Dutchess County oceanfront rentals

We found 3 oceanfront rentals — enter your dates for availability

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September 2025

13

October 2025

Explore Dutchess County ocean view rentals

Exterior

The Farm at Hyde Park

Sleeps 5 · 2 bedrooms · 1 bathroom

Exterior

Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village

Sleeps 10 · 4 bedrooms · 3+ bathrooms

Exterior

Stunning, 8 Bedroom Estate & Retreat. Historic Elegance with Designer Interiors

Sleeps 12 · 8 bedrooms · 5+ bathrooms

Aerial View Private-Luxury 31 Acre Estate.
Catskills Mountains in background.

Premier Host

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

Sleeps 20 · 7 bedrooms · 7 bathrooms

Exterior in Spring

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

Sleeps 22 · 9 bedrooms · 9+ bathrooms

Exterior

Premier Host

The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP

Sleeps 4 · 1 bedroom · 1 bathroom

Find spaces that suit your style

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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

Beach holiday rentals in Dutchess County

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