50+ Lake Dutchess Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Lake Dutchess

Discover more than 50 holiday rentals in Lake Dutchess. Rent By Owner holiday homes has everything you need to find a place to stay near Lake Dutchess, NY.

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

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Frequently Asked Questions About Lake Dutchess Holiday Rentals

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

There are many holiday rentals available in Lake Dutchess; however, here are a few of the most popular holiday homes listed in Lake Dutchess 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 Lake Dutchess to find one that works for you.
Yes, there are 50 self-catering family homes and holiday rentals in Lake Dutchess.
There are more than 50 luxury holiday homes in or near Lake Dutchess, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: