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Waterfront Vacation Rentals

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Perrywinkle

Gloucester
4 Bedrooms
2 Bathrooms

The best of Rocky Neck! Swim from your private beach or tie up your boat to its tidal dock and enjoy the waters of scenic Gloucester Harbor.

Eden Lights

Rockport
7 Bedrooms
2.5 Bathrooms

Oceanfront! Bring your nearest & dearest to this beautifully renovated vacation home built a century ago at the edge of Rockport's Atlantic coastline. Views abound from almost every room, but especially from the waterfront wraparound porch.

Terra Nova Cottage

Gloucester
3 Bedrooms
2 Bathrooms

Waterfront! Enjoy stunning views and sunsets over the sparkling Annisquam River. Convenient to both downtown Gloucester as well as Rockport, making this an excellent home base for exploring Cape Ann.

Straitsmouth Cove

Rockport
5 Bedrooms
2 Bathrooms

Straitsmouth Cove has the rambling, comfortable feel of a vintage country manor by the sea, set in a serene and awe-inspiring setting. Unobstructed views of Gap Head Cove and Straitsmouth Island.

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.

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.

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.

Sunset Cove

Gloucester
2 Bedrooms
2.5 Bathrooms

Practically on the water on the Annisquam River Gloucester, this exceptional vacation rental boasts two master bedroom suites with full baths, plenty of additional sleeping area and water views from just about every window.

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.

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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