling along the beach. Conveniently located to I95, Train Station, Shopping and The Kate. Sorry NO pets or smokers allowed

Sandy Orsie Berkshire Hathaway NE Prop.

Welcome to 29 W.Shore Dr. Old Saybrook,CT. A direct waterfront single family home retreat in the Cornfield Point Association, is now available for academic term to begin Oct 1 - April 30 offering fully furnished 4 bedrooms, 3 baths, Fireplace, laundry on main level, 1 car garage, oversize waterfront lot and much more. Great opportunity for the short term rental, who enjoys water views with

David Rodriguez William Pitt Sotheby's Int'l

This home is just one short block from the beach and has a nice sized yard with a patio and outdoor shower. The roomy kitchen opens to a large great room with a gas burning stove. There is also a separate living room to the front of the house. This home has plenty of room for parking and is a member of Cornfield Point with two beaches, a club house, pickleball court, tennis court and activities

Bonnie Fillion Berkshire Hathaway NE Prop.

WELCOME TO THE LUXURY HANFORD COMMONS, LOCATED IN THE TOWN OF OLD SAYBROOK WHICH IS KNOWN FOR ITS BEACHES, MARINAS, SHOPPING, FINE DINING, GALLERIES AND THE FAMOUS KATHERINE HEPBURN THEATER, MOST OF WHICH IS WALKING DISTANCE FROM THE APARTMENT COMPLEX. THIS FIRST FLOOR UNIT IS A TWO BEDROOM, TWO BATH, RANCH STYLE APARTMENT WITH LOTS OF NATURAL LIGHT FROM THE OVERSIZED WINDOWS. UNIT ALSO HAS

Tracy Bonito William Raveis Real Estate

Welcome to this beautiful neighborhood charm located in the great Cornfield Point Association, Old Saybrook,CT. Coastal inspired furnished 3 bed 1 bath, home features stunning water views and just steps away from the Cornfield Point Beach and community. Now is the time to reserve this home for academic rental from October 1 - May15. Cozy living-room with stunning Ocean views and entertainment

David Rodriguez William Pitt Sotheby's Int'l

Welcome to your perfect summer getaway in picturesque Old Saybrook! This beautifully furnished 6-room home offers 3 spacious bedrooms, 2 full baths, and 1,784 sq ft of living space. Nestled just a short walk from the beach, you'll enjoy full access to Chalker Beach, a serene stretch along the Long Island Sound known for its soft sands and peaceful atmosphere-ideal for sunbathing, swimming, and

John Lynch William Raveis Real Estate

BEACHFRONT Beautifully renovated Furnished luxury waterfront monthly rental for annually $10,000 or winter for $5900 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

Joel Lucas Coldwell Banker Realty

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

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

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

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