Gloucester, MA Homes for Rent with Water View

SEPTEMBER RENT FREE! Qualified applicants may also be eligible for a reduced $500 security deposit. Updated one-bedroom on the Boulevard featuring an open-concept kitchenette and living room, full bath, and vinyl plank flooring. Heat and hot water are included, with common laundry and parking for one car. Conveniently located near the Commuter Rail station, downtown Gloucester shops and

Emma Fula Charlesgate Realty Group, llc

WINTER FURNISHED RENTAL – RIGHT ON THE BEACH! Available Nov 1 – May 15, 2027. 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: 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

SHORT OR LONG TERM RENTAL. WEEKLY SUMMER RATES VARY....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

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

Experience year-round waterfront living in this beautifully renovated 3-bedroom, 2-bath residence overlooking Gloucester Harbor. Thoughtfully updated with high-end finishes, this home features an open floor plan, a designer kitchen with quartz countertops, stainless steel appliances, a large center island, and abundant cabinetry. The spacious living and dining areas showcase panoramic ocean

Levana Group RE/MAX Beacon

Good Harbor views at the top of the hill. This FURNISHED 3 bed, 2.5 bath Townhouse can be your winter retreat. Available 9/1/26 - 6/15/27. First floor bedroom & bathroom, with 2 other bedrooms and a full bath on second level. Exclusive use of deck and backyard with patio and views of Good Harbor. The use of a 1 car garage is also great for cold winter months. Gloucester is not only an amazing

Charleen McCarthy Five Mark Realty Group LLC

Welcome to your Winter Hideaway on Waterman Road! All Utilities are Included in this well maintained sun-filled furnished rental. Spend hours exploring the private side of Wingaersheek with stunning sand dunes, sand bars, sea kites & the occasional whiskered seal. This sun filled unit has a well equipped kitchen, a large open concept dining area with easy streamline access from living room to

Mary Matthews Coldwell Banker Realty - Manchester

Charming Annisquam Village Home. This seasonal rental starts 9/1 through 6/1Discover this cozy retreat nestled in the heart of Gloucester's coveted Annisquam Village, just a short drive from Boston.Enjoy easy access to Diamond Cove, a stunning rocky beach, located just across the lane.This delightful home offers a perfect blend of comfort and coastal charm. The open-concept living and dining area

Brian Rothe Coldwell Banker Realty - Manchester

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

WEEKLY SUMMER RENTAL AVAILABLE WITH AVAILABILITY IN 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

Amanda Armstrong Compass

SEASONAL WINTER RENTAL WITH WATER VIEWS! Spend the off-season in one of Annisquam's most picturesque settings, perched in the heart of the village with sweeping views of the Annisquam River and the pristine shores of Wingaersheek Beach beyond. This beautifully preserved period home blends timeless New England charm with modern comforts, featuring exposed beams, hardwood floors, multiple

Paula Polo-Filias J. Barrett & Company

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