477+ Maidstone Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Maidstone

Discover more than 477 holiday rentals in Maidstone. Rent By Owner holiday homes has everything you need to find a place to stay near Maidstone, ON.

Whether you are looking for luxury villas in Maidstone, 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 Maidstone with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in Maidstone for families, large parties, or private owner accommodations for long or short trips. Maidstone Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Maidstone with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Maidstone Holiday Rentals

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

There are many holiday rentals available in Maidstone; however, here are a few of the most popular holiday homes listed in Maidstone 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 Maidstone to find one that works for you.
Yes, there are 477 self-catering family homes and holiday rentals in Maidstone.
There are more than 477 luxury holiday homes in or near Maidstone, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: