1. USA
  2. Indiana
  3. Plain
  4. Holiday Homes

113+ Plain Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Plain

Discover more than 113 holiday rentals in Plain. PickleTrip™ holiday homes has everything you need to find a place to stay near Plain, IN.

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

Show more
Show less

Frequently Asked Questions About Plain Holiday Rentals

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

There are many holiday rentals available in Plain; however, here are a few of the most popular holiday homes listed in Plain on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Plain to find one that works for you.
Yes, there are 113 self-catering family homes and holiday rentals in Plain.
There are more than 113 luxury holiday homes in or near Plain, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 113 pet friendly rentals that are available in Plain.