139+ Wayside Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Wayside

Discover more than 139 holiday rentals in Wayside. Rent By Owner holiday homes has everything you need to find a place to stay near Wayside, VA.

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

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Frequently Asked Questions About Wayside Holiday Rentals

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

There are many holiday rentals available in Wayside; however, here are a few of the most popular holiday homes listed in Wayside 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 Wayside to find one that works for you.
Yes, there are 139 self-catering family homes and holiday rentals in Wayside.
There are more than 139 luxury holiday homes in or near Wayside, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: