Studio to 3 Bedroom Homes for Rent in Old Saybrook, CT

Gorgeous Restored 1815 Colonial - Annual Rental available starting 12/19/25 Dogs Welcome! This beautifully restored 1815 colonial shows like new construction while preserving its classic New England character. Set on a level 1.65-acre lot close to beaches and all downtown Old Saybrook amenities, the home offers the perfect blend of historic charm and modern luxury. High ceilings, sun-filled

Joel Lucas Coldwell Banker Realty

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 Finch William Pitt Sotheby's Int'l

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

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

SHORT TERM RENTAL until mid May 2026. Three BR Colonial with Sun Room located in the beautiful Indian Town Association. 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.

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 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 coastal relaxation. Step out onto your

John Lynch William Raveis Real Estate

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

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). $1200 a day for June 1st thru Sept. 15th. 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

Joel Lucas Coldwell Banker Realty

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 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