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21797+ Hampton Roads Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Hampton Roads

Discover more than 21797 holiday rentals in Hampton Roads. Rent By Owner holiday homes has everything you need to find a place to stay near Hampton Roads, VA.

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

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Frequently Asked Questions About Hampton Roads Holiday Rentals

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

There are many holiday rentals available in Hampton Roads; however, here are a few of the most popular holiday homes listed in Hampton Roads 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 Hampton Roads to find one that works for you.
Yes, there are 21797 self-catering family homes and holiday rentals in Hampton Roads.
There are more than 21797 luxury holiday homes in or near Hampton Roads, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: