54+ Cherry Valley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Cherry Valley

Discover more than 54 holiday rentals in Cherry Valley. Rent By Owner holiday homes has everything you need to find a place to stay near Cherry Valley, IL.

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

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Frequently Asked Questions About Cherry Valley Holiday Rentals

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

There are many holiday rentals available in Cherry Valley; however, here are a few of the most popular holiday homes listed in Cherry Valley 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 Cherry Valley to find one that works for you.
Yes, there are 54 self-catering family homes and holiday rentals in Cherry Valley.
There are more than 54 luxury holiday homes in or near Cherry Valley, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: