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Gloucester Vacation Rentals

VacationRentalDirect.com has found 5 Gloucester Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Gloucester cottages, homes and vacation rentals are presented by their respective owners or managers.


Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).

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Located on the water in historic Gloucester, MA
Gloucester, Massachusetts

We are just inside the maritime metropolis of Gloucester Harbor on the Annisquam River. Each room overlooks the water, salt water marsh, wildlife and sea scapes. We are open year round, and close to town, resturants, and...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Resort 1 1 No $0 to $0

Overlooking Gloucester Harbor
Gloucester, Massachusetts

The Charles Hovey House (c. 1845) is one of Gloucester's most beautiful historic properties. Situated on a high bluff, the Italianate villa has a sweeping view of Gloucester Harbor including Ten Pound Island and two of C...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 7 6 No $3800 to $4500

Charming Cottage Steps from the Beach
Gloucester, Massachusetts

Charming Cottage a short walk to Wingaersheek Beach, noted as one of the most beautiful beaches on the North Shore.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Cottage 2 1 No $850 to $1400

Oceanfront 2 BR Condo
Gloucester, Massachusetts

Beautiful Oceanfront 2 BR Condo overlooking Stacey Blvd.in the scenic Gloucester harbor area. Walk to Harbor Loop, State Forge Park, restaurants and shops.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 1 No $1350 to $1750

Eastern Point Ocean Vista
Gloucester, Massachusetts

New listing-Pool! Air conditioning! Located on Gloucester's prestigious Eastern Point, Eastern Point Ocean Vista offers views, privacy and passes to beautiful Brace Cove, a sandy beach in walking distance of the house. 5...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
5 3 No See Property Details


Learn More About Gloucester

Gloucester has a lot to offer all visitors to the area. Below you will find writings from other Gloucester vacation rental owners about the area they know best! It's a great way to learn first hand about the Gloucester region and all that it has to offer!

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