31+ Chatham Vineyards Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Chatham Vineyards

Discover more than 31 StayAndPlay accommodations in Chatham Vineyards, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Chatham Vineyards, VA.

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

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Frequently Asked Questions About Chatham Vineyards Holiday Rentals

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

There are many holiday rentals available in Chatham Vineyards; however, here are a few of the most popular holiday homes listed in Chatham Vineyards on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Chatham Vineyards to find one that works for you.
Yes, there are 31 self-catering family homes and holiday rentals in Chatham Vineyards.
There are more than 31 luxury holiday homes in or near Chatham Vineyards, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 31 pet friendly rentals that are available in Chatham Vineyards.