Gloucester, MA Houses for Rent with Basement

Winter Rental: 10/1/2026-5/15/2026. This serene retreat is perfect for sunsets and seaside relaxation. Available week September 21-27 $7,500 Discover the best of coastal living with this beautifully furnished and equipped weekly rental, deeded access to Coffins Beach. Whether you enjoy peaceful walks along the shoreline, stunning sunsets or the serenity of living by the sea, this home provides

Kimberly Tipert Noyes Engel & Volkers By the Sea

WINTER RENTAL: This serene waterfront home offers breathtaking views from nearly every room. Enjoy the private dock for boating, swimming, and kayaking, surrounded by cedar trees for privacy and a nature-filled experience. Relax on the screened-in porch or stroll the sandbank at low tide. Located on picturesque Rust Island, just a short drive from Gloucester and Rockport, the property includes a

Julia Virden J. Barrett & Company

WINTER RENTAL AVAILABLE NOVEMBER 1 TO MID-MAY. Enjoy views of Lane's Cove as well as proximity to the village shops and Plum Cove Beach from this cozy perch in Lanesville. Some might say that Gloucester is even more beautiful in the cooler months. This single family home has been well maintained and thoughtfully renovated in recent years with improvements made to the kitchen, baths and other

Amanda Armstrong Compass

Modern Cape Ann coastal retreat. Sitting on 1.4 waterfront acres with granite outcroppings, mature trees, and gardens. Private deep-water dock, 5 feet at low tide, accommodates 2-3 boats. Riverfront peninsula with sweeping water and marsh views, perfectly located in the middle of the Annisquam River. Take trips out to Ipswich Bay, the bustling Gloucester Harbor and open waters beyond. Features

John Farrell Coldwell Banker Realty - Beverly

Cape Ann coastal living at its best! Near picturesque beaches, scenic trails, and all that Manchester by the Sea has to offer, this rare find features spacious rooms, flexible living areas, and exceptional indoor/outdoor spaces designed for entertaining, relaxing, and hosting. Set on a beautiful private lot with gardens, stone walls, flowering trees, yard space, and oversized shed. Three-bedroom

Krista Julian Coldwell Banker Realty - Manchester

Short term monthly rental opportunity from October 1 - May 31st! Owners will consider any length of time within those dates. Newly renovated cottage just 600 feet from Long Beach in Rockport. Conveniently located within a 5 minute drive to both downtown Gloucester and Rockport. This charming getaway features 4 bedrooms consisting of 1 king, 2 queens, and 2 twins, providing a blend of comfort and

Louise Touchette Coldwell Banker Realty - Lynnfield