28+ Oak Creek Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Oak Creek

Discover more than 28 holiday rentals in Oak Creek. PickleTrip™ holiday homes has everything you need to find a place to stay near Oak Creek, WI.

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

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Frequently Asked Questions About Oak Creek Holiday Rentals

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

There are many holiday rentals available in Oak Creek; however, here are a few of the most popular holiday homes listed in Oak Creek on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Oak Creek to find one that works for you.
Yes, there are 28 self-catering family homes and holiday rentals in Oak Creek.
There are more than 28 luxury holiday homes in or near Oak Creek, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 28 pet friendly rentals that are available in Oak Creek.