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Waterfront Vacation Rentals

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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.

Popplehouse

Rockport
6 Bedrooms
3.5 Bathrooms

Escape to this stunning Arts & Crafts style home situated along the Atlantic Ocean with breathtaking water views, direct access to the pebble and stone beach, and an expansive lawn. An ideal Cape Ann coastal getaway!

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.

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.

Clamshell Landing

Essex
6 Bedrooms
5.5 Bathrooms

Waterfront home with squash & tennis courts, gym, locker room, and more. This one of a kind home on 22 acres of pristine conservation land has views of the salt marsh and bay beyond.

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.

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.

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.

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