331+ Cape Ann Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Cape Ann

Discover more than 331 holiday rentals in Cape Ann. Casai holiday homes have everything you need to find a place to stay near Cape Ann, MA.

Whether you are looking for luxury villas in Cape Ann, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Cape Ann with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Cape Ann for families, large parties, or private owner accommodations for long or short trips. Cape Ann Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Cape Ann with Casai. Casai makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Cape Ann Holiday Rentals

There are a lot of options in Cape Ann. If you plan on staying in the Cape Ann area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Cape Ann:

There are many holiday rentals available in Cape Ann; however, here are a few of the most popular holiday homes listed in Cape Ann on our website:
At Casai.nz most of our places to stay are perfect for families. Check out the complete list of holiday homes in Cape Ann to find one that works for you.
Yes, there are 331 self-catering family homes and holiday rentals in Cape Ann.
There are more than 331 luxury holiday homes in or near Cape Ann, according to 2025 data from Casai.nz. Consider these homes for your next holiday:
Yes, there are 331 pet friendly rentals that are available in Cape Ann.