$1,995 - $2,895 per month
The Heights At Cape Ann
1-3 Beds
950 Heights at Cape Ann, Gloucester, MA 01930
$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
$9,000 per month
698 Washington St Unit ID1040446P, Gloucester, MA 01930
This 4-bedroom house is perfectly situated in Gloucester, MA, offering everything you need for an amazing vacation. Enjoy oceanfront views from the outdoor patio and multiple outdoor spaces, including a balcony and deck. The house is family-friendly, featuring a Pack n Play and high chair, and is equipped with beach essentials such as chairs, umbrellas, life vests, and towels. The property also
$2,800 per month
11 Sadler St Unit 2, Gloucester, MA 01930
Bright, clean and incredibly well maintained first floor apartment in owner occupied multifamily in downtown area. Features beautiful hardwood floors, a spacious layout, an in unit full size washer and dryer, beautiful built ins, plenty of storage. sunny eat in kitchen and large office. Enjoy a small outdoor area for relaxing or grilling. Off street parking for one car. Located just moments from
Lisa Ramos Coldwell Banker Realty - Manchester
$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
$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
$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
$1,600 per month
19 Atlantic Road-Winter Unit 10, Gloucester, MA 01930
Short term winter rental. Beautiful, fully furnished townhouse facing Bass Rocks Golf course and only a short distance to Good Harbor Beach. No smoking and no pets FIRM .Condo Rules. Available September 15 thru June 14. Dates flexible. Application is on line and will be sent via email. Excellent credit required
Paula O'Sullivan O'Sullivan Real Estate Services
$7,000 per month
39 Decatur St Unit 2, 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
$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
$37,500 per month
62 Crafts Rd Unit 2, 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
$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
$4,750 per month
126 Eastern Ave Unit 2, 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
$2,500 per month
145 Essex Ave Unit 501, Gloucester, MA 01930
Beautiful and well-appointed condo with views of the Annisquam River. This 2 Bedroom, 1 bath garden level condo at The Residences of Cape Ann Heights offers 2 reserved parking spaces, a fitness club, a gorgeous in-ground pool, and clubhouse! Recently renovated with newer bathroom, kitchen with stainless steel appliances and granite countertops. *INCLUDES HEAT AND HOT WATER! Proof of income,
Kimberly O'Donnell NextHome North Shore Realty
$2,400 per month
74 Mount Pleasant Ave Unit 2, Gloucester, MA 01930
74 Mt Pleasant Av is a fabulous rental opportunity for year-round living in East Gloucester. Tastefully and charmingly furnished (or available unfurnished) one-bedroom plus office apartment on the 2nd floor. Sweet(!) East Gloucester residential location with off-street parking for one car. Centrally located near Good Harbor Beach, Niles Beach, Rocky Neck, and shopping. The washer and dryer
$2,800 per month
50 New Way Ln Unit A, Gloucester, MA 01930
Newly renovated kitchens and baths in this townhouse, new floors, freshly painted , deck off the kitchen on private wooded lot. 2 bedrooms upstairs with walk-in closets with full bath and den/office downstairs with full bath. Washer dryer hookup.Deck off the kitchen. $3000, first and last month's rent plus security. Full references and credit check.
Particia Gallagher-Martin J. Barrett & Company
$8,000 per month
18 Bungalow Rd Unit 2, 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
$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
$2,400 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
$2,800 per month
103 Leonard St, Gloucester, MA 01930
*SEASONAL RENTA OCT 1 - MAY 31, 2026L* Charming three-bedroom home in quaint Annisquam Village available October 1 through May 31, 2026. 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 basement,
Katelyn Ciaramitaro Engel & Volkers By the Sea
$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
$2,000 per month
31 Western Ave Unit 19, Gloucester, MA 01930
JULY MOVE IN FREE! Updated one bedroom on the Boulevard with new kitchen,full bath,vinyl plank flooring, 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.
Emma Fula Coldwell Banker Realty - Boston
$1,800 per month
24 Sumner St Unit 1, Gloucester, MA 01930
$1,750 per month
31 Western Ave Unit 10, Gloucester, MA 01930
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 Coldwell Banker Realty - Boston
$2,300 per month
374 Main St Unit 2, Gloucester, MA 01930
No pets, No smoking. Applicants will need a credit check resulting in a credit score of 625.
Karin O'Donnell Holly C & Co. Fine Homes
$2,000 per month
85 Prospect St Unit 1, Gloucester, MA 01930
recently renovated to the highest standards with new kitchen, new appliances, freshly painted throughout. This charming first floor unit is in the heart of downtown Gloucester, close to all local amenities. Make this your Cape Ann home just in time for summer.
Margaret Maher William Raveis R.E. & Home Services
$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
$8,000 per month
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
$7,000 per month
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
$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
$4,000 per month
2 Glenmere Rd, Rockport, MA 01966
Short term monthly rental opportunity from October 1st- 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
Daniel Resop William Raveis R.E. & Home Services
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