114+ Windermere Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Windermere

Discover more than 114 holiday rentals in Windermere. Rent By Owner holiday homes has everything you need to find a place to stay near Windermere, .

Whether you are looking for luxury villas in Windermere, 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. 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 Windermere with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in Windermere for families, large parties, or private owner accommodations for long or short trips. Windermere Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Windermere with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Windermere Holiday Rentals

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

There are many holiday rentals available in Windermere; however, here are a few of the most popular holiday homes listed in Windermere on our website:
At Rent By Owner most of our places to stay are perfect for families. Check out the complete list of holiday homes in Windermere to find one that works for you.
Yes, there are 114 self-catering family homes and holiday rentals in Windermere.
There are more than 114 luxury holiday homes in or near Windermere, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: