1289+ Chestnut Hills Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Chestnut Hills

Discover more than 1289 holiday rentals in Chestnut Hills. Rent By Owner holiday homes has everything you need to find a place to stay near Chestnut Hills, NC.

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

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Frequently Asked Questions About Chestnut Hills Holiday Rentals

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

There are many holiday rentals available in Chestnut Hills; however, here are a few of the most popular holiday homes listed in Chestnut Hills 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 Chestnut Hills to find one that works for you.
Yes, there are 1289 self-catering family homes and holiday rentals in Chestnut Hills.
There are more than 1289 luxury holiday homes in or near Chestnut Hills, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: