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Pet-Friendly Homes for Rent in Gloucester, MA

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  • /28

    $8,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Condo for Rent

    14 Riverside Rd, Gloucester, MA 01930

    Discover coastal living at its finest in this beautifully designed 4-bedroom, 3-bathroom condo, offering breathtaking waterfront views of Wingaersheek Beach and the prestigious Annisquam Yacht Club. This seaside retreat is perfectly situated for those who love the ocean. The open floor plan is flooded with natural light, showcasing panoramic water vistas from nearly every room. The spacious

    Agent Photo

    Katelyn Ciaramitaro

    Engel & Volkers By the Sea

    14 Riverside Rd, Gloucester, MA 01930
  • /11

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 872 Sq Ft
    • House for Rent

    143 Prospect St Unit 2, Gloucester, MA 01930

    $1800 per month,1 bedroom- 1 BR Apartment, downtown 143 Prospect Street Gloucester MA. 1 year lease.Nice size 872 Sq ft 1 bedroom 2nd floor of two family house , on street parking,Walking distance to Train, Bus, Main St and Gloucester harbor.One block from Destino’s and Our Lady of Good Voyage Church.The apartment is ideal for a single or couple. The kitchen is equipped with a

    143 Prospect St Unit 2, Gloucester, MA 01930
  • /20

    Starting at $2,050 Plus Fees

    • 1 - 3 Beds

    950 Heights at Cape Ann, Gloucester, MA 01930

    Quietly nestled at the highest point in Gloucester is the Heights at Cape Ann, an exceptional apartment home community. Stop by our onsite management office to view our one, two, and three bedroom floor plans. The Heights at Cape Ann is a pet-friendly apartment community that offers a modern fitness center, swimming pool, fire pit, resident's lounge, Wi-Fi cafe, and units with terraces boasting

    The Heights At Cape Ann

    950 Heights at Cape Ann, Gloucester, MA 01930
  • /20

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Apartment for Rent

    6 Cabo Dr Unit Winter, Gloucester, MA 01930

    *WINTER RENTAL*Available Nov 1st -Apr 30, with some flexibility* Nestled on a quiet cul-de-sac, this beautifully renovated and fully furnished 2-bedroom, 1-bath home is just a short stroll to both Good Harbor Beach & Long Beach and close to shopping, restaurant's and everything Gloucester and Rockport have to offer. This home offers the perfect retreat to enjoy coastal living during the

    Lane Burnham Team LAER Realty Partners

    6 Cabo Dr Unit Winter, Gloucester, MA 01930
  • /13

    $2,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    540 Washington St, Gloucester, MA 01930

    On the River with views. 2 bedroom, 2 bath single family. Utilities included, except Oil. Waterfront. 2 Private Decks. Driveway. Large Kitchen, Dining Room, Living Room. Breathtaking Sunsets. Grills. Fire Pit. Washer Dryer In unit. No past evictions. Includes electricity, hot water, cable, and WiFi. Spacious. Year Round Property

    540 Washington St, Gloucester, MA 01930
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    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 699 Sq Ft
    • Apartment for Rent

    31 Western Ave Unit 19, Gloucester, MA 01930

    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

    31 Western Ave Unit 19, Gloucester, MA 01930
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    $3,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft
    • House for Rent

    420 Washington St, Gloucester, MA 01930

    WINTER RENTAL: Available October 1, 2026 - May 31, 2027 (Utilities Included)Experience river life at its best along the banks of Mill River when you stay at this spectacular waterfront rental home with exquisite water views, a large back yard, and a private tidal dock. Off street parking for one car and public parking nearby.River Watch is a charming antique home sun-filled with

    420 Washington St, Gloucester, MA 01930
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    $2,600 Per Month

    • 1 Bed
    • 1 Bath
    • 966 Sq Ft
    • House for Rent

    41 E Main St, Gloucester, MA 01930

    Charming Coastal Cottage in East GloucesterMoments from beaches, downtown Gloucester & Rocky NeckAvailable December 1, 2026 through May 31, 2027Enjoy the best of coastal living in this bright, thoughtfully furnished 966-square-foot cottage in East Gloucester. With great proximity to sandy beaches, downtown Gloucester, and the Rocky Neck Art Colony, this home offers a rare combination of comfort,

    Caroline Noonan Corcoran Property Advisors

    41 E Main St, Gloucester, MA 01930
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    $3,150

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • House for Rent

    31 Chester Square, Gloucester, MA 01930

    Winter Rental: Available October 14, 2026-May 31, 2027 (Utilities Included)Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the perfect off-season home. The bright and airy ground floor has many windows, letting in lots of natural light. The full bathroom on the main level has a shower over tub. A three-season sunroom

    31 Chester Square, Gloucester, MA 01930
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    $2,800 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,247 Sq Ft
    • House for Rent

    15 Beach Ct, Gloucester, MA 01930

    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

    15 Beach Ct, Gloucester, MA 01930
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    $3,400

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • Condo for Rent

    75 Friend St Unit 1, Gloucester, MA 01930

    Welcome to Unit #1 at 75 Friend Street, Gloucester, MA 01930, where comfort meets convenience. This charming apartment offers four spacious bedrooms, providing ample space for relaxation and personal retreat. The unit features a well-appointed full bathroom, designed with modern fixtures and a soothing color palette to enhance your daily routine.The living area is bright and inviting,

