Photo by Marina Timo

Town of Washington rentals with pool

We found 68 rentals with pool — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

6

October 2025

Explore Town of Washington rentals with pools

Pool

Whimsy Woods - 14 Acre Millbrook Estate with Pool

Sleeps 8 · 4 bedrooms · 4 bathrooms

Exterior detail

Enjoy pool time at our spacious home; minutes from the village of Millbrook!

Sleeps 6 · 3 bedrooms · 2 bathrooms

A beautiful sunrise at the peaceful cabin

AUTUMN IS BEAUTIFUL IN THE HUDSON VALLEY! 20% DISCOUNT FOR 2025, PLEASE INQUIRE.

Sleeps 10 · 5 bedrooms · 3+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

Rentals with Pool in Town of Washington

Rentals with Pool in Millbrook

Holiday Rental options in Town of Washington

Holiday rentals with spa pool in Town of Washington

Monthly rentals in Town of Washington

Beach holiday rentals in Town of Washington

Family-friendly holiday rentals in Town of Washington

Oceanfront holiday rentals in Town of Washington

Mountain holiday rentals in Town of Washington

Ski holiday rentals in Town of Washington

Lake holiday rentals in Town of Washington

Pet-friendly holiday rentals in Town of Washington

b0b2ed4a-b68e-3e72-4991-53961e3ff9427fedb73c-1974-4554-9ef4-bb70d49c6af3