59+ Chesapeake Arboretum Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Chesapeake Arboretum

Discover more than 59 holiday rentals in Chesapeake Arboretum. PickleTrip™ holiday homes has everything you need to find a place to stay near Chesapeake Arboretum, VA.

Whether you are looking for luxury villas in Chesapeake Arboretum, 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 Chesapeake Arboretum with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Chesapeake Arboretum 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 Chesapeake Arboretum with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Chesapeake Arboretum Holiday Rentals

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

There are many holiday rentals available in Chesapeake Arboretum; however, here are a few of the most popular holiday homes listed in Chesapeake Arboretum on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Chesapeake Arboretum to find one that works for you.
Yes, there are 59 self-catering family homes and holiday rentals in Chesapeake Arboretum.
There are more than 59 luxury holiday homes in or near Chesapeake Arboretum, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 59 pet friendly rentals that are available in Chesapeake Arboretum.