A row of houses with a mountain in the background.

Pleasant Valley house rentals

We found 95 house rentals — enter your dates for availability

Explore Pleasant Valley house rentals

Image of Pleasant Valley Pines w/ huge deck and pool!

Pleasant Valley Pines w/ huge deck and pool!

Sleeps 10 · 4 bedrooms · 3 bathrooms

Image of Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook

Converted Barns, Estate Setting , & Pool in Hudson Valley near Millbrook

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Image of Relaxing Lodge Retreat

Relaxing Lodge Retreat

Sleeps 14 · 6 bedrooms · 3+ bathrooms

Image of Hidden Charm in Hudson Valley In Dutchess County

Hidden Charm in Hudson Valley In Dutchess County

Sleeps 11 · 4 bedrooms · 3 bathrooms

Image of Modern Getaway Retreat House on 2 Acres

Modern Getaway Retreat House on 2 Acres

Sleeps 8 · 3 bedrooms · 3 bathrooms

Image of Private Hudson Valley Home Near Wine Trail / Antiquing / Orchards

Private Hudson Valley Home Near Wine Trail / Antiquing / Orchards

Sleeps 4 · 3 bedrooms · 2 bathrooms

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