344+ Aspen Highlands Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Aspen Highlands

Discover more than 344 StayAndPlay accommodations in Aspen Highlands, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Aspen Highlands, CO.

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 Aspen Highlands? 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 Aspen Highlands pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Aspen Highlands with StayAndPlay.

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Frequently Asked Questions About Aspen Highlands Holiday Rentals

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

There are many holiday rentals available in Aspen Highlands; however, here are a few of the most popular holiday homes listed in Aspen Highlands on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Aspen Highlands to find one that works for you.
Yes, there are 344 self-catering family homes and holiday rentals in Aspen Highlands.
There are more than 344 luxury holiday homes in or near Aspen Highlands, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 344 pet friendly rentals that are available in Aspen Highlands.