Apartments (12)
- A By The Bay - Stunning Seaside Apartment Gloucester
- Apartment Calder 1 By Interhome Gloucester
- Apartment Calder 2 By Interhome Gloucester
- Cbythesea - Ocean View Penthouse Gloucester
- Elevated Fish & Ships On River Walk To Beach Park Gloucester
- Fish & Ships On River Steps To Ocean, Blvd, Park Gloucester
- Glorious Suite Near Downtown With Washer/Dryer Gloucester
- Gloucester Harbor Hideaway
- Guest Suite In Historical District Gloucester
- Ocean Breeze-8Min Walk To Beach Gloucester
- Retreat Near Beaches Gloucester
- Spacious 2Nd Floor Suite Gloucester
Vacation rentals (36)
- 1 Mi To Beach! Family Gloucester Gem W/ Yard
- 3Br Harborside Home|Gloucester+Rockport|Ocean View
- 3Br Oceanviewtownhouse|Walk To Downtown|Sleeps 8 Villa Gloucester
- Airstream & Ocean View: Unique Gloucester Getaway
- Antique Cottage|Private Sauna|Beach|Firepit+Grill Gloucester
- Beach Gem Gloucester
- Beau'S Beach House Gloucester
- Bianca'S House Villa Gloucester
- Cranberry Hill | 9 Bedroom 22 Acre Estate | Sleeps 24 Gloucester
- Elegant Gloucester Beach Getaway With Ocean Views!
- Gloucester Coastal Gem
- Gloucester Getaway
- La Casa De La Playa Villa Gloucester
- Little River Retreat Gloucester
- Longview House Villa Gloucester
- Magnolia Tides Villa Gloucester
- Massachusetts Abode W/ Deck & Grill: Near Beaches! Gloucester
- Ocean Front Home On Dunes Of Wingaersheek Beach Gloucester
- Oceanside Estate Main House Apt With Beach Access Gloucester
- Private Pickleball | Family Friendly | Sleep 18 Gloucester
- Seaside Home|Sleeps 6|Plum Cove Beach+Rockport! Gloucester
- Seaside Home|Sleeps 7|Plum Cove Beach+Rockport! Gloucester
- Stay At East Gloucester
- Stay At Good Harbor Beach Gloucester
- Stay At Little River Gloucester
- Stay At Niles Beach Gloucester
- Stay At Rocky Neck Gloucester
- Stay At Smith Cove Gloucester
- Stay At The Neck Gloucester
- The Buoys Villa Gloucester
- The Edgemoor Estate Villa Gloucester
- The Mariner|Family Friendly|Backyard|Walk 2 Beach Gloucester
- Timeless Seaside Estate 4 Lodgings, Private Beach Gloucester
- Walk To Good Harbor Ocean Views Open All Year Gloucester
- Waterfront Escape Dock & More Gloucester
- Waterway View Steps To Ocean, Beach, Blvd, Park Gloucester
Other (15)
- Atlantis Oceanfront Inn Gloucester
- Beauport Hotel Gloucester
- Cape Ann Motor Inn Gloucester
- Captain'S Lodge Motel Gloucester
- Castle Manor Inn Gloucester
- Harborview Inn Gloucester
- Julietta House Hotel Gloucester
- Long Beach Suites Gloucester
- Ocean House Hotel At Bass Rocks Gloucester
- Point Radio Cottage Gloucester
- Sea Lion Motel Gloucester
- The Colonial Inn By The Sea Gloucester
- The Highliner Hotel Gloucester
- The Hotel At Cape Ann Marina Gloucester
- The Vista Motel Gloucester