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150+ Crest Hill Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Crest Hill

Discover more than 150 holiday rentals in Crest Hill. PickleTrip™ holiday homes has everything you need to find a place to stay near Crest Hill, IL.

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

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Frequently Asked Questions About Crest Hill Holiday Rentals

There are many holiday rentals available in Crest Hill; however, here are a few of the most popular holiday homes listed in Crest Hill on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Crest Hill to find one that works for you.
Yes, there are 150 self-catering family homes and holiday rentals in Crest Hill.
There are more than 150 luxury holiday homes in or near Crest Hill, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 150 pet friendly rentals that are available in Crest Hill.