About Us

At Seaside Vacay

we know you want more for your Cape Ann vacation than just a place to sleep.

Everyone vacations differently. We want to give you everything you need for a relaxing, exciting, rejuvenating experience. Whether that's yoga and beach lounging or action packed days of paddle boarding and hiking, we will work with you to plan the perfect seaside stay.

Our Property

Featured Property

What's there to do in Cape Ann?

With Seaside Vacay, you're only bored if you want to be. Cape Ann’s communities, including Gloucester and Rockport, host a myriad of attractions, activities, restaurants, and boundless nature to be enjoyed by children and adults alike.

If you tire of the local fare, the T is available to whisk you to Boston and other seaside North Shore towns. Check out our Local Area Guide for details.

So what are you waiting for?

Check out our Cape Ann properties and book online today!


Vacation Rental Property Management

Here at Seaside Vacay Vacation Rentals we understand what makes a vacation home right for our guests. We make it our business to find vacation rentals of the highest standard that go above and beyond our guest's expectations. By providing the finest in Cape Ann vacation rentals we can ensure that our guest's vacation is a success no matter which property they decide to stay in.


Local Area Guide


What Client Say

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