3683+ Dupont Circle Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Dupont Circle

Discover more than 3683 holiday rentals in Dupont Circle. PickleTrip™ holiday homes has everything you need to find a place to stay near Dupont Circle, DC.

Whether you are looking for luxury villas in Dupont Circle, 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 with private pickleball courts or nearby facilities. 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 Dupont Circle with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Dupont Circle for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Dupont Circle with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Dupont Circle Holiday Rentals

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

There are many holiday rentals available in Dupont Circle; however, here are a few of the most popular holiday homes listed in Dupont Circle on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Dupont Circle to find one that works for you.
Yes, there are 3683 self-catering family homes and holiday rentals in Dupont Circle.
There are more than 3683 luxury holiday homes in or near Dupont Circle, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 3683 pet friendly rentals that are available in Dupont Circle.