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Gloucester, MA Houses for Rent

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  • /5

    $4,000 per month

    • 4 Beds
    • 1.5 Baths
    • 1,360 Sq Ft
    • House for Rent

    40 Rockport Rd, Gloucester, MA 01930

    This large and comfortable vacation home is just steps from the white sands of Long Beach--a perfect summer location! Built in the 1987, much of its early charm still remains.On the ground floor, there is the living room with plenty of seating and a tv. The large kitchen has a pass-through to the casual dining room, perfect for easy post-beach meals. Upstairs are 4 bedrooms -- three with

    Amy Elwell Atlantic Coast Homes,Inc

    40 Rockport Rd, Gloucester, MA 01930
  • /10

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • House for Rent

    138 Leonard Street: Winter Rental, Gloucester, MA 01930

    Short-Term/Winter Season Two-Bedroom House Rental! Available Sep 7, 2025 to June 13, 2026. Situated in the desirable neighborhood of Annisquam Village this well maintained fully furnished gambrel style colonial is sited on a private lot that is surrounded by mature plantings. Enter the home to a four-season heated sunroom and through French doors awaits a spacious living room that follows on to a

    Ana Silveira J. Barrett & Company

    138 Leonard Street: Winter Rental, Gloucester, MA 01930
  • /35

    $5,250 per month

    • 4 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • House for Rent

    44 Ye Olde County Rd, Gloucester, MA 01930

    This serene waterfront vacation 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 fully

    Julia Virden J. Barrett & Company

    44 Ye Olde County Rd, Gloucester, MA 01930
  • /40

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 2,752 Sq Ft
    • House for Rent

    1 Old Salem Rd, Gloucester, MA 01930

    Welcome to this charming historic 3 bed 2 bath house, where old-world charm meets modern amenities. This beautifully restored home features original 'Kings Timber' floors throughout the living room, office, and formal dining room, each equipped with exposed beams and a cozy fireplace. Just past the first-floor full bath with a jacuzzi tub and laundry space is a fully updated kitchen with

    Timothy Kotkowski The Proper Nest Real Estate

    1 Old Salem Rd, Gloucester, MA 01930
  • /10

    $3,100 per month

    • 4 Beds
    • 2.5 Baths
    • 1,893 Sq Ft
    • House for Rent

    11 Sleepy Hollow Rd, Gloucester, MA 01930

    Seasonal furnished rental available September 1, 2025 through May 1, 2026 (date could be flexible). This home offers a living room with a fireplace which is open to the kitchen and the dining room (area). The kitchen door leads to a beautiful deck over looking the yard. The first floor also has the main bedroom with a half bathroom attached and one additional bedroom and a full bath. The

    Stephanie Moio William Raveis R.E. & Home Services

    11 Sleepy Hollow Rd, Gloucester, MA 01930
  • /42

    $8,000 per month

    • 5 Beds
    • 3 Baths
    • 2,343 Sq Ft
    • House for Rent

    18 Rear Bungalow Rd, Gloucester, MA 01930

    --SHORT TERM RENTAL -- Price is a base price and per week. Inquire for longer stays. Private oceanfront Wingaersheek Beach house features five bedrooms, three bathrooms and has recently been renovated with custom steel front double doors, new wood floors, pine interior paneled walls, new kitchen cabinets, counters, bathrooms, and mini split AC units. The house spans three levels along with an

    Stephen Sassoon Sassoon Group, LLC

    18 Rear Bungalow Rd, Gloucester, MA 01930
  • /41

    $37,500 per month

    • 5 Beds
    • 2 Baths
    • 3,300 Sq Ft
    • House for Rent

    62 Crafts Rd, Gloucester, MA 01930

    June, and September dates available! 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

    John Farrell Coldwell Banker Realty - Beverly

    62 Crafts Rd, Gloucester, MA 01930
  • /38

    $7,000 per month

    • 4 Beds
    • 4 Baths
    • 3,567 Sq Ft
    • House for Rent

    39 Decatur St, Gloucester, MA 01930

    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

    39 Decatur St, Gloucester, MA 01930
  • /40

    $20,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,518 Sq Ft
    • House for Rent

    14 Sunset Point Rd, Gloucester, MA 01930

    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

    14 Sunset Point Rd, Gloucester, MA 01930
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