$2,000 per month
16 Church St Unit 1 floor, Gloucester, MA 01930
Gloucester Nice one bedroom apartment on the first floor with deck. Private entrance. Bedroom, kitchen/dining room and living room. Bright sunny space. Located in Central downtown Gloucester. Quiet building great for single adult coin op washer & dryer. A short walk to Main Street, train, beach, library, post office, public transportation and restaurants. no smoking no pets.
Explore Gloucester
$7,000 per month
39 Decatur St, Gloucester, MA 01930
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
$2,600 per month
64 Perkins St Unit 3, Gloucester, MA 01930
COMING SOON - Newly renovated 2 Bedroom, 1 Bath apartment available August 15th. Pictures coming soon. Amenities include- Walking distance to Gloucester Crossing Shopping center. - Off-street parking for 2 cars- water/sewer included- designated basement storage area- shared basement laundry washer/dryer- common shared patio and outdoor space
$12,500 per month
8 Riverside Rd, Gloucester, MA 01930
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
$2,500 per month
15 Eastern Ave Unit 15 Eastern Ave unit 2, Gloucester, MA 01930
Charming 2 Bed, 2 Bath – Walk to Beach & Downtown! Gloucester, MA | $2,500/mo This bright and freshly painted 2-bedroom, 2-bath apartment is located on the second floor of an owner-occupied home in one of Gloucester’s most accessible neighborhoods. Enjoy the coastal lifestyle with walkable access to beaches, restaurants, shops, and more. Apartment Highlights:•Private
$4,000 per month
10 Old Nugent Unit 10, Gloucester, MA 01930
12-Month Beachside Rental with Ocean Views Directly across from Good Harbor Beach, this bright and spacious 2+ bedroom townhome is available for a full 12-month lease. Enjoy breathtaking ocean views, an open layout, a finished lower level, bonus room, and a cozy pellet stove. Just steps from the sand, perfect for a full year of relaxed coastal living.
Michelle Mineo Coldwell Banker Realty - Beverly
$2,400 per month
97 Washington St Unit 3rd floor, Gloucester, MA 01930
Nice restaurants, live music, shops and town are walking distance from this terrific condominium unit. Perfect for a single professional visiting beautiful Gloucester for work or vacation for an extended stay of a minimum of twelve (12) weeks to fifty -two (52) weeks. This fully furnished, new condo unit is small but spacious with an open floor plan and great light. Quiet space. Granite
$2,600 per month
43 Pleasant St Unit R2, Gloucester, MA 01930
Desirable First floor, long-term, rental! Centrally located in beautiful Gloucester's historical business district. Single level living this spacious 2 bedroom, 2-bathroom, apartment with glistening hardwood floors throughout. Spacious light filled living room with vented skylights, dining room, and office. This apartment has so much is to offer. Vented skylights, two zone natural gas forced hot
Alison Aiello North Shore's Gold Coast Realty
$5,900 per month
32 Cart Track Dr, Gloucester, MA 01930
The rental period is September 6, 2025 through May 22, 2026 and the rate is $5,900 per month, which includes all utilities except for cable/telephone/tv. Perfect for sabbaticals, retirees and home renovation families.This location has an incredible and intimate yet panoramic view of Ipswich Bay. The setting of this contemporary home is very private although it is part of a large family
$3,600 per month
5 1/2 Rackliffe St Unit 5 1/2, Gloucester, MA 01930
This is a SHORT TERM FURNISHED WINTER RENTAL on Rocky Neck Start date flexible (Sept 21st until 1 Nov. 1,2025) ending on May 31, 2026. Exquisite Harbor views. This a beautiful condominium complex in a great community of the Rockaway with a community gazebo. Restaurants are within walking distance and a public beach nearby to keep a kayak. Beautifully furnished. Main level is an open
Jayne Zeamer Coldwell Banker Realty - Boston
$1,750 per month
50 Maplewood Ave Unit Studio, Gloucester, MA 01930
Studio Apartment in Gloucester (Newly Renovated) Available September 1Newly renovated, 450 sq ft apartment, conveniently located near train station and downtown Gloucester. The unit includes onsite parking.Laundry is available in the apartment. The space is simple, clean, and well-maintained. New appliances will be installed before move-in. Quiet, kind neighbors make this a
$15,000 per month
15 Wyoma Rd, Gloucester, MA 01930
