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North Shore Rentals

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Sea Fox House

Gloucester
4 Bedrooms
3 Bathrooms

Enjoy rights to private Coffins beach (part of Wingaersheek beach) and central air, with this custom-designed & built contemporary vacation rental home. Located in the lovely Castleview area. Monthly rates available in winter.

Bell View

Gloucester
6 Bedrooms
5.5 Bathrooms

This spacious and gracious vacation home can sleep up to 16 people, making it the perfect vacation getaway for your extended family. Complete with a large lawn, air conditioning and a tennis court.

Seaside House

Gloucester
4 Bedrooms
2.5 Bathrooms

Waterviews & walk to Good Harbor Beach. This vacation rental home is large and comfortable and is just steps to the white sands and surf of Good Harbor Beach in one direction and the back shore in the other.

Two Beaches Cottage

Gloucester
3 Bedrooms
1.5 Bathrooms

Ideally situated between two of Cape Ann's best beaches, this immaculate, completely renovated home offers single-level living, a large yard with deck and an outdoor shower.

Eastern Point on the Sea

Gloucester
4 Bedrooms
2.5 Bathrooms

Eastern Point is known as the place where the elite summered - and now you can too. 4 beds/2 baths, astounding water views, huge yard, and private sandy beach just across the quiet, private road will make you never want to leave.

Rosemarc House

Gloucester
3 Bedrooms
3.5 Bathrooms

Private, direct access to Good Harbor Beach from this elegant and contemporary vacation rental home with custom granite kitchen, home gym, and the best views and beach access on Cape Ann. This is the beach house you have been waiting for--call today!

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.

Sunset Crest

Gloucester
2 Bedrooms
2.5 Bathrooms

Practically in 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.

Little Red House

Gloucester
3 Bedrooms
1 Bathroom

Enjoy this comfortable vacation home just steps away from Gloucester's historic Stage Fort Park, which was once a landing place for pirates, but is now a beachside venue for free concerts, fireworks and so mucn more.

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