108+ Chaplin Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Chaplin

Discover more than 108 holiday rentals in Chaplin. Rent By Owner holiday homes has everything you need to find a place to stay near Chaplin, CT.

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

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Frequently Asked Questions About Chaplin Holiday Rentals

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

There are many holiday rentals available in Chaplin; however, here are a few of the most popular holiday homes listed in Chaplin 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 Chaplin to find one that works for you.
Yes, there are 108 self-catering family homes and holiday rentals in Chaplin.
There are more than 108 luxury holiday homes in or near Chaplin, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: