Old Saybrook Vacation Rental Homes By Owner

Welcome to the Jewel Box @ North Cove, a charming and fully renovated home in Old Saybrook’s sought after historic North Cove. The prime location is walkable to... Read More

Beautifully updated Beachfront cooled air /heated home provides comfortable sleeping for 12. Enjoy sitting on the deck on the Private beach area enjoying the... Read More

Newly renovated beach home available for the first time! Beautifully updated home in the Chalker Beach community of Old Saybrook! Best of both worlds, path to the... Read More

Welcome to Old Saybrook! Our apartment sits over our garage and is attached to our primary residence. It is conveniently located within walking distance to Main... Read More

Spacious Beach house within a 5 minute walk to private association beaches. Plenty of space on the sand even in peak season. Walk/ swim across the channel at low... Read More

Brand new furnishings, and freshly painted. Brand new bathroom renovation. Inviting and cozy, pet friendly beach house in a small private association. Large open... Read More

Nestled between the Long Island Sound and Connecticut River, Cove street Cottage is your luxury getaway. When you stay at our luxury cottage you won’t have to... Read More

Graceful and sprawling 3,500 s.f. home. Large bay windowed living room with an adjacent sun porch. Ensuite master bedroom. Dining room. Large eat-in kitchen with... Read More

Welcome to Coulter Cottage a 1932 Cape centered in the heart of it all. Walkable to all the downtown shops, restaurants, and The Kate (Katherine Hepburn Cultural... Read More

*****SEASTAR****** Enjoy the beauty and Seascape of Knollwood Beach located in beautiful and scenic Old Saybrook Connecticut . Just a two minute walk to the... Read More

Large Spacious Modern New 3 Story Beach House (3,054sqft) in Beautiful Indian Town, at 1 Shetucket trail, Old Saybrook, CT. Boasts 360 Degrees of Tranquil Views... Read More

One minute walk to the beach at the end of a private street. Updated kitchens, natural flooring, and freshly painted interior. The view off the second-floor... Read More

Enjoy you vacation time at this Newly Remodeled Luxurious Beach Home,With two first floor full Baths and bedrooms With 2 More Bedrooms With huge Closets.3... Read More

Charming, one bedroom cottage is located on historic Saybrook Point where the Connecticut River meets Long Island Sound. This fully furnished, very comfortable... Read More

Bright and airy modern home surrounded by trees and grass. Good sized pool with outdoor furniture, including grill, hammock and fire pit. Large family room with... Read More

One floor, 1100 square feet on a 1/2 acre on a quiet residential street. Convenient to the beach, great walks, close to Dairy Queen, Mexican, Thai and Italian... Read More

Welcome to Old Saybrook and Cornfield Point. Our recently completely updated beach house is the perfect retreat for couples or families. Our private... Read More

Second Floor apartment in a historic building. Tastefully furnished and updated with a brand new kitchen, open floor plan, and washer/dryer. Enjoy the fresh air... Read More

Newly remodeled 3 bedroom, 1.5 bath beach home nestled in Old Saybrook, CT. Sits on a private 1/2 acre. Just step outside and sit on the patio and listen as birds... Read More

Old Saybrook está situado a medio camino entre la ciudad de Nueva York y Boston, a lo largo del corredor I-95. Recién remodelado, hermoso, pintoresco, 1920, casa... Read More