331+ Wine and Canvas Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Wine and Canvas

Discover more than 331 holiday rentals in Wine and Canvas. PickleTrip™ holiday homes has everything you need to find a place to stay near Wine and Canvas, IN.

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

Show more
Show less

Frequently Asked Questions About Wine and Canvas Holiday Rentals

There are a lot of options in Wine and Canvas. If you plan on staying in the Wine and Canvas 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 Wine and Canvas:

There are many holiday rentals available in Wine and Canvas; however, here are a few of the most popular holiday homes listed in Wine and Canvas on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Wine and Canvas to find one that works for you.
Yes, there are 331 self-catering family homes and holiday rentals in Wine and Canvas.
There are more than 331 luxury holiday homes in or near Wine and Canvas, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 331 pet friendly rentals that are available in Wine and Canvas.