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90+ Madison County Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Madison County

Discover more than 90 holiday rentals in Madison County. Rent By Owner holiday homes has everything you need to find a place to stay near Madison County, MO.

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

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Frequently Asked Questions About Madison County Holiday Rentals

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

There are many holiday rentals available in Madison County; however, here are a few of the most popular holiday homes listed in Madison County 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 Madison County to find one that works for you.
Yes, there are 90 self-catering family homes and holiday rentals in Madison County.
There are more than 90 luxury holiday homes in or near Madison County, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: