Dutchess County beach rentals

We found 47 beach rentals — enter your dates for availability

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September 2025

13

October 2025

Explore Dutchess County beach rentals

View of The Lake House and Lake Weil from game room

Premier Host

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

Sleeps 14 · 5 bedrooms · 3 bathrooms

Miscellaneous

River, Lakes, Mountains, minutes to Woodstock; Bard, HITS. All from 3 BR house

Sleeps 4 · 3 bedrooms · 1 bathroom

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Holiday Rental options in Dutchess County

Family-friendly holiday rentals in Dutchess County

Lake holiday rentals in Dutchess County

Mountain holiday rentals in Dutchess County

Holiday rentals with pool in Dutchess County

Ski holiday rentals in Dutchess County

Holiday rentals with spa pool in Dutchess County

Pet-friendly holiday rentals in Dutchess County

Monthly rentals in Dutchess County

Oceanfront holiday rentals in Dutchess County

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