2350+ Rutland County Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Rutland County

Discover more than 2350 holiday rentals in Rutland County. Rent By Owner holiday homes has everything you need to find a place to stay near Rutland County, VT.

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

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Frequently Asked Questions About Rutland County Holiday Rentals

There are many holiday rentals available in Rutland County; however, here are a few of the most popular holiday homes listed in Rutland County 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 Rutland County to find one that works for you.
Yes, there are 2350 self-catering family homes and holiday rentals in Rutland County.
There are more than 2350 luxury holiday homes in or near Rutland County, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: