236+ Town of Middlefield Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Town of Middlefield

Discover more than 236 holiday rentals in Town of Middlefield. Rent By Owner holiday homes has everything you need to find a place to stay near Town of Middlefield, NY.

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

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Frequently Asked Questions About Town of Middlefield Holiday Rentals

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

There are many holiday rentals available in Town of Middlefield; however, here are a few of the most popular holiday homes listed in Town of Middlefield 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 Town of Middlefield to find one that works for you.
Yes, there are 236 self-catering family homes and holiday rentals in Town of Middlefield.
There are more than 236 luxury holiday homes in or near Town of Middlefield, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: