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159+ Grant Park Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Grant Park

Discover more than 159 holiday rentals in Grant Park. PickleTrip™ holiday homes has everything you need to find a place to stay near Grant Park, IL.

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

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Frequently Asked Questions About Grant Park Holiday Rentals

There are a lot of options in Grant Park. If you plan on staying in the Grant Park 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 Grant Park:

There are many holiday rentals available in Grant Park; however, here are a few of the most popular holiday homes listed in Grant Park on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Grant Park to find one that works for you.
Yes, there are 159 self-catering family homes and holiday rentals in Grant Park.
There are more than 159 luxury holiday homes in or near Grant Park, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 159 pet friendly rentals that are available in Grant Park.