20

Gloucester, MA Houses for Rent

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  • /19

    $2,800 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft
    • House for Rent

    103 Leonard St, Gloucester, MA 01930

    ***SEASONAL RENTAL SEPTEMBER 8 - MAY 9, 2027*** Charming three-bedroom home in quaint Annisquam Village available October 1 through May 31, 2027. Recently renovated with hardwood floors, stainless steel appliances, and marble countertops. Features a large three-season porch in the front and a private patio in the rear. Amenities include washer/dryer on the first floor, ample closet space, full

    Agent Photo

    Katelyn Ciaramitaro

    Engel & Volkers By the Sea

    103 Leonard St, Gloucester, MA 01930
  • /11

    $3,200

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    540 Washington St, Gloucester, MA 01930

    Beautiful home for rent. 2 bedrooms, 2 full bathrooms on the Mill River. Large kitchen with slider. Extra room for home office. Off street parking and washer, dryer in unit. Everything included except oil heat. 1st, last and $600 sec deposit required. Won’t last. Call for showing.

    540 Washington St, Gloucester, MA 01930
  • /26

    $2,700 Per Month

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

    11 Sleepy Hollow Rd, Gloucester, MA 01930

    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

    11 Sleepy Hollow Rd, Gloucester, MA 01930
  • /44

    $3,950

    Total Monthly Price

    • 6 Beds
    • 2.5 Baths
    • 2,282 Sq Ft
    • Winter Rental: Tidebend – Exceptional 6-Bedroom Home Overlooking the Annisquam River

    64 Riverview Rd, Gloucester, MA 01930

    Winter Rental Available: November 3, 2026-May 31, 2027Welcome to Tidebend, a beautifully crafted 6-bedroom, 2.5-bath home offering serene views of the Annisquam River. This thoughtfully designed home blends quality craftsmanship with comfort and practicality, featuring custom woodwork and built-ins throughout that enhance both character and functionality. The home’s inviting

    64 Riverview Rd, Gloucester, MA 01930
  • /14

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,164 Sq Ft
    • House for Rent

    1 Sandy Way, Gloucester, MA 01930

    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

    1 Sandy Way, Gloucester, MA 01930
  • /28

    $2,850

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • Newly renovated Winter Rental between Long Beach and Good Harbor!

    1 Arland Terrace, Gloucester, MA 01930

    WINTER RENTAL Available: October 1, 2026 - May 31, 2027This beautifully renovated 3-bedroom, 1.5-bath home offers the perfect blend of modern comfort and coastal charm. Just .2 miles to Long Beach and a half mile to Good Harbor Beach, you’ll be perfectly positioned to enjoy two of Cape Ann’s most beloved stretches of sand.Inside, the home features brand-new updates throughout with

    1 Arland Terrace, Gloucester, MA 01930
  • /33

    $5,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft
    • House for Rent

    17 Fort Hill Ave, Gloucester, MA 01930

    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 Lois Budrose Realty

    17 Fort Hill Ave, Gloucester, MA 01930
  • /34

    $3,850

    Total Monthly Price

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft
    • Waterfront Winter Rental: Sunset Cove (Utilities Included)

    660 Washington St, Gloucester, MA 01930

    Winter Rental Available: November 3, 2026-May 15, 2027Waterfront on the Annisquam River in Gloucester, this exceptional winter rental boasts wonderful views of the river and of Ipswich Bay. You will never forget the sunsets seen from the deck or from the delightful gazebo.This home has a custom kitchen, spacious open concept living/dining room and lots of windows. There are

    660 Washington St, Gloucester, MA 01930
  • /25

    $3,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,402 Sq Ft
    • House for Rent

    16 Warwick Rd Unit WINTER, Gloucester, MA 01930

    WINTER RENTAL: Ideally situated between two of Cape Ann's most beautiful beaches; Long Beach and Good Harbor, this impeccable one level home features an open-plan kitchen/dining area with granite countertops, stainless steel appliances, and gas range. It's comfortable living room features large windows and a flat screen tv over the decorative fireplace. There are 3 bedrooms: the primary has a

    Carole Sharoff AVH Realty

    16 Warwick Rd Unit WINTER, Gloucester, MA 01930
  • /39

    $3,975

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft
    • Winter Rental: Wingaerchic (Dog-friendly!)

