36+ Headingley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Headingley

Discover more than 36 treehouse rentals in Headingley, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Headingley, MB.

Whether you're seeking luxury multi-level treehouses, rustic forest cabins, cozy off-grid retreats, or family-friendly treehouse lodgings, we can help you find the ideal place. Our rentals feature top-notch amenities such as private decks, fully equipped kitchens, fire pits, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group getaway to Headingley? TreeHouse guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Headingley pet-friendly treehouse rentals and easily book your dream treehouse vacation rental in Headingley with TreeHouse.

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Frequently Asked Questions About Headingley Holiday Rentals

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

There are many holiday rentals available in Headingley; however, here are a few of the most popular holiday homes listed in Headingley on our website:
At Treehouse Rentals most of our places to stay are perfect for families. Check out the complete list of holiday homes in Headingley to find one that works for you.
Yes, there are 36 self-catering family homes and holiday rentals in Headingley.
There are more than 36 luxury holiday homes in or near Headingley, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 36 pet friendly rentals that are available in Headingley.