Gloucester, MA Vacation Rentals Filters City Beverly ?> Gloucester ?> Manchester by the Sea ?> Newbury ?> Rockport ?> Bedrooms 1+ 2+ 3+ 4+ 5+ 6+ 7+ Bathrooms 1+ 2+ 3+ 4+ 5+ Flexible Dates +/- 1 days +/- 2 days +/- 3 days +/- 4 days +/- 5 days +/- 6 days Apply Filters Price Range per Night: $0 - $10000 Amenities .25 mi or less to Beach .25 mi or less to Shops Deepwater Dock Dogs Allowed (Pet Fees Apply) Dogs Allowed - Under 20 lbs Only (Pet Fees Apply) Ground Floor Bed & Bath Tidal Dock Water Views Type Apartment Condo Cottage House Multi-Family Min.Bedrooms 1+ 2+ 3+ 4+ 5+ 6+ 7+ Guests Any 2 Guests 3 Guests 4 Guests 5 Guests 6 Guests 7 Guests 8 Guests 9 Guests 10 Guests 11 Guests 12 Guests 13 Guests 14 Guests 15 Guests 16 Guests 38 results Sort byName - A to ZName - Z to ABedrooms - Low to HighBedrooms - High to Low Favorites MAP Two Beaches Cottage 3 1.5 8 Gloucester Pet Friendly Cedar Ledge Annisquam 6 2.5 14 Gloucester Annisquam River Sunsets 2 1 4 Gloucester Annisquam Singing Pines 5 2 10 Gloucester Beach Walk 1 1 3 Gloucester Bell View 6 5 16 Gloucester Bray Cottage 3 1 5 Gloucester Pet Friendly Changes In Latitude 3 2 6 Gloucester Family Tides 3 2 8 Gloucester Garden by the Sea 2 1 4 Gloucester Golden Sands 7 3.5 12 Gloucester Pet Friendly Helena House 3 1.5 7 Gloucester Jewel Box 2 1 3 Gloucester Joseph's Way 2 1 4 Gloucester Pet Friendly Long Beach House 5 2.5 10 Gloucester Magnolia Tides 2 3 6 Gloucester Over By Good Harbor 4 3.5 10 Gloucester Pet Friendly Perrywinkle 4 2 7 Gloucester Pet Friendly Plaisance 3 3 8 Gloucester River's Edge 2 1.5 4 Gloucester Pet Friendly River Watch 3 2 6 Gloucester Pet Friendly Rocky Neck Hilltop 2 2 4 Gloucester Pet Friendly Salt Island Views 3 2 8 Gloucester Sea Fox House 4 3 8 Gloucester Seaside House 4 2.5 10 Gloucester Ships Bell House 3 2 6 Gloucester Pet Friendly Squam Light 3 2 9 Gloucester Sunset Cove 2 2.5 6 Gloucester Terra Nova Cottage 3 2 6 Gloucester The Mount 3 2.5 6 Gloucester Thurston Point Cottage 3 1.5 7 Gloucester Pet Friendly Treehouse by the Sea 2 1.5 6 Gloucester *NEW* Thorwald by the Sea 2 1.5 4 Gloucester Pet Friendly Wingaerchic 3 2.5 6 Gloucester *NEW* Harbortown Hideaway 3 2 6 Gloucester *NEW* Take the A-Frame 1 1 4 Gloucester *NEW* Pet Friendly Wiley's Way 2 2 4 Gloucester *NEW* Sand Song at Good Harbor Beach 4 2 10 Gloucester Prev1LastNext
