Old Saybrook, CT Houses for Rent with Basement

This spectacular home with a fantastic location is an Academic Rental; from September 15, 2026 through May 15, 2027. 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

Terry McDonald McDonald Real Estate, LLC

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 Schreiner 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

YEAR ROUND UNFURNISHED STUDIO RENTAL located in the Ayers Point community with convenient access to I-95 and Route 9. This well maintained and updated studio has the added benefit of INCLUDED UTILITIES (WiFi and/or cable TV are not included in the rent) The main living space features a partial wall that provides separation between the sleeping and living area, creating an open feel while

Kara Bell J.M. REALTY

Annual Unfurnished Rental in a Prime Location Between Old Saybrook and Essex This spacious and versatile property offers 3 bedrooms and 2 full baths, with 1,826 square feet of main-level living plus an additional 1,120 square feet of finished lower level, complete with a full bath-ideal for extended living, recreation, or workspace. Zoned for both residential and commercial use, this property

Lisa Fekete William Raveis Real Estate

FURNISHED ACADEMIC RENTAL available mid-August 2026 through May 2027, with the potential to extend month to month. This home offers one floor living with backyard views of the marshlands and wildlife that comes with it. Inside you will find an open concept dining room, kitchen and living room with hardwood flooring throughout. There are 3 designated bedrooms and an additional room off of the

Kara Bell J.M. REALTY

Welcome to downtown Old Saybrook and this charming Cape Cod style home located just off Main Street and within walking distance to shops, eateries, and town events! Inside you will enter through a light filled mudroom and into the kitchen with stainless appliances. An open entertaining space, the kitchen has a half wall with a wood bar top and stools that overlooks a sitting room and grand

Kara Bell J.M. REALTY

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