Gloucester, MA Houses for Rent

Welcome to your peaceful retreat! This beautifully maintained single-floor 2-bedroom home offers comfort, style, and convenience in every corner. From radiant floor heating in the winter to central A/C in the summer, you'll enjoy year-round comfort in every season. The modern kitchen is fully equipped with a stove, microwave, refrigerator, and dishwasher — perfect for both daily living and

Julia Virden J. Barrett & Company

Completely remodeled & modern 4 bedroom single family home available for rent. Home features a chef's kitchen with top of line appliances, u shaped island and breakfast nook; fantastic space for entertaining. Primary suite with private spa like bathroom, walk in closets, laundry and balcony retreat. 3 additional bedrooms on the second level. Finished walkout lower level opens to a covered patio.

Devin Caglayan All County Select Property Management

Winter Rental available from 10/1/2025- 6/30/2025. 4 Bed 2 full bath, 1 car garage. Heat by oil. Tenant responsible for oil heat and electricity. No smoking no pets. Incredible sunrises over Wingaersheek Beach. Access to Wingaersheek beach just steps away from the property.

Chris Blasczak Liberty Residential Realty, LLC

WINTER RENTAL AVAILABLE NOVEMBER TO 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

WINTER: Beautifully renovated home located directly on Lobster Cove in the historic village of Annisquam. Around 1623, Captain John Smith described the cove as a "a safe harbor in a Northeast storm." Nothing has changed. Kayak right from your deck. Soak up the beautiful views from the house, deck and dock of the fabled footbridge which connects the Annisquam peninsula to the banks of mainland

Carole Sharoff AVH Realty

Situated on a knoll in Gloucester's Bay View neighborhood, this furnished winter rental is on a rise above Ipswich Bay offering peekaboo views from the second floor bedroom. Newly renovated, this home boasts an eat in kitchen with a large window that overlooks the patio and backyard. Two bathrooms: the ground floor half bath and second floor full bath with shower. There is a laundry room with

Carole Sharoff AVH Realty

Winter Rental (OCTOBER through JUNE 30). Cozy 2-bedroom 1 bath cottage set on private 1.46 Acre parcel. This sweet cottage features wood floors, wrap around porch, deck overlooking wooded and serene setting. Located a short distance from Magnolia Beach, West Gloucester MBTA, Rte 128 and downtown Gloucester.Tenants are responsible for the following expenses over and above their monthly

Mary Ciaraldi J. Barrett & Company

Take it easy at this unique and tranquil getaway. Walk out the front door and put your toes in the sand. Imagine spending the winter on long beach in Gloucester. This beautiful home comfortable sleeps six. With a fully appliances kitchen, washer and dryer. The yard has plenty of room for entertaining and parking for three cars.The memories made at the Oceans Edge will be you some of your

Amy Elwell Atlantic Coast Homes,Inc

September wkly rental, $7200 week 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 the perfect retreat. The floor plan is designed for comfort and connection, The kitchen, dining and

Kimberly Tipert Noyes Engel & Volkers By the Sea

Private Wingaersheek Beach! Winter rental available 10/1/25- 5/31/26. Beautifully cared for single family home with close access to beach. Fully Furnished 4 -bedroom 2 bathroom house in highly desirable Coffin's Beach This ranch style home offers single-level living, open-concept living with updated kitchen. Other amenities include ample parking, central A/C, fenced yard with patio, laundry,

Gianni De Palma GDP Real Estate Group, LLC

WINTER FURNISHED RENTAL – RIGHT ON THE BEACH! Available Oct 15 – May 15, 2026. Welcome to Pavilion Beach in downtown Gloucester—your own private beach house tucked away on a quiet cul-de-sac. Cozy 2 bedroom, 1.5 bath with huge wrap around porch and 3 season room to enjoy at night. Stunning water views greet you from nearly every room including an upper deck for additional enjoyment. The first

Robin Capone Irving Realty

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

Amanda Armstrong Compass

Welcome to your dream waterfront retreat! This brand-new construction offers unparalleled luxury and convenience, boasting 4 bedrooms, 3 bathrooms, and a deep water dock. Located in the prestigious Wheeler’s Point neighborhood, this home is designed for those who appreciate the finer things in life. Step into an expansive open-concept living space with large windows, and stunning water views. The

Katelyn Ciaramitaro Engel & Volkers By the Sea

SHORT OR LONG TERM RENTAL Fall/Winter rental availability....Rare opportunity to rent this spectacular custom-built home in the Private section of Wingaersheek Beach. Stunning ocean views from every room of this 4-bedroom home. Large bedrooms, custom bathrooms, beautiful chef's kitchen leads to a 2-story family room w/ fireplace and direct access to an oversized deck with stunning ocean views.

Gianni De Palma GDP Real Estate Group, LLC

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

OCEANFRONT IN LANESVILLE SUMMER RENTAL WITH DATES STILL AVAILABLE STARTING IN MID-AUGUST. Idyllic summer retreat in stunning and private oceanfront 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 colorful Lanesville village with its studios and cafes. Head to beautiful Lane’s Cove,

Amanda Armstrong Compass