    206 Atlantic St, Gloucester, MA 01930

    Winter Rental Available: October 1, 2026- May 31, 2027This private contemporary furnished house is perched on a hilltop near Wingaersheek Beach. Inside is an open plan living/dining room with vaulted ceilings, hardwood floors, and large oversized windows which fills the room of natural light. The dining area includes a large table with plenty of seating. The eat-in kitchen with breakfast

    206 Atlantic St, Gloucester, MA 01930
  • /14

    $4,400 Per Month

    • 4 Beds
    • 3 Baths
    • 2,164 Sq Ft
    • House for Rent

    1 Sandy Way, Gloucester, MA 01930

    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

    1 Sandy Way, Gloucester, MA 01930
  • /11

    $15,000 Per Month

    • 4 Beds
    • 5 Baths
    • 3,584 Sq Ft
    • House for Rent

    15 Wyoma Rd, Gloucester, MA 01930

    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

    15 Wyoma Rd, Gloucester, MA 01930
  • /35

    $5,250 Per Month

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • House for Rent

    44 Ye Olde County Rd, Gloucester, MA 01930

    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

    44 Ye Olde County Rd, Gloucester, MA 01930
  • /41

    $3,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,822 Sq Ft
    • House for Rent

    1101 Washington St Unit WINTER, Gloucester, MA 01930

    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

    1101 Washington St Unit WINTER, Gloucester, MA 01930
  • /38

    $7,000 Per Month

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

    39 Decatur St Unit SUMMER, 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 Unit SUMMER, Gloucester, MA 01930
  • /40

    $35,000 Per Month

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

    62 Crafts Rd, Gloucester, MA 01930

    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

    62 Crafts Rd, Gloucester, MA 01930
  • /10

    $2,700 Per Month

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • House for Rent

    11 Rockport Rd, Gloucester, MA 01930

    Welcome to 11 Rockport Rd., a charming and fully furnished 9 month rental nestled in the beautiful coastal town of Gloucester. Located .2 miles from Long Beach, this delightful 3 bedroom, 1 bathroom property offers an ideal retreat for your seasonal stay. The living room boasts comfortable arrangements, perfect for unwinding after exploring the nearby beach. The property features 3 spacious

    Susan Cudmore Gibson Sotheby's International Realty

    11 Rockport Rd, Gloucester, MA 01930
  • /40

    $24,000 Per Month

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

    14 Sunset Point Rd Unit SUMMER, Gloucester, MA 01930

    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

    14 Sunset Point Rd Unit SUMMER, Gloucester, MA 01930
  • /21

    $2,900 Per Month

    • 2 Beds
    • 1 Bath
    • 1,343 Sq Ft
    • House for Rent

    127R Leonard St, Gloucester, MA 01930

    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

    127R Leonard St, Gloucester, MA 01930
  • /8

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • House for Rent

    3 Point Rd, Gloucester, MA 01930

    Rare opportunity to enjoy coastal living at an incredible price! Available as an 8-month furnished rental from October 1st through May 31st, this charming single-family beach ranch is located just steps from beautiful Wingaersheek Beach.This spacious home features an open-concept living and dining area, 4 bedrooms, 2 full bathrooms, central air conditioning, an in-unit washer and dryer, and two

    Gina Arzola Madelyn Garcia Real Estate

    3 Point Rd, Gloucester, MA 01930

Frequently Asked Questions

How much does it cost to rent a single-family home in Gloucester, MA?
The median rent for a single-family home in Gloucester, MA is $2,938 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Gloucester, MA?
To comfortably afford the median rent in Gloucester, MA, a household needs to earn roughly $119,480 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,987 per month in Gloucester, MA, renters typically need to show $8,961 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Gloucester, MA?
In Gloucester, MA, the price-to-rent ratio is 20.0, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Gloucester, MA are best for renting a single-family home?
The best neighborhood for renting in Gloucester, MA depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include West Gloucester and East Gloucester, each with its own character and price range.

Rental Home Trends

Number of Houses for Rent
20
Median Single Family Home Rent
$2,938
Median 3 Bedroom Single Family Home Rent
$3,100
Median 4 Bedroom Single Family Home Rent
$4,700
Median 5 Bedroom Single Family Home Rent
$35,000
How to Rent a Home