191+ Winona Lake Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Winona Lake

Discover more than 191 holiday rentals in Winona Lake. Casai holiday homes have everything you need to find a place to stay near Winona Lake, NH.

Whether you are looking for luxury villas in Winona Lake, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. 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 Winona Lake with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Winona Lake for families, large parties, or private owner accommodations for long or short trips. Winona Lake Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Winona Lake with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Winona Lake Holiday Rentals

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

There are many holiday rentals available in Winona Lake; however, here are a few of the most popular holiday homes listed in Winona Lake on our website:
At Casai.co.za most of our places to stay are perfect for families. Check out the complete list of holiday homes in Winona Lake to find one that works for you.
Yes, there are 191 self-catering family homes and holiday rentals in Winona Lake.
There are more than 191 luxury holiday homes in or near Winona Lake, according to 2025 data from Casai.co.za. Consider these homes for your next holiday:
Yes, there are 191 pet friendly rentals that are available in Winona Lake.