1. USA
  2. West Virginia
  3. Rupert
  4. Holiday Homes

135+ Rupert Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Rupert

Discover more than 135 holiday rentals in Rupert. Rent By Owner holiday homes has everything you need to find a place to stay near Rupert, WV.

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

Show more
Show less

Frequently Asked Questions About Rupert Holiday Rentals

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

There are many holiday rentals available in Rupert; however, here are a few of the most popular holiday homes listed in Rupert 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 Rupert to find one that works for you.
Yes, there are 135 self-catering family homes and holiday rentals in Rupert.
There are more than 135 luxury holiday homes in or near Rupert, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: