202+ Pikes Peak Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Pikes Peak

Discover more than 202 holiday rentals in Pikes Peak. PickleTrip™ holiday homes has everything you need to find a place to stay near Pikes Peak, CO.

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

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Frequently Asked Questions About Pikes Peak Holiday Rentals

There are a lot of options in Pikes Peak. If you plan on staying in the Pikes Peak 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 Pikes Peak:

There are many holiday rentals available in Pikes Peak; however, here are a few of the most popular holiday homes listed in Pikes Peak on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Pikes Peak to find one that works for you.
Yes, there are 202 self-catering family homes and holiday rentals in Pikes Peak.
There are more than 202 luxury holiday homes in or near Pikes Peak, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 202 pet friendly rentals that are available in Pikes Peak.