1. USA
  2. Illinois
  3. Chicago
  4. Plainfield
  5. Holiday Homes

94+ Plainfield Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Plainfield

Discover more than 94 StayAndPlay accommodations in Plainfield, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Plainfield, IL.

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Plainfield? StayAndPlay guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Plainfield pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Plainfield with StayAndPlay.

Show more
Show less

Frequently Asked Questions About Plainfield Holiday Rentals

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

There are many holiday rentals available in Plainfield; however, here are a few of the most popular holiday homes listed in Plainfield on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Plainfield to find one that works for you.
Yes, there are 94 self-catering family homes and holiday rentals in Plainfield.
There are more than 94 luxury holiday homes in or near Plainfield, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 94 pet friendly rentals that are available in Plainfield.