Houses for Rent in Old Saybrook, CT

Cozy and spacious, this charming 2-bedroom, 2-bath fisherman's cottage from 1800 blends historical charm with modern amenities. The first floor features an oversized suite, eat-in kitchen with decorative fireplace, and sunny napping corner. Upstairs offers an additional bedroom and media area. Enjoy the outdoor shower, grill, fire pit, and a partially fenced yard. Just a stroll away from downtown’s shopping and dining, it’s the perfect seasonal getaway.

Escape to this exquisite 5008 sq. ft. Fenwick summer rental, a seamless blend of classic charm and modern luxury. Boasting 5 bedrooms and 5.5 baths, the cottage features a waterside family room with a striking fieldstone fireplace, a chef's kitchen, and a wrap-around porch. Enjoy the hot tub and outdoor fireplace while savoring the coastal tranquility of Long Island Sound.

This beautifully renovated 4-bedroom, 2.5-bath Colonial home offers 2,352 sq ft of comfort. Featuring gleaming hardwood floors and a stunning kitchen with granite countertops and stainless-steel appliances, it reflects modern living. Enjoy updated baths, a walkout basement, and a lovely yard perfect for seasonal enjoyment. With a drive-under garage and proximity to Old Saybrook's amenities, this move-in ready residence is ideal for anyone seeking style and convenience.

Experience coastal living in this charming 3-bedroom, 1-bath home, perfectly located in the Cornfield Point Association. With 884 square feet of cozy space, this fully furnished residence offers breathtaking water views from the living room and upper deck. Just steps from the beach and minutes from restaurants and shopping, it's ideal for an academic rental from October 1 to May 14. Embrace beautiful sunsets and serene beach life in this delightful getaway.

This enchanting traditional cottage offers over 3,700 sq. ft. of beachside living with 4 bedrooms and 4 baths. Features include an open-concept living area with abundant natural light, a stunning chef's kitchen with Carrera marble countertops, and a primary suite with picturesque water views. A huge third-floor rec room adds ample play space. Enjoy serene outdoor living on the expansive porch, perfect for relaxation and entertaining in Fenwick from September 2025 to June 2026.

This fully furnished 4-bedroom, 3-bath home offers direct waterfront access and breathtaking sunset views. Spanning 2,510 sq. ft., features include a cozy fireplace, main-level laundry, and a single-car garage. The spacious patio is perfect for relaxation and gatherings. Located in the Cornfield Point Association, this retreat is available for a short-term lease from October to April, conveniently close to dining, shopping, and train stations for easy travel to NYC or Boston.

Enjoy stunning ocean views from this exceptional 4-bedroom, 2-bathroom beach home offering one-level living and a beautiful sandy beach right at your doorstep. The open-concept layout features high ceilings and abundant natural light, complemented by a lovely kitchen with granite and stainless steel appliances. A generous patio perfect for entertaining leads to the beach. Unwind in this serene coastal retreat, ideal for relaxation and unforgettable seaside memories.