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
$1,995 - $2,895 per month
The Heights At Cape Ann
1 - 3 Beds
950 Heights at Cape Ann, Gloucester, MA 01930
$2,850 per month
83 Leonard St - Seasonal, Gloucester, MA 01930
SPECIAL SEASONAL RENTAL! Available September 13, 2025 - June 13, 2026. Situated in the heart of ever-desirable Annisquam, this thoughtfully appointed 3 bedroom, 2.5 bathroom home provides modern comforts and exceptionally charming character. Highlights include a wood-burning fireplace in the cozy sunken living room, and an expansive eat-in kitchen with stainless steel appliances, a farmhouse
Paula Polo-Filias J. Barrett & Company
$4,000 per month
88 Witham St, Gloucester, MA 01930
Property Id: 127381Seasonal Rental--This lovely 4 bedroom, 3 bathroom home is located on Good Harbor beach. This family home is beautifully decorated and very well equipped. Fabulous ocean views, multiple decks. Available Nov 2025-May 2026,
$15,500 per month
62 Crafts Rd, Gloucester, MA 01930
September & October 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
$9,000 per month
698 Washington St Unit ID1040446P, Gloucester, MA 01930
This 4-bedroom house is in a prime location and has everything you need for an amazing vacation in Gloucester, MA. Enjoy a 13-minute drive to Wingaersheek Beach and a 10-minute drive to Downtown Main Street in Gloucester. The house features an outdoor patio with oceanfront views, multiple outdoor spaces including a balcony and deck, and a fully stocked kitchen. Family-friendly amenities include a
$3,900 per month
41B Wingaersheek Rd Unit 1, Gloucester, MA 01930
The Merchantman Lower Deck (1st flr). Newer construction, fully furnished, modern home built in 2023. Beachfront with direct access to Coffins Beach (the private side of Wingaersheek beach). The unit is part of a 2 unit dwelling located on the first floor. The unit has two bedrooms with two full baths. Kitchens are brand new with all energy star appliances, kitchen island and quartz countertops.
Nicholas M Ambeliotis Nicholas M. Ambeliotis Real Estate
$2,800 per month
67 Raymond St, Manchester, MA 01944
Beautiful Furnished 2 bedroom, 1 bathroom house in Manchester By The Sea on Magnolia Beach , 9 month rental. Amenities included: Gorgeous Ocean Views, deck, dishwasher, updated kitchen, updated bathroom, storage, washer dryer, yard, and fireplace, deck, private beach access, off street parking. Pet friendly to be discussed. Date Available: Sept. 1, 2025- May 31, 2026. $2,800/month rent. $1,000
$3,000 per month
12 Squam Ln Unit 1, Gloucester, MA 01930
**SEASONAL RENTAL November 1, 2025 - May 31, 2026***Welcome to your seasonal oasis! Experience the charm and tranquility of this exquisite condo available for seasonal rental, nestled in a prime location overlooking the picturesque Annisquam River. This unique home offers a perfect blend of comfort and style, with distinctive highlights throughout that make it truly special. Perfect for those
Katelyn Ciaramitaro Engel & Volkers By the Sea
$2,000 per month
11 Prospect Square Unit 2, Gloucester, MA 01930
Fresh and clean 2nd floor 4 Room, 1 BR year round apartment on side St. intown location with some views of Gloucester's inner harbor. HEAT INCLUDED!! Refinished hardwood floors, new stove and refrigerator, neutral newer paint color, and coin op washer and dryer in basement. 1 Car off street parking! Common yard area with patio! First mo., last mo. and security deposit. NO SMOKING. NO PETS.
Peter and Pam Lane North Shore's Gold Coast Realty
$4,750 per month
126 Eastern Ave Unit A, Gloucester, MA 01930
This Off- Season rental could be yours 10/1/25. This furnished 3 bed, 2.5 bath Townhouse with great views of Good Harbor can be your winter retreat. Available from 10/1/25 - 5/31/26 First floor bedroom & bathroom. 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 summer town to
Charleen McCarthy Five Mark Realty Group LLC
$5,250 per month
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
$4,000 per month
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
$20,000 per month
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
Dubbed le Beau port, or the beautiful harbor, by 17th-century French explorer Samuel de Champlain, Gloucester is chiefly recognized for picturesque, nautical landscapes. Now, it’s featured on CNN’s 2023 list of top small cities in America for its ...
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