    75 Friend St Unit 1, Gloucester, MA 01930
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    $9,500 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
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    $3,150

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,462 Sq Ft
    • House for Rent

    42 Rocky Neck Ave, Gloucester, MA 01930

    WINTER RENTAL: Available October 20, 2026 - May 31, 2027Perched high above Rocky Neck, Painter’s Perch offers sweeping views of the Neck and scenic Smith Cove. This charming 2-bedroom, 1.5-bath retreat is an ideal getaway near Gloucester’s vibrant arts district.Enjoy the coastal air from the spacious backyard, private patio for al fresco dining, main-level deck, or the

    42 Rocky Neck Ave, Gloucester, MA 01930
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    $4,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,125 Sq Ft
    • Apartment for Rent

    126 Eastern Ave Unit A, Gloucester, MA 01930

    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

    126 Eastern Ave Unit A, Gloucester, MA 01930
  • /39

    $3,950

    Total Monthly Price

    • 6 Beds
    • 2.5 Baths
    • 2,282 Sq Ft
    • House for Rent

    64 Riverview Rd, Gloucester, MA 01930

    Winter Rental Available: December 1, 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
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    $7,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,653 Sq Ft
    • Apartment for Rent

    3 Colburn St Unit 1, Gloucester, MA 01930

    Be the first to live in this exceptional new construction oceanside home across from Hodgkins Cove in Gloucester. One of only two exclusive residences built by Larkin Family Builders, this light-filled coastal retreat offers over 2,650 sq. ft. of luxury living with beautiful ocean views, 3 bedrooms, 2.5 baths, an open-concept floor plan, gourmet kitchen with oversized island, striking fireplace,

    Phyllis Larkin Larkin & Larkin Real Estate

    3 Colburn St Unit 1, Gloucester, MA 01930
  • /27

    $2,975

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,717 Sq Ft
    • House for Rent

    11 S Kilby St, Gloucester, MA 01930

    Winter Rental Available: October 15, 2026 - May 15, 2027 (Dogs Welcome!)Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers seasonal views of Ipswich Bay from the balcony of the second-floor bedroom. Decorated with a European sensibility, this home is bright and comfortable with hardwood floors throughout.A Queen Anne-style house, you can access the

    11 S Kilby St, Gloucester, MA 01930
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    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    18R Waterman Road Winter Unit 1, Gloucester, MA 01930

    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

    18R Waterman Road Winter Unit 1, Gloucester, MA 01930
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    $3,700 Per Month

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

    4 Diamond Ave, Gloucester, MA 01930

    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

    4 Diamond Ave, Gloucester, MA 01930
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    $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 NOVEMBER 1 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

    Amanda Armstrong Compass

    1101 Washington St Unit WINTER, Gloucester, MA 01930
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    $2,850 Per Month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    9 Summit St Unit 2, Gloucester, MA 01930

    Spacious and bright 3-bedroom, 1-bath apartment offering approximately 1,300 square feet of living space in Gloucester. This well-maintained unit features a comfortable, open layout with generous living areas and the convenience of an in-unit washer and dryer. Step outside onto the private deck and enjoy views overlooking Gloucester. Tandem parking accommodates two small vehicles or one larger

    Levana Group RE/MAX Beacon

    9 Summit St Unit 2, Gloucester, MA 01930
  • /5

    $1,600 Per Month

    • 1 Bath
    • 399 Sq Ft
    • Apartment for Rent

    31 Western Ave Unit 6, Gloucester, MA 01930

    SEPTEMBER RENT FREE! Renovated studio on the Boulevard, heat and hot water included,common laundry,parking for one car. Close distance to the Commuter Rail Station, Downtown shops,restaurants,Stage Fort Park,Half Moon Beach and the Pavilion Beach across the street.Convenient location!

    Emma Fula Charlesgate Realty Group, llc

    31 Western Ave Unit 6, Gloucester, MA 01930
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    $6,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,402 Sq Ft
    • House for Rent

    25 Magnolia Ave, Manchester, MA 01944

    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

    25 Magnolia Ave, Manchester, MA 01944
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    $4,800 Per Month

    • 4 Beds
    • 1.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    4 Big Rock Rd, Manchester, MA 01944

    Furnished Short- or Long-Term Rental Available! Tucked away in a peaceful, private setting, this beautifully maintained 4-bedroom, 1.5-bath home offers over 2,000 square feet of comfortable living space in Manchester-by-the-Sea. Thoughtfully furnished and ready for occupancy, this inviting home provides the ideal blend of privacy, space, and convenience for those seeking a short- or long-term

    Brian Rothe Coldwell Banker Realty - Manchester

    4 Big Rock Rd, Manchester, MA 01944

Rental Home Trends

Number of Homes for Rent
24
Median Rent
$2,600
Median Single Family Home Rent
$3,025
Median Townhouse Rent
$2,550
Median Condo Rent
$2,300
How to Rent a Home