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1113+ Assateague Island Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Assateague Island

Discover more than 1113 holiday rentals in Assateague Island. Rent By Owner holiday homes has everything you need to find a place to stay near Assateague Island, MD.

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

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Frequently Asked Questions About Assateague Island Holiday Rentals

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

There are many holiday rentals available in Assateague Island; however, here are a few of the most popular holiday homes listed in Assateague Island 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 Assateague Island to find one that works for you.
Yes, there are 1113 self-catering family homes and holiday rentals in Assateague Island.
There are more than 1113 luxury holiday homes in or near Assateague Island, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: