45+ Watertown Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Watertown

Discover more than 45 holiday rentals in Watertown. Rent By Owner holiday homes has everything you need to find a place to stay near Watertown, MA.

Whether you are looking for luxury villas in Watertown, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation 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 Watertown with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in Watertown for families, large parties, or private owner accommodations for long or short trips. Watertown Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Watertown with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Watertown Holiday Rentals

There are a lot of options in Watertown. If you plan on staying in the Watertown 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 Watertown:

There are many holiday rentals available in Watertown; however, here are a few of the most popular holiday homes listed in Watertown on our website:
At Rent By Owner most of our places to stay are perfect for families. Check out the complete list of holiday homes in Watertown to find one that works for you.
Yes, there are 45 self-catering family homes and holiday rentals in Watertown.
There are more than 45 luxury holiday homes in or near Watertown, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: