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Waterfront Vacation Rentals

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Chester Square

Gloucester
4 Bedrooms
3 Bathrooms

A beautiful waterfront home on tranquil Lobster Cove in Annisquam. Walk to Lobster Cove and Annisquam's beaches or drive a short distance into Rockport, Gloucester and other points on Cape Ann.

Oceanside at Good Harbor

Gloucester
5 Bedrooms
3 Bathrooms

Unbelievable Views! Good Harbor Beach, one of Gloucester's finest stretches of sand, is literally steps away from this gracious, family friendly five bedroom summer vacation rental cottage on picturesque Brier Neck.

Sunrise on the Cove

Rockport
4 Bedrooms
2.5 Bathrooms

This amazing home overlooks Rockport's picturesque Pigeon Cove harbor and has unobstructed 180 degree views of the working cove, the open Atlantic and Sandy Bay. Walk to the beach and town! Monthly rates available in winter.

Magnolia Tides

Gloucester
2 Bedrooms
3 Bathrooms

Put your family into this extraordinary waterfront home with spectacular views set on a bluff over picturesque Strawberry Cove and the open Atlantic.

Thurston Point Cottage

Gloucester
3 Bedrooms
1.5 Bathrooms

This sweet and comfortable waterfront cottage with spectacular sunset views over the Annisquam River offers a wonderful New England retreat. Swim and kayak from the property or fish off the new deepwater dock and enjoy the offerings of the garden.

Beach Stone Cottage

Gloucester
3 Bedrooms
2.5 Bathrooms

Updated and comfortable, this vacation rental cottage boasts a large modern kitchen, is just feet away from the white sands of Good Harbor Beach. Monthly rates available in winter.

The Rockporter

Rockport
4 Bedrooms
2 Bathrooms

The Rockporter, located in the Pigeon Cove neighborhood of Rockport offers beautiful views of the Pigeon Cove Harbor and a quiet retreat from town.

River Watch

Gloucester
3 Bedrooms
2 Bathrooms

A lovely and inviting antique home on the banks of Mill River featuring exquisite water views and a private tidal dock for swimming, kayaking, or paddling.

Annisquam River Sunsets

Gloucester
2 Bedrooms
1 Bathroom

You'll find river life at its best when you stay at this newly built home along the banks of scenic Annisquam River in Gloucester. From the private patio, you will be mesmerized by spectacular sunsets and the parade of boats that pass by.

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