Gloucester, MA Houses for Rent with Basement

Seasonal furnished rental available September 1, 2026 to May 1, 2027. This cozy beachside home offers a spacious kitchen, dining area, and living room with a fireplace, as well as a screened-in front porch perfect for relaxing. The first floor features a primary bedroom with an en suite half bath, an additional bedroom, and a full bathroom. The second floor includes two bedrooms and a full

Stephanie Moio William Raveis R.E. & Home Services

One Week Rentals Available: Experience coastal living in this furnished weekly rental with deeded access to Coffins Beach. The open kitchen, dining, and living area flows to a bright family room with a cathedral ceiling and deck. A 3rd-floor bonus room opens to a roof deck with panoramic ocean views. Accommodations: King ensuite, 2 Queen rooms (shared bath), trundle room, sunroom with daybed, and

Kimberly Tipert Noyes Engel & Volkers By the Sea

Winter Rental: 10/1/2026-5/28/2026. This serene retreat is perfect for sunsets and seaside relaxation. Available weeks:August 8-15 $9,000. August 22-29. $9,000. September 14-20 $7,500. 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

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 DECEMBER 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 living

Amanda Armstrong Compass

WEEKLY SUMMER RENTAL in spacious, well-appointed family home on privately situated, green leafy lot, yet less than half a mile away from the Good Harbor Beach Footbridge. With Bass Rocks Golf Club and tennis courts around the corner and Rocky Neck and downtown Gloucester a short distance away, this is a prime location for fun with friends and family. Generous kitchen opens to family room with

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

Charming and private, this year-round 2-bedroom single-family home is nestled in the heart of Annisquam—one of Gloucester’s most desirable coastal neighborhoods. Set back from the road, the home offers a peaceful retreat with light-filled living spaces, a functional layout, and an easy indoor-outdoor flow. Enjoy your morning coffee or host summer gatherings in the private patio and yard,

McClelland Del Rio Group Gibson Sotheby's International Realty