Compare Vacation Rentals & Rent By Owner Homes in Dutchess County, New York, USA
About Dutchess County Vacation Rentals
With more than 798 Dutchess County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Dutchess County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Dutchess County, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Dutchess County. Places to stay near Dutchess County are 1143.62 ft² on average, with prices averaging R9,062 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Dutchess County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Dutchess County, NY
Frequently Asked Questions About Dutchess County?
What are the top vacation rentals in Dutchess County?
- WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
- Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock
- Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
- Romantic Log Cabin on Privately-Owned Lake with Fireplace
- Charming Brick House -Hudson Valley
- Bluebird Valley Farmhouse
- PRIVATE 65 ACRE ESTATE - POOL, TENNIS, PICKLEBALL, 4BR BOOK JULY OR AUG 2026 NOW
- Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
- Hudson Valley Horse Farm Retreat in Salt Point
- Mid-Century DJ’s Dream
How many Rentbyowner vacation rentals are available in Dutchess County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 798 in the Dutchess County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Dutchess County.
