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1114+ Poughkeepsie Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Poughkeepsie

Discover more than 1114 holiday rentals in Poughkeepsie. Rent By Owner holiday homes has everything you need to find a place to stay near Poughkeepsie, NY.

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

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Frequently Asked Questions About Poughkeepsie Holiday Rentals

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

There are many holiday rentals available in Poughkeepsie; however, here are a few of the most popular holiday homes listed in Poughkeepsie 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 Poughkeepsie to find one that works for you.
Yes, there are 1114 self-catering family homes and holiday rentals in Poughkeepsie.
There are more than 1114 luxury holiday homes in or near Poughkeepsie, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: