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North Shore Rentals

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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).

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.

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.

Squam Light

Gloucester
3 Bedrooms
2 Bathrooms

A newly renovated and light-filled home, nestled in the village of Annisquam, with modern amenities and colonial charm. Walk to Lobster Cove and Annisquam's beaches or drive a short distance into Rockport, Gloucester and other points on Cape Ann.

Garden by the Sea

Gloucester
2 Bedrooms
1 Bathroom

Relax and take in wonderful views of Gloucester's beautiful Good Harbor Beach and Thatcher Island from this bright and delightfully furnished two bedroom vacation rental.

Family Tides

Gloucester
3 Bedrooms
2 Bathrooms

Only a half-mile to the pristine white sands of Gloucester's Good Harbor Beach, this recently and tastefully decorated home comfortably sleeps eight.

Boulevard Bungalow

Gloucester
3 Bedrooms
2 Bathrooms

Newly renovated in 2016, this sweet home is conveniently located near beaches, parks, playgrounds and Gloucester Harbor. Close to downtown shops, restaurants, and wedding venues.

High Rock Cottage

Gloucester
6 Bedrooms
4.5 Bathrooms

Astounding views from every angle! Fabulous vacation rental home, situated on the highest point of Brier Neck. A 5-minute stroll in either direction will take you to the surf and sands of Good Harbor Beach or Long Beach.

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