35+ Headingley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Headingley

Discover more than 35 StayAndPlay accommodations in Headingley, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Headingley, MB.

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Headingley? StayAndPlay 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 golf accommodations and easily book your dream golf resort or villa rental in Headingley with StayAndPlay.

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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 StayAndPlay 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 35 self-catering family homes and holiday rentals in Headingley.
There are more than 35 luxury holiday homes in or near Headingley, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 35 pet friendly rentals that are available in Headingley.