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Waterfront Vacation Rentals

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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.

Cable House

Rockport
3 Bedrooms
2.5 Bathrooms

Rockport ocean and beachfront! High-end family vacation home with glorious views. Step out the door to Pebble Beach or just a short walk to the glorious sand and surf of Cape Hedge beach. Monthly rates available in winter.

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.

Jacob Wirth House

Essex
4 Bedrooms
2 Bathrooms

Take in the stunning water views from the wraparound porch or head into the water for a swim or paddle. Set in a quiet and picturesque location, but close to the village of Essex and the rest of Cape Ann.

Clamshell Landing

Essex
6 Bedrooms
5.5 Bathrooms

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

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.

Quarry Crest House

Rockport
4 Bedrooms
2 Bathrooms

Rockport! Enjoy the best of all worlds in this spacious and bright home overlooking Rockport's stunningly picturesque Flat Ledge Quarry. Includes swimming rights to nearby Little Parker Quarry. Walking distance to beaches and town.

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.

River Breezes Cottage

Gloucester
3 Bedrooms
3.5 Bathrooms

Views of the sparkling waters of the Annisquam River, Ipswich Bay, Wingaersheek Beach and the Annisqaum Yacht Club just across the river. Incredible sunsets await you every evening! Monthly rates available in winter.

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