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North Shore 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.

Helena House

Gloucester
3 Bedrooms
1.5 Bathrooms

This delightful Queen Anne-style vacation rental home is bright and cheery and just waiting for you! Walk to Plum Cove Beach (0.7 miles).

Sea Fox House

Gloucester
4 Bedrooms
3 Bathrooms

Enjoy rights to private Coffins beach (an extension of Wingaersheek beach)! This custom-designed & built home has an open feel and central air. Located in the lovely Castleview area of Gloucester.

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.

Beach Walk

Gloucester
1 Bedroom
1 Bathroom

Step out the door, walk over the footbridge, and find yourself on Good Harbor Beach! Sun, sand, surf -- all in a minute, just outside your door.

Over By Good Harbor

Gloucester
4 Bedrooms
3.5 Bathrooms

The proximity to Good Harbor Beach makes this home perfect for your next beach vacation. Abundant beach views and multiple oversized decks invite you to sit back, relax, and experience the beautiful Atlantic Ocean.

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.

Glitter Bay

Gloucester
3 Bedrooms
1.5 Bathrooms

This historic gem in Gloucester's coveted Annisquam district overlooks the glittering waters of the Annisquam River, Ipswich Bay and the Annisquam Yacht Club. Since the view faces south, you can enjoy both sunset and sunrise from the wraparound porch.

Rocky Neck Hilltop

Gloucester
2 Bedrooms
2 Bathrooms

Enjoy Rocky Neck living in this 2 bedroom, 2 bath garden condo. All new master bedroom suite with full bath! Spacious living room with fireplace and hand painted ceilings. Guest room and second bath. Views of harbor and Smith Cove. Yard and parking.

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