Gloucester, MA Houses for Rent

Summer Rental $4200 Weekly, Monthly Options! Waterfront on Goose Cove in the Annisquam with Dock and 2 Kayaks! Protected Cove perfect for swimming, boating and fishing! 3 Bedrooms,2 full baths, Sleeps 9! Huge beamed light and bright Livingroom with incredible water views, fireplace and built-ins. Upstairs family room with WIFI . Spectacular Sunsets from deck with cast iron furniture and grille.

Deborah Monahan Annisquam Village Realty

WEEKLY SUMMER RENTAL AVAILABLE MAY TO SEPTEMBER for $6000 per week with a two week minimum. Idyllic oceanfront retreat in Lanesville in stunning and private setting in one of the North Shore’s most scenic communities. This is the perfect base for exploring the many delights of Lanesville, from its rugged shoreline to the colorful village with its shops and cafe. Head to beautiful Lane’s Cove,

Amanda Armstrong Compass

SHORT TERM fully furnished home rental. SEASONAL RENTAL Start date: June 01, 2026. Termination: September 30, 2026 The rent is the monthly amount. Plus electricity. This wonderful home is located directly across from world known Hammond Castle. Partial views of the ocean

Don Dunsky Don Dunsky Real Estate

SEASONAL and FlEXIBLE TERM RENTAL - Charming English Tudor Carriage House privately located in the heart of Eastern Point within walking distance of two sandy beaches, DogBar Breakwater, Eastern Point Light House and many nature paths; only a 10 minute drive to Rt. 128 and all things Gloucester. Just minutes from Rocky Neck Art Colony and Gloucester Stage Company. Bicycle to town or around Cape

Lois Budrose Gibson Sotheby's International Realty

WINTER RENTAL AVAILABLE OCTOBER TO MAY in 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. Generous kitchen opens to family room with cathedral ceilings and

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

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

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